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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H14N2O5S
Molecular Weight 250.272
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .GAMMA.-GLUTAMYLCYSTEINE

SMILES

N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O

InChI

InChIKey=RITKHVBHSGLULN-WHFBIAKZSA-N
InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Correlation of nuclear color and opalescence with protein S-thiolation in human lenses.
1999 May
Novel thiols of prokaryotes.
2001
Peroxisome proliferator perfluorodecanoic acid alters glutathione and related enzymes.
2001
Uptake, effects, and metabolism of cyanobacterial toxins in the emergent reed plant Phragmites australis (cav.) trin. ex steud.
2001 Apr
Dietary indoles and isothiocyanates that are generated from cruciferous vegetables can both stimulate apoptosis and confer protection against DNA damage in human colon cell lines.
2001 Aug 15
Na+ dependent glutamate transporters (EAAT1, EAAT2, and EAAT3) in primary astrocyte cultures: effect of oxidative stress.
2001 Dec 13
The role of glutathione in the neurotoxicity of artemisinin derivatives in vitro.
2001 Feb 15
CYP2E1-dependent toxicity and up-regulation of antioxidant genes.
2001 Jan-Feb
Quantitative in vivo measurement of glutathione in Arabidopsis cells.
2001 Jul
Effect of selenium and vitamin E deficiency on differential gene expression in rat liver.
2001 Jul 13
Phase I/pharmacodynamic study of N-acetylcysteine/oltipraz in smokers: early termination due to excessive toxicity.
2001 Mar
Alteration of antioxidants during the progression of heart disease in streptozotocin-induced diabetic rats.
2001 Mar
Autoprotection in acetaminophen intoxication in rats: the role of liver regeneration.
2001 Mar
Depletion of glutathione up-regulates mitochondrial complex I expression in glial cells.
2001 Mar
Thiol regulation of pro-inflammatory cytokines reveals a novel immunopharmacological potential of glutathione in the alveolar epithelium.
2001 Mar
OxLDL induces macrophage gamma-GCS-HS protein expression: a role for oxLDL-associated lipid hydroperoxide in GSH synthesis.
2001 May
Rapid isolation of monoclonal antibodies. Monitoring enzymes in the phytochelatin synthesis pathway.
2001 Nov
Restoration of glutathione levels in vascular smooth muscle cells exposed to high glucose conditions.
2001 Nov 15
Potent induction of phase 2 enzymes in human prostate cells by sulforaphane.
2001 Sep
Class III metallothioneins in response to cadmium toxicity in the marine microalga Tetraselmis suecica (Kylin) Butch.
2001 Sep
Novel bicistronic retroviral vector expressing gamma-glutamylcysteine synthetase and the multidrug resistance protein 1 (MRP1) protects cells from MRP1-effluxed drugs and alkylating agents.
2001 Sep 20
Oxidation and generation of hydrogen peroxide by thiol compounds in commonly used cell culture media.
2001 Sep 7
Induction of cellular antioxidative stress genes through heterodimeric transcription factor Nrf2/small Maf by antirheumatic gold(I) compounds.
2001 Sep 7
Cellular zinc sensors: MTF-1 regulation of gene expression.
2001 Sep-Dec
Isothiocyanates: mechanism of cancer chemopreventive action.
2002 Apr
Oxidant stress induces gamma-glutamylcysteine synthetase and glutathione synthesis in human bronchial epithelial NCI-H292 cells.
2002 Apr
Redox-sensitive interaction between KIAA0132 and Nrf2 mediates indomethacin-induced expression of gamma-glutamylcysteine synthetase.
2002 Apr 1
Glucose-induced oxidative stress in mesangial cells.
2002 Feb
Acrylamide-induced cellular transformation.
2002 Feb
Measurement of thiol-containing amino acids and phytochelatin (PC2) via capillary electrophoresis with laser-induced fluorescence detection.
2002 Jan
Genetic determinants of lung cancer short-term survival: the role of glutathione-related genes.
2002 Mar
Patents

Patents

Name Type Language
.GAMMA.-GLUTAMYLCYSTEINE
Systematic Name English
GAMMA-GLUTAMYLCYSTEINE
Systematic Name English
L-CYSTEINE, L-.GAMMA.-GLUTAMYL-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID90212978
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
PUBCHEM
123938
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
CAS
636-58-8
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
DRUG BANK
DB03408
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
WIKIPEDIA
GAMMA-GLUTAMYLCYSTEINE
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
FDA UNII
M984VJS48P
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY
CHEBI
17515
Created by admin on Fri Dec 15 18:12:18 GMT 2023 , Edited by admin on Fri Dec 15 18:12:18 GMT 2023
PRIMARY