Page last updated: 2024-11-10

fmrfamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

FMRFamide: A molluscan neuroactive peptide which induces a fast excitatory depolarizing response due to direct activation of amiloride-sensitive SODIUM CHANNELS. (From Nature 1995; 378(6558): 730-3) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10100083
CHEMBL ID262202
MeSH IDM0029442

Synonyms (19)

Synonym
bdbm50034115
1n-[1-carbamoyl-2-phenyl-(1s)-ethyl]-5-amino(imino)methylamino-2-[1-[1-amino-2-phenyl-(1s)-ethylcarboxamido]-3-methylsulfanyl-(1s)-propylcarboxamido]-(2s)-pentanamide
fmrfamide
64190-70-1
CHEMBL262202 ,
8953x1kzfl ,
l-phenylalaninamide, l-phenylalanyl-l-methionyl-l-arginyl-
unii-8953x1kzfl
fmrf amide
neuropeptide c (macrocallista nimbosa cardioexcitatory)
l-phenylalaninamide,l-phenylalanyl-l-methionyl-l-arginyl-
h-phe-met-arg-phe-nh2
152165-14-5
phenylalanylmethionylarginylphenylalaninamide
HY-P0249
phe-met-arg-phe, amide
Q5426656
(2s)-n-[(2s)-1-amino-1-oxo-3-phenylpropan-2-yl]-2-[[(2s)-2-[[(2s)-2-amino-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanamide
(s)-n-((s)-1-amino-1-oxo-3-phenylpropan-2-yl)-2-((s)-2-((s)-2-amino-3-phenylpropanamido)-4-(methylthio)butanamido)-5-guanidinopentanamide

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" To increase the bioavailability and penetration of blood brain barrier (BBB), glycosylated analogues, [O-Glu-Ser5]YFa and [O-Gal-Ser5]YFa, have been synthesized by solid phase peptide synthesis by building block method using anomeric acetate activation method."( Synthesis, conformational and pharmacological studies of glycosylated chimeric peptides of Met-enkephalin and FMRFa.
Ahsan, A; Hanif, K; Maiti, S; Masand, G; Pasha, S; Sen, S, 2006
)
0.33
" This increase in lipophilicity and helix-forming ability results in more bioavailability and naloxone-reversible analgesia by [p-Cl Phe(4)] YFa."( Chimeric peptide of met-enkephalin and FMRFa: effect of chlorination on conformation and analgesia.
Gupta, K; Gupta, S; Gupta, YK; Hanif, K; Maiti, S; Pasha, S, 2006
)
0.33
", Y-(D-Ala)-G-(p-Cl-Phe)-MKKKFMRFamide ([D-Ala(2), p-Cl-Phe(4)]YFa) in order to achieve improved bioavailability and blood brain barrier penetration."( Rationally designed chimeric peptide of met-enkephalin and FMRFa-[D-Ala2,p-Cl-Phe4]YFa induce multiple opioid receptors mediated antinociception and up-regulate their expression.
Chaudhary, S; Nath, M; Pasha, S; Sharma, A; Vats, ID, 2010
)
0.36

Dosage Studied

The shape of the dose-response curve for FMRFamide-induced elevation of heart-beat frequency, obtained in pharmacological experiments on the isolated whole heart, was similar to that for stimulation of inositol phosphate levels in homogenized heart tissue. Dose-response analysis showed that treatment with MTSET increased the potency of the F MRFamide in the FaNaC.

ExcerptRelevanceReference
" Dose-response curves for the actions of FMRFamide on secretory machinery and calcium current were constructed and demonstrated that secretory machinery can be modulated at concentrations of FMRFamide (less than or equal to 10(-7) M) that do not affect calcium current magnitude."( FMRFamide modulation of secretory machinery underlying presynaptic inhibition of synaptic transmission requires a pertussis toxin-sensitive G-protein.
Doyle, RT; Haydon, PG; Man-Son-Hing, H; Zoran, M, 1991
)
0.28
" As a first-step in addressing this issue we have examined the dose-response relationship for one aspect of the 5-HT modulation (enhancement of cAMP levels in isolated clusters of sensory neurons) and compared the effects of 5-HT with three potential neurotransmitters: tryptamine, FMRFamide (Phe-Met-Arg-Phe-NH2) and small cardioactive peptideB (SCPB)."( Membrane responses and changes in cAMP levels in Aplysia sensory neurons produced by serotonin, tryptamine, FMRFamide and small cardioactive peptideB (SCPB).
Byrne, JH; Ocorr, KA, 1985
)
0.27
" The log dose-response curves for the chronotropic action of either synthetic peptide on the heart of Lymnaea was very similar to that of FMRFamide."( The brain of Lymnaea contains a family of FMRFamide-like peptides.
Doble, KE; Ebberink, RH; Geraerts, WP; Greenberg, MJ; Price, DA; Riehm, JP; van Loenhout, H,
)
0.13
" The dose-response pattern of the peptide-induced inhibition is identical for the Na(+)-Ca2+ exchange and its partial reaction, the Ca(2+)-Ca2+ exchange."( Phe-Met-Arg-Phe-NH2 (FMRFa)-related peptides inhibit Na(+)-Ca2+ exchange in cardiac sarcolemma vesicles.
Greenberg, MJ; Khananshvili, D; Price, DC; Sarne, Y, 1993
)
0.29
"2 microM, SKPYMRFamide evokes parallel shift to right of ACh dose-response curves increasing the ED50 for ACh but without changing the Hill number."( Direct and modulatory effects of FMRFamide, SKPYMRFamide and acety1-SKPYMRFamide on LPa2, LPa3, and RPa3 identified neurons of Helix lucorum.
Pivovarov, AS; Walker, RJ, 1996
)
0.29
" The dose-response curves obtained with different transmitters all shifted downward after the activation of PKC, but the ED50 of each transmitter remained unchanged."( Functional uncoupling between the receptor and G-protein as the result of PKC activation, observed in Aplysia neurons.
Fujita, R; Kawasaki, S; Kimura, S; Matsumoto, M; Sasaki, K; Sato, M; Takashima, K, 1997
)
0.3
" Because the modulation of this current was not so marked, a dose-response study of this compound was not carried out."( Modulation by APGW-amide, an Achatina endogenous inhibitory tetrapeptide, of currents induced by neuroactive compounds on Achatina neurons: peptides.
Han, XY; Matsunami, K; Salunga, TL; Takeuchi, H; Zhang, W, 1997
)
0.3
" For agonist studies, full dose-response curves were generated and analyzed for potency and efficacy (maximal percent effect)."( The effect of FMRFamide analogs on [35S]GTP-gamma-S stimulation in squid optic lobes.
Heyliger, SO; Payza, K; Rothman, RB, 1998
)
0.3
" The seven active peptides showed similar dose-response curves."( Functional redundancy of FMRFamide-related peptides at the Drosophila larval neuromuscular junction.
Hewes, RS; Saitoe, M; Snowdeal, EC; Taghert, PH, 1998
)
0.3
" The shape of the dose-response curve for FMRFamide-induced elevation of heart-beat frequency, obtained in pharmacological experiments on the isolated whole heart, was similar to that for stimulation of inositol phosphate levels in homogenized heart tissue."( Inositol-1,4,5-trisphosphate and inositol-1,3,4,5-tetrakisphosphate are second messenger targets for cardioactive neuropeptides encoded on the FMRFamide gene.
Benjamin, PR; Willoughby, D; Yeoman, MS, 1999
)
0.3
" Mud snails, Ilyanassa obsoleta, were dosed with one of four neuropeptides: APGWamide, conopressin, LSSFVRIamide, or FMRFamide for seven or fourteen days."( The neuropeptide APGWamide induces imposex in the mud snail, Ilyanassa obsoleta.
McClellan-Green, P; Oberdörster, E, 2000
)
0.31
" FMRFamide and FLRFamide had similar dose-response curve patterns with thresholds at 10(-9) mol l(-1) but FLRFamide was more potent than FMRFamide."( Excitation evoked by FMRFamide and FLRFamide in the heart of Buccinum undatum and evidence for inositol 1,4,5-trisphosphate as an RF-tetrapeptide second messenger.
Ellis, AM; Huddart, H, 2000
)
0.31
" In addition, we find that the growth of NMJs is dependent on the dosage of Zfh1, suggesting it to be a downstream effector of the known NMJ size regulating pathways."( The transcription factor Zfh1 is involved in the regulation of neuropeptide expression and growth of larval neuromuscular junctions in Drosophila melanogaster.
Urban, J; Vogler, G, 2008
)
0.35
" Dose-response analysis showed that treatment with MTSET increased the potency of the FMRFamide in the FaNaC whereas treatment with MTSES reduced the maximum response."( Electrostatic charge at position 552 affects the activation and permeation of FMRFamide-gated Na+ channels.
Furukawa, Y; Kodani, Y, 2014
)
0.4
" Svp is normally downregulated immediately prior to target contact, and we found that maintaining Svp expression prevents cis-element activation, whereas reducing svp gene dosage prematurely activates cis-element activity."( Gene Regulatory Mechanisms Underlying the Spatial and Temporal Regulation of Target-Dependent Gene Expression in Drosophila Neurons.
Allan, DW; Berndt, AJ; Keatings, K; Lian, T; Ridyard, MS; Tang, JC, 2015
)
0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Neuropeptide FF receptor 2Homo sapiens (human)Ki0.00660.00000.05970.2500AID1740823
[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)
Neuropeptide FF receptor 2Homo sapiens (human)EC50 (µMol)0.51700.00270.19260.6120AID1740822
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
neuropeptide signaling pathwayNeuropeptide FF receptor 2Homo sapiens (human)
detection of abiotic stimulusNeuropeptide FF receptor 2Homo sapiens (human)
regulation of MAPK cascadeNeuropeptide FF receptor 2Homo sapiens (human)
cellular response to hormone stimulusNeuropeptide FF receptor 2Homo sapiens (human)
G protein-coupled receptor signaling pathwayNeuropeptide FF receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
G protein-coupled receptor activityNeuropeptide FF receptor 2Homo sapiens (human)
neuropeptide receptor activityNeuropeptide FF receptor 2Homo sapiens (human)
opioid receptor bindingNeuropeptide FF receptor 2Homo sapiens (human)
peptide bindingNeuropeptide FF receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
plasma membraneNeuropeptide FF receptor 2Homo sapiens (human)
actin cytoskeletonNeuropeptide FF receptor 2Homo sapiens (human)
plasma membraneNeuropeptide FF receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1740822Agonist activity at human NPFFR2 expressed in CHO cells assessed as inhibition of forskolin-induced intracellular cyclic cAMP accumulation2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Neuropeptide FF and Its Receptors: Therapeutic Applications and Ligand Development.
AID14660850% displacement of specifically bound [3H]NPY2 from rat brain membranes.1995Journal of medicinal chemistry, Mar-31, Volume: 38, Issue:7
Novel modified carboxy terminal fragments of neuropeptide Y with high affinity for Y2-type receptors and potent functional antagonism at a Y1-type receptor.
AID1740823Displacement of [125I]EYF from human NPFFR2 expressed in CHO cell membranes2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Neuropeptide FF and Its Receptors: Therapeutic Applications and Ligand Development.
AID1740827Binding affinity to NPFFR in rat spinal cord by competitive ligand binding assay2020Journal of medicinal chemistry, 11-12, Volume: 63, Issue:21
Neuropeptide FF and Its Receptors: Therapeutic Applications and Ligand Development.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,032)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990204 (19.77)18.7374
1990's435 (42.15)18.2507
2000's247 (23.93)29.6817
2010's120 (11.63)24.3611
2020's26 (2.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews61 (5.53%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other1,043 (94.47%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]