Page last updated: 2024-11-07

kyotorphin

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Description

kyotorphin: morphine-like dipeptide from bovine brain; RN given refers to (L-Arg-L-Tyr)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Tyr-Arg : A dipeptide composed of L-tyrosine and L-arginine joined by a peptide linkage. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID123804
CHEMBL ID273521
CHEBI ID17537
SCHEMBL ID28292
MeSH IDM0071920

Synonyms (35)

Synonym
l-araginine, l-tyrosyl-
l-arginine, n2-l-tyrosyl-
arginine, n2-tyrosyl-
kiotorphin
tyr-arg
CHEBI:17537 ,
n(2)-l-tyrosyl-l-arginine
l-tyrosyl-l-arginine
kyotorphin
C02993
70904-56-2
NCGC00163207-01
CHEMBL273521
(2s)-2-[[(2s)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
l-arginine, l-tyrosyl-
unii-02n30cw3x0
02n30cw3x0 ,
SCHEMBL28292
dipeptide-1 [inci]
dipeptide-1
DTXSID40221136
tyr-arg-oh
JXNRXNCCROJZFB-RYUDHWBXSA-N
h-tyr-arg-oh
kyotorphin (h-l-tyr-l-arg-oh)
mfcd00076700
AKOS028112579
Q408314
(s)-2-((s)-2-amino-3-(4-hydroxyphenyl)propanamido)-5-guanidinopentanoic acid
tyr-arg;l-tyrosyl-l-arginine;kiotorphin
kyotorphin acetate salt
MS-25121
(s)-2-((s)-2-amino-3-(4-hydroxyphenyl)propanamido)-5-guanidinopentanoicacid
HY-122381
CS-0084939

Research Excerpts

Overview

Kyotorphin is a dipeptidic neuropeptide (tyrosine-arginine) that has specific receptor coupled to G(i) and phospholipase C and elicits Met-enkephalin release. D-kyotmorphin (D-Kyo) is a synthetic analogue of kyotorph in and produces naloxone reversible analgesia.

ExcerptReferenceRelevance
"Kyotorphin (KTP) is an endogenous peptide with analgesic properties when administered into the central nervous system (CNS). "( Endothelium-Mediated Action of Analogues of the Endogenous Neuropeptide Kyotorphin (Tyrosil-Arginine): Mechanistic Insights from Permeation and Effects on Microcirculation.
Bardaji, E; Castanho, MA; Conceição, K; Heras, M; Lima, C; Lopes-Ferreira, M; Perazzo, J; Pinto, A; Sá Santos, S; Serrano, I; Tavares, I, 2016
)
2.11
"D-kyotorphin (D-Kyo) is a synthetic analogue of the neuropeptide kyotorphin and produces naloxone reversible analgesia. "( Effects of D-kyotorphin on nociception and NADPH-d neurons in rat's periaqueductal gray after immobilization stress.
Bocheva, AI; Bozhilova-Pastirova, AA; Dzambazova, EB; Landzhov, BV, 2011
)
1.46
"Kyotorphin (KTP) is an endogenous analgesic dipeptide which does not act on opiate receptors but may induce the release of endogenous opioid met-enkephalin. "( [The permissive action of glucocorticoid on the analgesic effect of kyotorphin and its analogue].
Peng, SQ; Qiu, XC; Wang, C; Zhu, Y, 1993
)
1.96
"Kyotorphin is a dipeptidic neuropeptide (tyrosine-arginine) that has specific receptor coupled to G(i) and phospholipase C and elicits Met-enkephalin release. "( In vivo signal transduction of nociceptive response by kyotorphin (tyrosine-arginine) through Galpha(i)- and inositol trisphosphate-mediated Ca(2+) influx.
Inoue, M; Ueda, H, 2000
)
2
"Kyotorphin is an analgesic neuropeptide isolated from the bovine brain in 1979. "( [Kyotorphin like substance in human cerebrospinal fluid of patients with persistent pain].
Hazato, T; Kaya, K; Nishimura, K; Satoh, M; Takagi, H; Ueda, H, 1991
)
2.63
"Kyotorphin (Tyr-Arg) is a unique neuropeptide which produces analgesia by releasing Met-enkephalin from slices of the brain and spinal cord. "( Kyotorphin (tyrosine-arginine) synthetase in rat brain synaptosomes.
Fukushima, N; Nakamura, A; Shiomi, H; Takagi, H; Ueda, H; Yoshihara, Y, 1987
)
3.16

Dosage Studied

ExcerptRelevanceReference
" Moreover, dose-response analyses showed that the ED50 of L-KTP in Pept2-deficient animals was one-fifth of the value observed in Pept2-competent animals (4 vs."( Enhanced antinociceptive response to intracerebroventricular kyotorphin in Pept2 null mice.
Hu, Y; Jiang, H; Keep, RF; Smith, DE, 2009
)
0.59
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
dipeptideAny molecule that contains two amino-acid residues connected by peptide linkages.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID127588Analgesic activity (12.5 ug icv) tested after 30min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID127598Analgesic activity (25 ug icv) tested after 5min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID1291145Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 60 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID1291144Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 30 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID1291149Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 180 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID1291146Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 90 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID127599Analgesic activity (25 ug icv) tested after 60min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID185155Compound was evaluated for brain targeted delivery system by Tail flick latency as an index of spinal cord mediated analgesia in rats1998Journal of medicinal chemistry, Sep-24, Volume: 41, Issue:20
Strategies to target kyotorphin analogues to the brain.
AID1291148Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 150 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID678975TP_TRANSPORTER: uptake (electrogenesis) in Xenopus laevis oocytes2000Biochemical and biophysical research communications, Sep-24, Volume: 276, Issue:2
Cloning and characterization of the gene encoding the mouse peptide transporter PEPT2.
AID127590Analgesic activity (12.5 ug icv) tested after 60min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID1291147Analgesic activity in ICR mouse assessed as pain threshold at 1 umol/kg administered through oral gavage after 120 mins by tail flick method2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
AID127589Analgesic activity (12.5 ug icv) tested after 5min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID127597Analgesic activity (25 ug icv) tested after 30min, in mice tail-flick test1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Analgesic dipeptide derivatives. 4. Linear and cyclic analogues of the analgesic compounds arginyl-2-[(o-nitrophenyl)sulfenyl]tryptophan and lysyl-2-[(o-nitrophenyl)sulfenyl]tryptophan.
AID1291130Antiinflammatory activity in ICR mouse assessed as inhibition of xylene-induced ear edema at 0.1 umol/kg, po administered 30 mins prior to xylene challenge measured after 2hrs2016Bioorganic & medicinal chemistry letters, Apr-15, Volume: 26, Issue:8
Anti-inflammatory, analgesic and antioxidant activities of novel kyotorphin-nitroxide hybrid molecules.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (147)

TimeframeStudies, This Drug (%)All Drugs %
pre-199053 (36.05)18.7374
1990's43 (29.25)18.2507
2000's27 (18.37)29.6817
2010's20 (13.61)24.3611
2020's4 (2.72)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.07

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 Index25.07 (24.57)
Research Supply Index5.13 (2.92)
Research Growth Index4.41 (4.65)
Search Engine Demand Index31.58 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (25.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews9 (5.36%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other159 (94.64%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]