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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H10N2O3S
Molecular Weight 178.2108
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYSTEINYLGLYCINE

SMILES

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

InChI

InChIKey=ZUKPVRWZDMRIEO-VKHMYHEASA-N
InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1

HIDE SMILES / InChI

Molecular Formula C5H10N2O3S
Molecular Weight 178.2108
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Disruption of thiol homeostasis in plasma of terminal renal failure patients.
2006-04
Plasma reduced homocysteine and other aminothiol concentrations in patients with CKD.
2006-01
Ischemia-reperfusion injury of adipofascial tissue: an experimental study evaluating early histologic and biochemical alterations in rats.
2005-10-24
Microheterogeneity of transthyretin in serum and ascitic fluid of ovarian cancer patients.
2005-10-17
Effects of lipopolysaccharides from gram-negative bacteria on the level of thiols in blood platelets.
2005-09
Altered status of glutathione and its metabolites in cystinotic cells.
2005-09
Glycyl-L-glutamine disposition in rat choroid plexus epithelial cells in primary culture: role of PEPT2.
2005-08
The S-thiolating activity of membrane gamma-glutamyltransferase: formation of cysteinyl-glycine mixed disulfides with cellular proteins and in the cell microenvironment.
2005-07-07
Activation of catechol-O-methyltransferase in astrocytes stimulates homocysteine synthesis and export to neurons.
2005-07
Analysis of saliva for glutathione and metabolically related thiols by liquid chromatography with ultraviolet detection.
2005-06
Blood glutathione as a marker of cardiac allograft vasculopathy in heart transplant recipients.
2005-06
Transport of L-[14C]cystine and L-[14C]cysteine by subtypes of high affinity glutamate transporters over-expressed in HEK cells.
2005-06
Speciation and quantification of thiols by reversed-phase chromatography coupled with on-line chemical vapor generation and atomic fluorescence spectrometric detection: method validation and preliminary application for glutathione measurements in human whole blood.
2005-06
Altered thiol pattern in plasma of subjects affected by rheumatoid arthritis.
2005-05-18
Determination of total cysteamine in human plasma in the form of its 2-S-quinolinium derivative by high performance liquid chromatography.
2005-05
Identification of 4-S-Cysteinyltetrodotoxin from the liver of the puffer fish, Fugu pardalis, and formation of thiol adducts of tetrodotoxin from 4,9-anhydrotetrodotoxin.
2005-05
Thiol redox status evaluation in red blood cells by capillary electrophoresis-laser induced fluorescence detection.
2005-05
Induction of effective and antigen-specific antitumour immunity by a liposomal ErbB2/HER2 peptide-based vaccination construct.
2005-04-25
Relationship between S-adenosylmethionine, S-adenosylhomocysteine, asymmetric dimethylarginine, and endothelial function in healthy human subjects during experimental hyper- and hypohomocysteinemia.
2005-03
Highly sensitive simultaneous detection of cultured cellular thiols by laser induced fluorescence-capillary electrophoresis.
2005-03
Interaction of molybdocene dichloride with cysteine-containing peptides: coordination, regioselective hydrolysis, and intramolecular aminolysis.
2005-02-21
Metabolic activation of a 1,3-disubstituted piperazine derivative: evidence for a novel ring contraction to an imidazoline.
2005-02
Elevated levels of plasma homocysteine in postmenopausal women in Burkina Faso.
2005
Elevated plasma cysteinylglycine levels caused by cilastatin-associated antibiotic treatment.
2005
Two Japanese brothers with hereditary gamma-glutamyl transpeptidase deficiency.
2005
Identification of glutathione-derived metabolites from an IP receptor antagonist.
2004-12
The effects of age and hyperhomocysteinemia on the redox forms of plasma thiols.
2004-11
Hyperhomocysteinemia in acute Plasmodium falciparum malaria: an effect of host-parasite interaction.
2004-10
Identification and metabolism of a novel dihydrohydroxy-S-glutathionyl conjugate of a peroxisome proliferator-activated receptor agonist, MK-0767 [(+/-)-5-[(2,4-dioxothiazolidin-5-yl)methyl]-2-methoxy-N-[[(4-trifluoromethyl) phenyl]methyl]benzamide], in rats.
2004-10
Free aminothiols, glutathione redox state and protein mixed disulphides in aging Drosophila melanogaster.
2004-08-15
Oxidative stress in mothers who have conceived fetus with neural tube defects: the role of aminothiols and selenium.
2004-08
Tributyltin-sulfhydryl interaction as a cause of immunotoxicity in phagocytes of tunicates.
2004-07
The protective effects of resveratrol against changes in blood platelet thiols induced by platinum compounds.
2004-06
Determination of aminothiols in body fluids, cells, and tissues by capillary electrophoresis.
2004-06
Modulation of cystathionine beta-synthase level regulates total serum homocysteine in mice.
2004-05-28
Phytochelatin synthase, a dipeptidyltransferase that undergoes multisite acylation with gamma-glutamylcysteine during catalysis: stoichiometric and site-directed mutagenic analysis of arabidopsis thaliana PCS1-catalyzed phytochelatin synthesis.
2004-05-21
Plasma levels of 7-hydroxylated dehydroepiandrosterone (DHEA) metabolites and selected amino-thiols as discriminatory tools of Alzheimer's disease and vascular dementia.
2004-05
Plasma D-penicillamine redox state evaluation by capillary electrophoresis with laser-induced fluorescence.
2004-04-25
Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols.
2004-04-07
Analysis of plasma thiols by high-performance liquid chromatography with ultraviolet detection.
2004-04-02
Plasma thiols redox status by laser-induced fluorescence capillary electrophoresis.
2004-03
Molecular characterization of homo- and heterodimeric mercury(II)-bis-thiolates of some biologically relevant thiols by electrospray ionization and triple quadrupole tandem mass spectrometry.
2004-03
Thiol status and antioxidant capacity in women with a history of severe pre-eclampsia.
2004-03
New role for leucyl aminopeptidase in glutathione turnover.
2004-02-15
Resveratrol protects against peroxynitrite-induced thiol oxidation in blood platelets.
2004
Determination of free and total cyst(e)ine in plasma of dogs and cats.
2004
HPLC analysis of some sulphur compounds in saliva: comparison between healthy subjects and periodontopathic patients.
2003-12
Thiols, malonaldehyde and total antioxidant status in the Turkish patients with type 2 diabetes mellitus.
2003-11
Peroxynitrite-induced changes of thiol groups in human blood platelets.
2003-09
Determination of the in vivo redox status of cysteine, cysteinylglycine, homocysteine, and glutathione in human plasma.
1992-02-01
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:01:36 GMT 2025
Edited
by admin
on Mon Mar 31 21:01:36 GMT 2025
Record UNII
384644SZ9T
Record Status FAILED
Record Version
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Name Type Language
DIPEPTIDE-4
INCI  
INCI  
Preferred Name English
CYSTEINYLGLYCINE
Systematic Name English
L-CYSTEINYLGLYCINE
Systematic Name English
GLYCINE, N-CYSTEINYL-
Systematic Name English
GLYCINE, N-L-CYSTEINYL-
Systematic Name English
N-L-CYSTEINYLGLYCINE
Systematic Name English
GLYCINE, L-CYSTEINYL-
Systematic Name English
QUINTESCINE
Brand Name English
Code System Code Type Description
PUBCHEM
439498
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
FDA UNII
384644SZ9T
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
CHEBI
61694
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
CAS
19246-18-5
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
MESH
C028505
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
CHEBI
4047
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID10864877
Created by admin on Mon Mar 31 21:01:36 GMT 2025 , Edited by admin on Mon Mar 31 21:01:36 GMT 2025
PRIMARY