KYOTORPHIN

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 Search

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

Title	Date	PubMed
[Effect of kyotorphin on the seizure activity induced by kainic acid during picrotoxin kindling in rats].	1998 Jan-Feb	9612866
Conjugation with L-Glutamate for in vivo brain drug delivery.	2001	11378521
PEPT2-mediated uptake of neuropeptides in rat choroid plexus.	2001 Jun	11474785
Synthesis and analgesic effects of kyotorphin-steroid linkers.	2001 Nov	11576620
Functional and molecular characterization of a peptide transporter in the rat PC12 neuroendocrine cell line.	2001 Nov 23	11728450
[Morpho-functional changes of Mauthner neurons after treatment with neuropeptide kyotorphin ].	2002	12530306
New insights in Adipokinetic Hormone (AKH) precursor processing in Locusta migratoria obtained by capillary liquid chromatography-tandem mass spectrometry.	2002 Apr	11897382
Opioid peptides inhibit excitatory but not inhibitory synaptic transmission in the rat dorsal motor nucleus of the vagus.	2002 Apr 15	11943802
Blockade of the antinociceptive effect of spinally administered kyotorphin by naltrindole in mice.	2002 Apr 5	11958852
The spinal antinociceptive effect of kyotorphin in mice: involvement of the descending noradrenergic and serotonergic systems.	2002 Aug 30	12165410
[Therapy of postresuscitation behavioral disorders with mexidol and kyotorphin].	2002 Nov-Dec	12611163
Safety of a new extensively hydrolysed formula in children with cow's milk protein allergy: a double blind crossover study.	2002 Oct 14	12379156
[Development of postresuscitation morphological changes of hippocampal and cerebellar neurons: common regularities and specific features].	2003 Apr-Jun	12838772
Involvement of nitric oxide in the nociception of kyotorphin, TYR-CAV and MIF-s analogues in the rat spinal cord.	2003 Mar	12731454
Effects of kyotorphin and analogues on nociception and pentylenetetrazole seizures.	2004	15362813
A microtiter plate assay for the determination of the synthetic activity of protease.	2004 Oct 1	15351296
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.	2005 Aug	16078137
[A conformational study of kiotorphin and its biologically active analogue].	2005 Jan-Feb	15759497
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 Mar-Apr	15804184
Separation and determination of l-tyrosine and its metabolites by capillary zone electrophoresis with a wall-jet amperometric detection.	2006 Dec 15	18970894
Kyotorphin suppresses proliferation and Ca2+ signaling in brown preadipocytes.	2006 Feb	16984102
Chiral recognition of D-kyotorphin by lipidic membranes: relevance toward improved analgesic efficiency.	2006 Jul	16902926
Vascular effects, angiotensin I-converting enzyme (ACE)-inhibitory activity, and antihypertensive properties of peptides derived from egg white.	2007 Dec 26	18047278
The pH-dependent conformational states of kyotorphin: a constant-pH molecular dynamics study.	2007 Mar 15	17172294
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	18762712
Anchor side chains of short peptide fragments trigger ligand-exchange of class II MHC molecules.	2008 Mar 19	18350151
Strategies for enhanced drug delivery to the central nervous system.	2008 Mar-Apr	20046703
[Functional arginine-containing amino acid sequences in peptides and proteins].	2008 Mar-Apr	18522270
[Temperature and cardiotropic effects of kyotorphin and neokyotorphin in hibernating and nonhibernating animals].	2009 Jul-Sep	19764629
Enhanced antinociceptive response to intracerebroventricular kyotorphin in Pept2 null mice.	2009 Jun	19383084
The Analgesic Activity of Bestatin as a Potent APN Inhibitor.	2010	20631848
Eryngase: a Pleurotus eryngii aminopeptidase exhibiting peptide bond formation activity.	2010 Aug	20499231
Kyotorphin transport and metabolism in rat and mouse neonatal astrocytes.	2010 Aug 6	20537989
Moisture-induced solid state instabilities in alpha-chymotrypsin and their reduction through chemical glycosylation.	2010 Aug 9	20696067
Membrane-induced conformational changes of kyotorphin revealed by molecular dynamics simulations.	2010 Sep 9	20707376

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:05:06 UTC 2023` Edited by `admin` on `Fri Dec 15 18:05:06 UTC 2023`
Record UNII	02N30CW3X0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

KYOTORPHIN

Common Name

English

DIPEPTIDE-1

Official Name

English

DIPEPTIDE-1 [INCI]

Common Name

English

L-TYROSYL-L-ARGININE

Systematic Name

English

TYR-ARG

Common Name

English

Code System Code Type Description

CHEBI

58184