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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H23N5O4
Molecular Weight 337.3742
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of KYOTORPHIN

SMILES

N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI

InChIKey=JXNRXNCCROJZFB-RYUDHWBXSA-N
InChI=1S/C15H23N5O4/c16-11(8-9-3-5-10(21)6-4-9)13(22)20-12(14(23)24)2-1-7-19-15(17)18/h3-6,11-12,21H,1-2,7-8,16H2,(H,20,22)(H,23,24)(H4,17,18,19)/t11-,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H23N5O4
Molecular Weight 337.3742
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Membrane-induced conformational changes of kyotorphin revealed by molecular dynamics simulations.
2010-09-09
Moisture-induced solid state instabilities in alpha-chymotrypsin and their reduction through chemical glycosylation.
2010-08-09
Kyotorphin transport and metabolism in rat and mouse neonatal astrocytes.
2010-08-06
Eryngase: a Pleurotus eryngii aminopeptidase exhibiting peptide bond formation activity.
2010-08
The Analgesic Activity of Bestatin as a Potent APN Inhibitor.
2010
[Temperature and cardiotropic effects of kyotorphin and neokyotorphin in hibernating and nonhibernating animals].
2009-09-22
Enhanced antinociceptive response to intracerebroventricular kyotorphin in Pept2 null mice.
2009-06
[Functional arginine-containing amino acid sequences in peptides and proteins].
2008-06-05
Anchor side chains of short peptide fragments trigger ligand-exchange of class II MHC molecules.
2008-03-19
Stimulation of Na+/Cl--coupled opioid peptide transport system in SK-N-SH cells by L-kyotorphin, an endogenous substrate for H+-coupled peptide transporter PEPT2.
2008
Vascular effects, angiotensin I-converting enzyme (ACE)-inhibitory activity, and antihypertensive properties of peptides derived from egg white.
2007-12-26
The pH-dependent conformational states of kyotorphin: a constant-pH molecular dynamics study.
2007-03-15
Strategies for enhanced drug delivery to the central nervous system.
2007-02-20
Separation and determination of l-tyrosine and its metabolites by capillary zone electrophoresis with a wall-jet amperometric detection.
2006-12-15
Chiral recognition of D-kyotorphin by lipidic membranes: relevance toward improved analgesic efficiency.
2006-07
Conformational and orientational guidance of the analgesic dipeptide kyotorphin induced by lipidic membranes: putative correlation toward receptor docking.
2006-02-23
Kyotorphin suppresses proliferation and Ca2+ signaling in brown preadipocytes.
2006-02
Kyotorphin has a novel action on rat cardiac muscle.
2006-01-20
Contributions of electromigration and electroosmosis to peptide iontophoresis across intact and impaired skin.
2005-11-28
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.
2005-08
Characterization of rPEPT2-mediated Gly-Sar transport parameters in the rat kidney proximal tubule cell line SKPT-0193 cl.2 cultured in basic growth media.
2005-04-05
[A conformational study of kiotorphin and its biologically active analogue].
2005-03-12
A microtiter plate assay for the determination of the synthetic activity of protease.
2004-10-01
Effect of D-arginine on antinociception induced by kyotorphin, Tyr-cav, L-cav and Tyr(Cl2)-cav in rats.
2004-06
Morphofunctional changes in Mauthner neurons during exposure to the neuropeptide kyotorphin.
2004-05
Functional characterization of brain peptide transporter in rat cerebral cortex: identification of the high-affinity type H+/peptide transporter PEPT2.
2004-01-30
Effects of kyotorphin and analogues on nociception and pentylenetetrazole seizures.
2004
[Development of postresuscitation morphological changes of hippocampal and cerebellar neurons: common regularities and specific features].
2003-07-04
[Therapy of postresuscitation behavioral disorders with mexidol and kyotorphin].
2003-03-04
Involvement of nitric oxide in the nociception of kyotorphin, TYR-CAV and MIF-s analogues in the rat spinal cord.
2003-03
Safety of a new extensively hydrolysed formula in children with cow's milk protein allergy: a double blind crossover study.
2002-10-14
The spinal antinociceptive effect of kyotorphin in mice: involvement of the descending noradrenergic and serotonergic systems.
2002-08-30
Opioid peptides inhibit excitatory but not inhibitory synaptic transmission in the rat dorsal motor nucleus of the vagus.
2002-04-15
Blockade of the antinociceptive effect of spinally administered kyotorphin by naltrindole in mice.
2002-04-05
New insights in Adipokinetic Hormone (AKH) precursor processing in Locusta migratoria obtained by capillary liquid chromatography-tandem mass spectrometry.
2002-04
[Morpho-functional changes of Mauthner neurons after treatment with neuropeptide kyotorphin ].
2002
Functional and molecular characterization of a peptide transporter in the rat PC12 neuroendocrine cell line.
2001-11-23
Synthesis and analgesic effects of kyotorphin-steroid linkers.
2001-11
PEPT2-mediated uptake of neuropeptides in rat choroid plexus.
2001-06
Conjugation with L-Glutamate for in vivo brain drug delivery.
2001
[Effect of kyotorphin on the seizure activity induced by kainic acid during picrotoxin kindling in rats].
1998-06-05
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:02:02 GMT 2025
Edited
by admin
on Mon Mar 31 19:02:02 GMT 2025
Record UNII
02N30CW3X0
Record Status Validated (UNII)
Record Version
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Name Type Language
DIPEPTIDE-1
INCI  
INCI  
Preferred Name English
KYOTORPHIN
Common Name English
L-TYROSYL-L-ARGININE
Systematic Name English
TYR-ARG
Common Name English
Code System Code Type Description
CHEBI
58184
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
PUBCHEM
123804
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
CAS
70904-56-2
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
WIKIPEDIA
KYOTORPHIN
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID40221136
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
MESH
C019448
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
FDA UNII
02N30CW3X0
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
CHEBI
17537
Created by admin on Mon Mar 31 19:02:02 GMT 2025 , Edited by admin on Mon Mar 31 19:02:02 GMT 2025
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR