Page last updated: 2024-12-11

biphalin

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Description

biphalin: enkephalin dimer; two fragments of Ala(2)-enkephalin are connected by a diamine bridge to form above cpd; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5487663
CHEMBL ID200199
MeSH IDM0151984

Synonyms (19)

Synonym
83916-01-2
enkephalin dimer
(tyr-ala-gly-phe-nh2)2
biphalin
bdbm21014
chembl200199 ,
(2s)-2-amino-n-[(1r)-1-[({[(1s)-1-{n''-[(2s)-2-{2-[(2r)-2-[(2s)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanoyl]hydrazinecarbonyl}-2-phenylethyl]carbamoyl}methyl)carbamoyl]ethyl]-3-(4-hydroxyphenyl)propanamide
bis(tyr-ala-gly-phenh2)hydrazide
d-enk-o
bis(tyrosyl-alanyl-glycyl-phenylalaninamide)hydrazide
l-phenylalanine, n-(n-(n-l-tyrosyl-d-alanyl)glycyl)-, 2-(n-(n-(n-l-tyrosyl-d-alanyl)glycyl)-l-phenylalanyl)hydrazide
d-enk
(tyrosyl-alanyl-glycyl-phenylalaninamide)dimer
dala(2)
(2s)-2-amino-n-[(2r)-1-[[2-[[(2s)-1-[2-[(2s)-2-[[2-[[(2r)-2-[[(2s)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]hydrazinyl]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-1-oxopropan-2-yl]-3-(4-hydroxyphen
DTXSID80232802
Q3639770
(2s,2's)-n,n'-((2r,8s,13s,19r)-8,13-dibenzyl-3,6,9,12,15,18-hexaoxo-4,7,10,11,14,17-hexaazaicosane-2,19-diyl)bis(2-amino-3-(4-hydroxyphenyl)propanamide)
AKOS040746625

Research Excerpts

Overview

Biphalin, is a palindromic peptide in which two opioid pharmacophores are connected "tail-to-tail" Biphalin is a new type of opioid peptide analog with high analgesic potency.

ExcerptReferenceRelevance
"Biphalin is a potent opioid peptide agonist, with a palandromic structure, composed of two enkephalin-like active fragments connected tail to tail by a hydrazine linker (Tyr-D-Ala-Gly-Phe-NH-NH<-Phe<-Gly<-D-Ala<-Tyr). "( Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
Davis, P; Hruby, VJ; Lai, J; Ma, SW; Mollica, A; Porreca, F, 2005
)
2.03
"Biphalin is a linear octapeptide with strong opioid activity. "( Synthesis and biological activity of the first cyclic biphalin analogues.
Davis, P; Hruby, VJ; Lai, J; Ma, SW; Mollica, A; Porreca, F, 2006
)
2.02
"Biphalin is a good example."( Solution Phase Peptide Synthesis: The Case of Biphalin.
Misicka, A; Tymecka, D, 2020
)
1.54
"Biphalin is a synthetic opioid peptide that has been demonstrated to possess a strong analgesic effect on rodents."( The opioid peptide biphalin modulates human corneal epithelial wound healing in vitro.
Gedar Totuk, OM; Kabadayi, K; Mollica, A; Sahin, A; Yildiz, E, 2021
)
1.67
"Biphalin, which is a synthetic opioid peptide, promotes corneal epithelial wound healing by increasing cell migration. "( The opioid peptide biphalin modulates human corneal epithelial wound healing in vitro.
Gedar Totuk, OM; Kabadayi, K; Mollica, A; Sahin, A; Yildiz, E, 2021
)
2.39
"Biphalin is an interesting template for novel opioid-based agents to be used in therapy of functional GI diseases."( Mixed MOP/DOP agonist biphalin elicits anti-transit effect in mouse models mimicking diarrhea-predominant irritable bowel syndrome symptoms.
Fichna, J; Jarmuż, A; Lipkowski, AW; Sałaga, M; Zielińska, M, 2016
)
2.19
"Biphalin, is a palindromic peptide [(Tyr-D-Ala-Gly-Phe-NH-)2] in which two opioid pharmacophores are connected "tail-to-tail". "( Synthesis and pharmacological properties of a new fluorescent opioid peptide analog.
Hennink, WE; Kosson, P; Lipkowski, AW; Lukowiak, M,
)
1.57
"Biphalin is a new type of opioid peptide analog with high analgesic potency that is over 1000-fold greater than morphine. "( A comparative study of morphine stimulation and biphalin inhibition of human glioblastoma T98G cell proliferation in vitro.
Lazarczyk, M; Lipkowski, AW; Matyja, E, 2010
)
2.06
"Biphalin is a dimeric opioid peptide that exhibits affinity for three types of opioid receptors (MOP, DOP and KOP). "( Neuroprotective potential of biphalin, multireceptor opioid peptide, against excitotoxic injury in hippocampal organotypic culture.
Beresewicz, M; Kawalec, M; Kowalczyk, JE; Lipkowski, AW; Zablocka, B, 2011
)
2.1
"Biphalin is an opioid linear octapeptide, which displays a broad affinity for all opioid receptors (μ, δ and κ), as well as exceptionally high antinociceptive activity. "( The analgesic activity of biphalin and its analog AM 94 in rats.
Brunetti, L; Chiavaroli, A; Di Nisio, C; Leone, S; Mollica, A; Orlando, G; Vacca, M, 2012
)
2.12
"Biphalin is an opioid peptide analogue that currently is under clinical development as a new type of site-directed analgesic. "( Intrathecal antinociceptive interaction between the NMDA antagonist ketamine and the opioids, morphine and biphalin.
Bonney, I; Carr, DB; Klinowiecka, A; Kosson, D; Kosson, P; Lipkowski, AW; Mayzner-Zawadzka, E, 2008
)
2
"Biphalin is a bivalent opioid analogue containing two tyrosine residues. "( Inhibitory effect of biphalin and AZT on murine Friend leukemia virus infection in vitro.
Lipkowski, AW; Specter, S; Tang, JL, 1998
)
2.06
"Biphalin is an octapeptide consisting of two monomers of a modified enkephalin, attached via a hydrazine bridge, and with the amino acids assembled in a palindromic sequence."( Characterization and analysis of biphalin: an opioid peptide with a palindromic sequence.
Hettiarachchi, K; Obi, CR; Olson, L; Ridge, S; Singh, D; Thomas, DW, 2001
)
1.31
"Biphalin is a dimeric opioid peptide, composed of two tetrapeptides connected 'tail-to-tail', that exhibits a high affinity for all three opioid receptor types (i.e. "( Crystal structure of biphalin sulfate: a multireceptor opioid peptide.
Deschamps, JR; Flippen-Anderson, JL; George, C; Hruby, VJ; Lipkowski, AW; Misicka, A, 2002
)
2.08

Effects

Biphalin is a highly potent analgesic, as potent as or more than ethorphine. Biphalin has also been shown to cross both the blood-brain and blood-cerebrospinal fluid barriers.

ExcerptReferenceRelevance
"Biphalin has excellent binding affinity for μ and δ receptors and it is a highly potent analgesic, as potent as or more than ethorphine."( Structure-activity relationships of biphalin analogs and their biological evaluation on opioid receptors.
Cacciatore, I; Costante, R; Feliciani, F; Lucente, G; Mollica, A; Pinnen, F; Stefanucci, A, 2013
)
1.39
"Biphalin has also been shown to cross both the blood-brain and blood-cerebrospinal fluid barriers."( Brain and spinal cord distribution of biphalin: correlation with opioid receptor density and mechanism of CNS entry.
Abbruscato, TJ; Davis, TP; Hruby, VJ; Thomas, SA, 1997
)
1.29

Actions

Biphalin did not cause any toxic effect on HCECs at concentrations lower than 100μM. Biphalin displays a strong affinity for μ and δ-opioid receptors, and a significant to κ-receptor.

ExcerptReferenceRelevance
"Biphalin did not cause any toxic effect on HCECs at concentrations lower than 100μM at various incubation time points. "( The opioid peptide biphalin modulates human corneal epithelial wound healing in vitro.
Gedar Totuk, OM; Kabadayi, K; Mollica, A; Sahin, A; Yildiz, E, 2021
)
2.39
"Biphalin displays a strong affinity for μ and δ-opioid receptors, and a significant to κ-receptor."( Biphalin analogs containing β(3)-homo-amino acids at the 4,4' positions: Synthesis and opioid activity profiles.
Frączak, O; Kosson, P; Lasota, A; Leśniak, A; Lipkowski, AW; Muchowska, A; Olma, A, 2015
)
2.58
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Substance-P receptorRattus norvegicus (Norway rat)Ki0.00140.00070.12981.0000AID1798027; AID1798029
Substance-P receptorHomo sapiens (human)Ki0.00140.00000.79368.7470AID1798027
Substance-P receptorCavia porcellus (domestic guinea pig)Ki0.00260.00130.69133.4000AID288852
Delta-type opioid receptorMus musculus (house mouse)IC50 (µMol)0.01040.00010.729810.0000AID258261; AID275396; AID749871
Mu-type opioid receptorRattus norvegicus (Norway rat)IC50 (µMol)0.00600.00010.887410.0000AID258263
Mu-type opioid receptorRattus norvegicus (Norway rat)Ki0.00160.00000.38458.6000AID1798026; AID1798027; AID1798028; AID1798029; AID288853; AID320354; AID391164; AID422077; AID452777; AID497530; AID592524; AID749873
Mu-type opioid receptorHomo sapiens (human)IC50 (µMol)0.00140.00010.813310.0000AID141766; AID258261
Mu-type opioid receptorHomo sapiens (human)Ki0.01200.00000.419710.0000AID1497783
Delta-type opioid receptorHomo sapiens (human)IC50 (µMol)0.00220.00020.75218.0140AID150084; AID258260; AID258262; AID275394
Delta-type opioid receptorHomo sapiens (human)Ki0.00270.00000.59789.9300AID1497784; AID1798026; AID1798028; AID1798029; AID288852; AID391163; AID422076; AID452776; AID497531; AID592523; AID749872
Kappa-type opioid receptorHomo sapiens (human)Ki0.27000.00000.362410.0000AID1497785
Mu-type opioid receptorCavia porcellus (domestic guinea pig)IC50 (µMol)0.00250.00020.660310.0000AID258262
Mu-type opioid receptorCavia porcellus (domestic guinea pig)Ki0.00140.00000.27869.0000AID749873
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Delta-type opioid receptorMus musculus (house mouse)EC50 (µMol)0.02150.00110.40144.8000AID1164344; AID1164347; AID320353; AID497533
Mu-type opioid receptorRattus norvegicus (Norway rat)EC50 (µMol)0.00900.00000.06470.9320AID1164347; AID749865
Mu-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00100.00000.32639.4000AID1379397
Delta-type opioid receptorHomo sapiens (human)EC50 (µMol)0.00120.00000.43328.3000AID1379398; AID261096; AID275394; AID288855; AID320353; AID320360; AID391169; AID422082; AID452780; AID497533; AID592532; AID749867
Mu-type opioid receptorCavia porcellus (domestic guinea pig)EC50 (µMol)0.00110.00000.04930.9320AID288855; AID320360
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (86)

Processvia Protein(s)Taxonomy
aggressive behaviorSubstance-P receptorHomo sapiens (human)
positive regulation of leukocyte migrationSubstance-P receptorHomo sapiens (human)
angiotensin-mediated drinking behaviorSubstance-P receptorHomo sapiens (human)
inflammatory responseSubstance-P receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwaySubstance-P receptorHomo sapiens (human)
positive regulation of cytosolic calcium ion concentrationSubstance-P receptorHomo sapiens (human)
tachykinin receptor signaling pathwaySubstance-P receptorHomo sapiens (human)
long-term memorySubstance-P receptorHomo sapiens (human)
associative learningSubstance-P receptorHomo sapiens (human)
detection of abiotic stimulusSubstance-P receptorHomo sapiens (human)
response to ozoneSubstance-P receptorHomo sapiens (human)
positive regulation of epithelial cell migrationSubstance-P receptorHomo sapiens (human)
response to auditory stimulusSubstance-P receptorHomo sapiens (human)
regulation of smooth muscle cell migrationSubstance-P receptorHomo sapiens (human)
positive regulation of synaptic transmission, cholinergicSubstance-P receptorHomo sapiens (human)
positive regulation of synaptic transmission, GABAergicSubstance-P receptorHomo sapiens (human)
response to estradiolSubstance-P receptorHomo sapiens (human)
response to progesteroneSubstance-P receptorHomo sapiens (human)
response to nicotineSubstance-P receptorHomo sapiens (human)
operant conditioningSubstance-P receptorHomo sapiens (human)
sperm ejaculationSubstance-P receptorHomo sapiens (human)
eating behaviorSubstance-P receptorHomo sapiens (human)
positive regulation of vascular permeabilitySubstance-P receptorHomo sapiens (human)
response to ethanolSubstance-P receptorHomo sapiens (human)
positive regulation of action potentialSubstance-P receptorHomo sapiens (human)
positive regulation of blood pressureSubstance-P receptorHomo sapiens (human)
positive regulation of ossificationSubstance-P receptorHomo sapiens (human)
positive regulation of vasoconstrictionSubstance-P receptorHomo sapiens (human)
positive regulation of hormone secretionSubstance-P receptorHomo sapiens (human)
behavioral response to painSubstance-P receptorHomo sapiens (human)
regulation of smooth muscle cell proliferationSubstance-P receptorHomo sapiens (human)
positive regulation of lymphocyte proliferationSubstance-P receptorHomo sapiens (human)
positive regulation of epithelial cell proliferationSubstance-P receptorHomo sapiens (human)
positive regulation of stress fiber assemblySubstance-P receptorHomo sapiens (human)
response to electrical stimulusSubstance-P receptorHomo sapiens (human)
smooth muscle contraction involved in micturitionSubstance-P receptorHomo sapiens (human)
positive regulation of uterine smooth muscle contractionSubstance-P receptorHomo sapiens (human)
positive regulation of flagellated sperm motilitySubstance-P receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMu-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
sensory perceptionMu-type opioid receptorHomo sapiens (human)
negative regulation of cell population proliferationMu-type opioid receptorHomo sapiens (human)
sensory perception of painMu-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
behavioral response to ethanolMu-type opioid receptorHomo sapiens (human)
positive regulation of neurogenesisMu-type opioid receptorHomo sapiens (human)
negative regulation of Wnt protein secretionMu-type opioid receptorHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeMu-type opioid receptorHomo sapiens (human)
calcium ion transmembrane transportMu-type opioid receptorHomo sapiens (human)
cellular response to morphineMu-type opioid receptorHomo sapiens (human)
regulation of cellular response to stressMu-type opioid receptorHomo sapiens (human)
regulation of NMDA receptor activityMu-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayMu-type opioid receptorHomo sapiens (human)
immune responseDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerDelta-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
adult locomotory behaviorDelta-type opioid receptorHomo sapiens (human)
negative regulation of gene expressionDelta-type opioid receptorHomo sapiens (human)
negative regulation of protein-containing complex assemblyDelta-type opioid receptorHomo sapiens (human)
positive regulation of CREB transcription factor activityDelta-type opioid receptorHomo sapiens (human)
positive regulation of peptidyl-serine phosphorylationDelta-type opioid receptorHomo sapiens (human)
response to nicotineDelta-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayDelta-type opioid receptorHomo sapiens (human)
eating behaviorDelta-type opioid receptorHomo sapiens (human)
regulation of mitochondrial membrane potentialDelta-type opioid receptorHomo sapiens (human)
regulation of calcium ion transportDelta-type opioid receptorHomo sapiens (human)
cellular response to growth factor stimulusDelta-type opioid receptorHomo sapiens (human)
cellular response to hypoxiaDelta-type opioid receptorHomo sapiens (human)
cellular response to toxic substanceDelta-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayDelta-type opioid receptorHomo sapiens (human)
immune responseKappa-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
chemical synaptic transmissionKappa-type opioid receptorHomo sapiens (human)
sensory perceptionKappa-type opioid receptorHomo sapiens (human)
locomotory behaviorKappa-type opioid receptorHomo sapiens (human)
sensory perception of painKappa-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting opioid receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
response to insulinKappa-type opioid receptorHomo sapiens (human)
positive regulation of dopamine secretionKappa-type opioid receptorHomo sapiens (human)
negative regulation of luteinizing hormone secretionKappa-type opioid receptorHomo sapiens (human)
response to nicotineKappa-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayKappa-type opioid receptorHomo sapiens (human)
maternal behaviorKappa-type opioid receptorHomo sapiens (human)
eating behaviorKappa-type opioid receptorHomo sapiens (human)
response to estrogenKappa-type opioid receptorHomo sapiens (human)
estrous cycleKappa-type opioid receptorHomo sapiens (human)
response to ethanolKappa-type opioid receptorHomo sapiens (human)
regulation of saliva secretionKappa-type opioid receptorHomo sapiens (human)
behavioral response to cocaineKappa-type opioid receptorHomo sapiens (human)
sensory perception of temperature stimulusKappa-type opioid receptorHomo sapiens (human)
defense response to virusKappa-type opioid receptorHomo sapiens (human)
cellular response to lipopolysaccharideKappa-type opioid receptorHomo sapiens (human)
cellular response to glucose stimulusKappa-type opioid receptorHomo sapiens (human)
positive regulation of p38MAPK cascadeKappa-type opioid receptorHomo sapiens (human)
positive regulation of potassium ion transmembrane transportKappa-type opioid receptorHomo sapiens (human)
response to acrylamideKappa-type opioid receptorHomo sapiens (human)
positive regulation of eating behaviorKappa-type opioid receptorHomo sapiens (human)
conditioned place preferenceKappa-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayKappa-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
tachykinin receptor activitySubstance-P receptorHomo sapiens (human)
protein bindingSubstance-P receptorHomo sapiens (human)
substance P receptor activitySubstance-P receptorHomo sapiens (human)
G-protein alpha-subunit bindingMu-type opioid receptorHomo sapiens (human)
G protein-coupled receptor activityMu-type opioid receptorHomo sapiens (human)
beta-endorphin receptor activityMu-type opioid receptorHomo sapiens (human)
voltage-gated calcium channel activityMu-type opioid receptorHomo sapiens (human)
protein bindingMu-type opioid receptorHomo sapiens (human)
morphine receptor activityMu-type opioid receptorHomo sapiens (human)
G-protein beta-subunit bindingMu-type opioid receptorHomo sapiens (human)
neuropeptide bindingMu-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor activityDelta-type opioid receptorHomo sapiens (human)
protein bindingDelta-type opioid receptorHomo sapiens (human)
receptor serine/threonine kinase bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled enkephalin receptor activityDelta-type opioid receptorHomo sapiens (human)
neuropeptide bindingDelta-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor activityKappa-type opioid receptorHomo sapiens (human)
protein bindingKappa-type opioid receptorHomo sapiens (human)
receptor serine/threonine kinase bindingKappa-type opioid receptorHomo sapiens (human)
dynorphin receptor activityKappa-type opioid receptorHomo sapiens (human)
neuropeptide bindingKappa-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (28)

Processvia Protein(s)Taxonomy
plasma membraneSubstance-P receptorHomo sapiens (human)
cell surfaceSubstance-P receptorHomo sapiens (human)
dendriteSubstance-P receptorHomo sapiens (human)
sperm flagellumSubstance-P receptorHomo sapiens (human)
cell bodySubstance-P receptorHomo sapiens (human)
sperm headSubstance-P receptorHomo sapiens (human)
sperm midpieceSubstance-P receptorHomo sapiens (human)
plasma membraneSubstance-P receptorHomo sapiens (human)
sperm midpieceSubstance-P receptorHomo sapiens (human)
endosomeMu-type opioid receptorHomo sapiens (human)
endoplasmic reticulumMu-type opioid receptorHomo sapiens (human)
Golgi apparatusMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
axonMu-type opioid receptorHomo sapiens (human)
dendriteMu-type opioid receptorHomo sapiens (human)
perikaryonMu-type opioid receptorHomo sapiens (human)
synapseMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
neuron projectionMu-type opioid receptorHomo sapiens (human)
plasma membraneDelta-type opioid receptorHomo sapiens (human)
synaptic vesicle membraneDelta-type opioid receptorHomo sapiens (human)
dendrite membraneDelta-type opioid receptorHomo sapiens (human)
presynaptic membraneDelta-type opioid receptorHomo sapiens (human)
axon terminusDelta-type opioid receptorHomo sapiens (human)
spine apparatusDelta-type opioid receptorHomo sapiens (human)
postsynaptic density membraneDelta-type opioid receptorHomo sapiens (human)
neuronal dense core vesicleDelta-type opioid receptorHomo sapiens (human)
plasma membraneDelta-type opioid receptorHomo sapiens (human)
neuron projectionDelta-type opioid receptorHomo sapiens (human)
nucleoplasmKappa-type opioid receptorHomo sapiens (human)
mitochondrionKappa-type opioid receptorHomo sapiens (human)
cytosolKappa-type opioid receptorHomo sapiens (human)
plasma membraneKappa-type opioid receptorHomo sapiens (human)
membraneKappa-type opioid receptorHomo sapiens (human)
sarcoplasmic reticulumKappa-type opioid receptorHomo sapiens (human)
T-tubuleKappa-type opioid receptorHomo sapiens (human)
dendriteKappa-type opioid receptorHomo sapiens (human)
synaptic vesicle membraneKappa-type opioid receptorHomo sapiens (human)
presynaptic membraneKappa-type opioid receptorHomo sapiens (human)
perikaryonKappa-type opioid receptorHomo sapiens (human)
axon terminusKappa-type opioid receptorHomo sapiens (human)
postsynaptic membraneKappa-type opioid receptorHomo sapiens (human)
plasma membraneKappa-type opioid receptorHomo sapiens (human)
neuron projectionKappa-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (119)

Assay IDTitleYearJournalArticle
AID729093Antinociceptive activity in CD1 mouse assessed as tail withdrawal latency at 3000 nmol, iv measured after 15 to 60 mins by tail flick test relative to vehicle-treated control2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID391174Agonist activity at mu opioid receptor in Hartley guinea pig ileum longitudinal muscle with myenteric plexus assessed as inhibition of electrically-stimulated muscle contraction2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID749873Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 cell membranes2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID241678In vitro inhibition of [3H]DAMGO binding to Opioid receptor mu2005Bioorganic & medicinal chemistry letters, May-16, Volume: 15, Issue:10
Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
AID1497783Binding affinity to MOR (unknown origin)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Cyclic biphalin analogues with a novel linker lead to potent agonist activities at mu, delta, and kappa opioid receptors.
AID452781Agonist activity at human delta opioid receptor expressed in HN9.10 cells assessed as stimulation of [35S]GTPgammaS binding relative to untreated basal control2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID391164Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 cell membrane by liquid scintillation counting2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1497784Binding affinity to DOR (unknown origin)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Cyclic biphalin analogues with a novel linker lead to potent agonist activities at mu, delta, and kappa opioid receptors.
AID261096Inhibition of [35S]GTP-gamma-S binding to human delta opioid receptor expressed in CHO cells2006Journal of medicinal chemistry, Mar-09, Volume: 49, Issue:5
Design and synthesis of novel hydrazide-linked bifunctional peptides as delta/mu opioid receptor agonists and CCK-1/CCK-2 receptor antagonists.
AID1379396Half life in human plasma at 100 ug/ml by HPLC method2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID258264Activity at delta opioid receptor in mouse vas deferens2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID592532Agonist activity at human opioid delta receptor expressed in mouse HN9.10 cells assessed as [35S]GTPgammaS binding2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID729094Antinociceptive activity in CD1 mouse assessed as paw licking and jumping latency at 3000 nmol, iv measured after 15 to 60 mins by hot plate test relative to vehicle-treated control2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID422077Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 cell membrane2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1497785Binding affinity to KOR (unknown origin)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Cyclic biphalin analogues with a novel linker lead to potent agonist activities at mu, delta, and kappa opioid receptors.
AID422082Agonist activity at human delta opioid receptor expressed in mouse HN9.10 cell membrane by [35S]GTPgamma binding assay2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID150084In vitro binding affinity towards Opioid receptor delta 1 was determined using [3H]-DAMGO or [3H]CTOP1999Bioorganic & medicinal chemistry letters, Sep-20, Volume: 9, Issue:18
Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin.
AID275394Activity at human delta opioid receptor expressed in CHO cells by [35S]GTP-gamma-S binding assay2007Journal of medicinal chemistry, Jan-11, Volume: 50, Issue:1
Partial retro-inverso, retro, and inverso modifications of hydrazide linked bifunctional peptides for opioid and cholecystokinin (CCK) receptors.
AID729101Displacement of [3H]Deltorphin from DOR in Sprague-Dawley rat brain membrane after 180 mins by scintillation counting analysis2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID592524Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 cells2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID288860Agonist activity at mu opioid receptor in Hartley guinea pig ileum assessed as inhibition of electrically-stimulated muscle contraction2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID729099Inhibition of DOR in ICR mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction after 3 mins2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID1379389Agonist activity at heteromeric G-protein in Wistar rat whole brain membranes after 30 mins by [35S]GTPgammaS binding assay2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID261098Agonist activity at delta opioid receptor by inhibition of muscle contraction in electrically stimulated isolated mouse vas deferens2006Journal of medicinal chemistry, Mar-09, Volume: 49, Issue:5
Design and synthesis of novel hydrazide-linked bifunctional peptides as delta/mu opioid receptor agonists and CCK-1/CCK-2 receptor antagonists.
AID1604708Antinociceptive activity in CD1 mouse assessed as reduction in thermal nociception at 1.5 umol/kg, iv dosed 15 mins before test and measured after 15 to 120 mins post compound dose by hot plate test2020Journal of medicinal chemistry, 03-12, Volume: 63, Issue:5
Potent, Efficacious, and Stable Cyclic Opioid Peptides with Long Lasting Antinociceptive Effect after Peripheral Administration.
AID288855Agonist activity at human delta opioid receptor expressed in HN9.10 cells assessed by [35S]GTP-gamma-S binding assay2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID749876Inhibition of mu opioid receptor in guinea pig ileum/longitudinal muscle with myenteric plexus assessed as inhibition of electrically-stimulated muscle contraction2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID1164349Agonist activity at rat kappa opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID1379398Binding affinity to DOR (unknown origin)2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID258265Activity at mu opioid receptor in longitudinal muscle myenteric plexus from guinea pig ileum2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID391169Agonist activity at human delta opioid receptor expressed in mouse HN9.10 cells by [35S]GTPgammaS binding assay2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID749864Agonist activity at rat mu opioid receptor expressed in CHO cells by [35S]GTP-gamma-S binding assay relative to control2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID391170Agonist activity at human delta opioid receptor expressed in mouse HN9.10 cells by [35S]GTPgammaS binding assay relative to control2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID288852Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 cells2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID1164347Agonist activity at rat mu opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID422147Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID320363Agonist activity at mu opioid receptor in Hartley guinea pig ileum assessed as inhibition of electrically-stimulated muscle contraction2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID452780Agonist activity at human delta opioid receptor expressed in HN9.10 cells assessed as stimulation of [35S]GTPgammaS binding2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID592525Selectivity ratio of Ki for rat mu opioid receptor to Ki for human delta opioid receptor2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID422078Selectivity ratio, Ki for rat mu opioid receptor to Ki for human delta opioid receptor2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID422076Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN9.10 cell membrane2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1379388Selectivity ratio of Ki for displacement of [3H]lleDelt2 from DOR in Wistar rat whole brain membranes to displacement of [3H]DAMGO from MOR in Wistar rat whole brain membranes2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID241045In vitro agonist activity against Opioid receptor delta in mouse vas deferens2005Bioorganic & medicinal chemistry letters, May-16, Volume: 15, Issue:10
Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
AID241774In vitro inhibition of [3H]DPDPE binding to Opioid receptor delta2005Bioorganic & medicinal chemistry letters, May-16, Volume: 15, Issue:10
Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
AID391173Agonist activity at delta opioid receptor in ICR mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1164345Agonist activity at mouse delta opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay relative to untreated control2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID729095Antinociceptive activity in CD1 mouse assessed as paw licking and jumping latency at 0.6 nmol, icv measured after 30 to 45 mins by hot plate test relative to vehicle-treated control2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID320362Agonist activity at delta opioid receptor in ICR mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID320360Agonist activity at human delta opioid receptor by [35S]GTP-gamma-S binding assay2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID592533Agonist activity at human opioid delta receptor expressed in mouse HN9.10 cells assessed as [35S]GTPgammaS binding relative to control2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID320354Displacement of [3H]DAMGO from rat mu opioid receptor expressed in mouse HN9.10 cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1604711Antinociceptive activity in CD1 mouse assessed as reduction in nociception response during early phase at 0.15 umol,sc dosed 15 mins before test by formalin test2020Journal of medicinal chemistry, 03-12, Volume: 63, Issue:5
Potent, Efficacious, and Stable Cyclic Opioid Peptides with Long Lasting Antinociceptive Effect after Peripheral Administration.
AID1379387Displacement of [3H]lleDelt2 from DOR in Wistar rat whole brain membranes after 45 mins by liquid scintillation counting method2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID1633379Analgesic activity in CD1 mouse at 1.5 nmol, iv measured after 45 mins by hot plate test relative to control2019ACS medicinal chemistry letters, Apr-11, Volume: 10, Issue:4
Novel Cyclic Biphalin Analogues by Ruthenium-Catalyzed Ring Closing Metathesis:
AID1164355Antinociceptive activity in CD1 mouse assessed as reduction in thermal nociception by at 0.1 nmol, icv measured 15 mins post dose by hot plate test2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID1379397Binding affinity to MOR (unknown origin)2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID1164344Agonist activity at mouse delta opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID422083Agonist activity at human delta opioid receptor expressed in mouse HN9.10 cell membrane by [35S]GTPgamma binding assay relative to basal level2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID749867Agonist activity at human delta opioid receptor expressed in CHO cells by [35S]GTP-gamma-S binding assay2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID749872Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN9.10 cell membranes2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID1164343Displacement of [3H]U69593 from kappa opioid receptor in Wistar rat brain membranes by liquid scintillation counting based competition binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID258262Agonistic efficacy at human delta opioid receptor by [35S]GTP-gammaS binding assay2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID138328Concentration of compound required for evaluating efficacy in mouse vas deferens (MVD)1999Bioorganic & medicinal chemistry letters, Sep-20, Volume: 9, Issue:18
Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin.
AID497532Agonist activity at human opioid delta receptor expressed in mouse HN9.10 cells assessed as [35S]GTPgammaS binding relative to control2010Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15
Biological and conformational evaluation of bifunctional compounds for opioid receptor agonists and neurokinin 1 receptor antagonists possessing two penicillamines.
AID452785Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-stimulated contraction2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID391163Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN9.10 cell membrane by liquid scintillation counting2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID422149Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibition of electrically-stimulated muscle contraction2009Journal of medicinal chemistry, Aug-27, Volume: 52, Issue:16
Improving metabolic stability by glycosylation: bifunctional peptide derivatives that are opioid receptor agonists and neurokinin 1 receptor antagonists.
AID729097Inhibition of MOR in Hartley guinea pig ileum longitudinal muscle myenteric plexus assessed as inhibition of electrically-stimulated muscle contraction after 3 mins2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID592530Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibition of electrically-stimulated muscle contraction2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID275397Activity at mu opioid receptor assessed as contraction of electrically-stimulated Hartley guinea pig ileum2007Journal of medicinal chemistry, Jan-11, Volume: 50, Issue:1
Partial retro-inverso, retro, and inverso modifications of hydrazide linked bifunctional peptides for opioid and cholecystokinin (CCK) receptors.
AID288861Ratio of IC50 for mu opioid receptor in GPI assay to IC50 for delta opioid receptor in MVD assay2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID320358Ratio of Ki for human delta opioid receptor over Ki for rat mu opioid receptor2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID141766In vitro binding affinity towards mu opioid receptors was determined using [3H][p-Cl-Phe]- 4] DPDPE or [3H]deltorphin II1999Bioorganic & medicinal chemistry letters, Sep-20, Volume: 9, Issue:18
Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin.
AID258263Agonistic efficacy at rat mu opioid receptor by [35S]GTPgammaS binding assay2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID1164348Agonist activity at rat kappa opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay relative to untreated control2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID261099Agonist activity at mu opioid receptor by inhibition of muscle contraction in electrically stimulated isolated guinea pig ileum2006Journal of medicinal chemistry, Mar-09, Volume: 49, Issue:5
Design and synthesis of novel hydrazide-linked bifunctional peptides as delta/mu opioid receptor agonists and CCK-1/CCK-2 receptor antagonists.
AID749871Inhibition of delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID729098Selectivity ratio of Ki for MOR in Sprague-Dawley rat brain membrane to Ki for DOR in Sprague-Dawley rat brain membrane2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID729091Antinociceptive activity in CD1 mouse assessed as paw licking and jumping latency at 0.6 nmol, icv measured after 15 to 30 mins by hot plate test2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID264439Agonist activity at delta opioid receptor assessed as inhibition of electrically stimulated ICR mouse vas deferens contraction2006Journal of medicinal chemistry, May-18, Volume: 49, Issue:10
Structure-activity relationships of bifunctional peptides based on overlapping pharmacophores at opioid and cholecystokinin receptors.
AID452776Displacement of [3H]DPDPE from human delta opioid receptor expressed in HN9.10 cells2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID729090Antinociceptive activity in CD1 mouse assessed as tail withdrawal latency at 0.6 nmol, icv measured after 15 to 30 mins by tail flick test2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID1379386Displacement of [3H]DAMGO from MOR in Wistar rat whole brain membranes after 45 mins by liquid scintillation counting method2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID749865Agonist activity at rat mu opioid receptor expressed in CHO cells by [35S]GTP-gamma-S binding assay2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID497533Agonist activity at human opioid delta receptor expressed in mouse HN9.10 cells assessed as [35S]GTPgammaS binding2010Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15
Biological and conformational evaluation of bifunctional compounds for opioid receptor agonists and neurokinin 1 receptor antagonists possessing two penicillamines.
AID497531Displacement of [3H]DPDPE from human delta opioid receptor2010Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15
Biological and conformational evaluation of bifunctional compounds for opioid receptor agonists and neurokinin 1 receptor antagonists possessing two penicillamines.
AID1633378Analgesic activity in CD1 mouse at 0.15 nmol, icv measured after 60 mins by hot plate test relative to control2019ACS medicinal chemistry letters, Apr-11, Volume: 10, Issue:4
Novel Cyclic Biphalin Analogues by Ruthenium-Catalyzed Ring Closing Metathesis:
AID749866Agonist activity at human delta opioid receptor expressed in CHO cells by [35S]GTP-gamma-S binding assay relative to control2013Bioorganic & medicinal chemistry letters, Jun-01, Volume: 23, Issue:11
Effect of anchoring 4-anilidopiperidines to opioid peptides.
AID320353Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN9.10 cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID729096Ratio of IC50 for MOR in Hartley guinea pig ileum longitudinal muscle myenteric plexus to IC50 for DOR in ICR mouse vas deferens2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID288865Agonist activity at human delta opioid receptor expressed in HN9.10 cells assessed by [35S]GTP-gamma-S binding assay relative to control2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID288853Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID497530Displacement of [3H]DPDPE from rat mu opioid receptor2010Journal of medicinal chemistry, Aug-12, Volume: 53, Issue:15
Biological and conformational evaluation of bifunctional compounds for opioid receptor agonists and neurokinin 1 receptor antagonists possessing two penicillamines.
AID1164341Displacement of [3H]Ile5,6deltorphin II from delta opioid receptor in Wistar rat brain membranes by liquid scintillation counting based competition binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID1164346Agonist activity at rat mu opioid receptor expressed in CHO cells by [35S]GTPgammaS binding assay relative to untreated control2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID275396Activity at delta opioid receptor in ICR mouse by MVD assay2007Journal of medicinal chemistry, Jan-11, Volume: 50, Issue:1
Partial retro-inverso, retro, and inverso modifications of hydrazide linked bifunctional peptides for opioid and cholecystokinin (CCK) receptors.
AID1164350Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-induced smooth muscle contraction2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID1164356Antinociceptive activity in CD1 mouse assessed as reduction in thermal nociception by measuring tail-flick latency at 0.1 nmol, icv measured 15 mins post dose by tail-flick assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID78835Concentration of compound required for evaluating efficacy in guinea pig ileum (GPI)1999Bioorganic & medicinal chemistry letters, Sep-20, Volume: 9, Issue:18
Biological activity of fragments and analogues of the potent dimeric opioid peptide, biphalin.
AID258260Displacement of [3H]DPDPE from delta opioid receptor2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID729100Displacement of [3H]DAMGO from MOR in Sprague-Dawley rat brain membrane after 180 mins by scintillation counting analysis2013Journal of medicinal chemistry, Apr-25, Volume: 56, Issue:8
Biological active analogues of the opioid peptide biphalin: mixed α/β(3)-peptides.
AID1164342Displacement of [3H]DAMGO from mu opioid receptor in Wistar rat brain membranes by liquid scintillation counting based competition binding assay2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID1379395Analgesic activity in formalin-induced nociception Harlan CD-1 mouse model assessed as reduction in time spent in licking or biting formalin injected hind paw during inflammatory phase at 0.1 nmol, sc pretreated for 15 mins followed by formalin induction 2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID288859Agonist activity at delta opioid receptor in ICR mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID264440Agonist activity at mu opioid receptor assessed as inhibition of electrically stimulated Hartley guinea pig ileum contraction2006Journal of medicinal chemistry, May-18, Volume: 49, Issue:10
Structure-activity relationships of bifunctional peptides based on overlapping pharmacophores at opioid and cholecystokinin receptors.
AID391165Ratio of Ki for rat mu opioid receptor to Ki for human delta opioid receptor2008Journal of medicinal chemistry, Oct-23, Volume: 51, Issue:20
The importance of micelle-bound states for the bioactivities of bifunctional peptide derivatives for delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID258261Displacement of [3H]DAMGO from mu opioid receptor2006Bioorganic & medicinal chemistry letters, Jan-15, Volume: 16, Issue:2
Synthesis and biological activity of the first cyclic biphalin analogues.
AID592523Displacement of [3H]DPDPE from human delta opioid receptor expressed in mouse HN9.10 cells2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID241971In vitro agonist activity against Opioid receptor mu in guinea pig ileum/longitudinal muscle myenteric plexus2005Bioorganic & medicinal chemistry letters, May-16, Volume: 15, Issue:10
Synthesis and biological evaluation of new biphalin analogues with non-hydrazine linkers.
AID592529Agonist activity at delta opioid receptor in mouse vas deferens assessed as inhibition of electrically-stimulated muscle contraction2011Journal of medicinal chemistry, Apr-14, Volume: 54, Issue:7
Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.
AID1604712Antinociceptive activity in CD1 mouse assessed as reduction in nociception response during late phase at 0.15 umol,sc dosed 15 mins before test by formalin test2020Journal of medicinal chemistry, 03-12, Volume: 63, Issue:5
Potent, Efficacious, and Stable Cyclic Opioid Peptides with Long Lasting Antinociceptive Effect after Peripheral Administration.
AID1164352Agonist activity at mu opioid receptor in Hartley guinea pig ileum longitudinal muscle myenteric plexus assessed as inhibition of electrically-induced smooth muscle contraction2014ACS medicinal chemistry letters, Sep-11, Volume: 5, Issue:9
Novel cyclic biphalin analogue with improved antinociceptive properties.
AID452777Displacement of [3H]DAMGO from rat mu opioid receptor expressed in HN9.10 cells2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID1379394Analgesic activity in formalin-induced nociception Harlan CD-1 mouse model assessed as reduction in time spent in licking or biting formalin injected hind paw during neurogenic phase at 0.1 nmol, sc pretreated for 15 mins followed by formalin induction me2017ACS medicinal chemistry letters, Aug-10, Volume: 8, Issue:8
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile.
AID452784Agonist activity at mu opioid receptor in guinea pig ileum assessed as inhibition of electrically-stimulated contraction2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
The biological activity and metabolic stability of peptidic bifunctional compounds that are opioid receptor agonists and neurokinin-1 receptor antagonists with a cystine moiety.
AID1798027Radioligand Labeled Binding Assay from Article 10.1021/jm070332f: \\A Structure-Activity Relationship Study and Combinatorial Synthetic Approach of C-Terminal Modified Bifunctional Peptides That Are delta/mu Opioid Receptor Agonists and Neurokinin 1 Recep2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1798028Radioligand Labeled Binding Assay and [35S]GTP-gamma-S Binding Assay from Article 10.1021/jm061369n: \\Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 re2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
AID1798026Radioligand Labeled Binding Assay and [35S]GTP-gamma-S Binding Assay from Article 10.1021/jm070332f: \\A Structure-Activity Relationship Study and Combinatorial Synthetic Approach of C-Terminal Modified Bifunctional Peptides That Are delta/mu Opioid Recept2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.
AID1798029Radioligand Labeled Binding Assay from Article 10.1021/jm061369n: \\Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.\\2007Journal of medicinal chemistry, Jun-14, Volume: 50, Issue:12
Design, synthesis, and biological evaluation of novel bifunctional C-terminal-modified peptides for delta/mu opioid receptor agonists and neurokinin-1 receptor antagonists.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (79)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (1.27)18.7374
1990's15 (18.99)18.2507
2000's23 (29.11)29.6817
2010's32 (40.51)24.3611
2020's8 (10.13)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.65

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index20.65 (24.57)
Research Supply Index4.44 (2.92)
Research Growth Index5.79 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.65)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (5.95%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other79 (94.05%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]