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Home > Other Building Blocks > 19246-18-5
19246-18-5 | Glycine, L-cysteinyl-
CAS No: 19246-18-5 Catalog No: AG002G0E MDL No:
Product Description
Catalog Number:
AG002G0E
Chemical Name:
Glycine, L-cysteinyl-
CAS Number:
19246-18-5
Molecular Formula:
C5H10N2O3S
Molecular Weight:
178.2095
IUPAC Name:
2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]acetic acid
InChI:
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
InChI Key:
ZUKPVRWZDMRIEO-VKHMYHEASA-N
SMILES:
N[C@H](C(=O)NCC(=O)O)CS
UNII:
384644SZ9T
Properties
Complexity:
162
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
178.041g/mol
Formal Charge:
0
Heavy Atom Count:
11
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
178.206g/mol
Monoisotopic Mass:
178.041g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
93.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.7
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| Blood glutathione as a marker of cardiac allograft vasculopathy in heart transplant recipients. | Clinical transplantation 20050601 |
| Analysis of saliva for glutathione and metabolically related thiols by liquid chromatography with ultraviolet detection. | Amino acids 20050601 |
| Thiol redox status evaluation in red blood cells by capillary electrophoresis-laser induced fluorescence detection. | Electrophoresis 20050501 |
| 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. | Chemical research in toxicology 20050501 |
| Determination of total cysteamine in human plasma in the form of its 2-S-quinolinium derivative by high performance liquid chromatography. | Analytical and bioanalytical chemistry 20050501 |
| Ternary zinc(II)-dipeptide complexes for the hydrolytic cleavage of DNA at physiological pH. | Chemistry & biodiversity 20050501 |
| Induction of effective and antigen-specific antitumour immunity by a liposomal ErbB2/HER2 peptide-based vaccination construct. | British journal of cancer 20050425 |
| Highly sensitive simultaneous detection of cultured cellular thiols by laser induced fluorescence-capillary electrophoresis. | Electrophoresis 20050301 |
| Relationship between S-adenosylmethionine, S-adenosylhomocysteine, asymmetric dimethylarginine, and endothelial function in healthy human subjects during experimental hyper- and hypohomocysteinemia. | Metabolism: clinical and experimental 20050301 |
| Interaction of molybdocene dichloride with cysteine-containing peptides: coordination, regioselective hydrolysis, and intramolecular aminolysis. | Inorganic chemistry 20050221 |
| Metabolic activation of a 1,3-disubstituted piperazine derivative: evidence for a novel ring contraction to an imidazoline. | Chemical research in toxicology 20050201 |
| Two Japanese brothers with hereditary gamma-glutamyl transpeptidase deficiency. | Journal of inherited metabolic disease 20050101 |
| Elevated plasma cysteinylglycine levels caused by cilastatin-associated antibiotic treatment. | Clinical chemistry and laboratory medicine 20050101 |
| Altered thiol pattern in plasma of subjects affected by rheumatoid arthritis. | Clinical and experimental rheumatology 20050101 |
| The S-thiolating activity of membrane gamma-glutamyltransferase: formation of cysteinyl-glycine mixed disulfides with cellular proteins and in the cell microenvironment. | Antioxidants & redox signaling 20050101 |
| Elevated levels of plasma homocysteine in postmenopausal women in Burkina Faso. | Clinical chemistry and laboratory medicine 20050101 |
| Microheterogeneity of transthyretin in serum and ascitic fluid of ovarian cancer patients. | BMC cancer 20050101 |
| Gamma-glutamyl transpeptidase in glutathione biosynthesis. | Methods in enzymology 20050101 |
| Identification of glutathione-derived metabolites from an IP receptor antagonist. | Drug metabolism and disposition: the biological fate of chemicals 20041201 |
| The effects of age and hyperhomocysteinemia on the redox forms of plasma thiols. | The Journal of laboratory and clinical medicine 20041101 |
| 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. | Drug metabolism and disposition: the biological fate of chemicals 20041001 |
| Hyperhomocysteinemia in acute Plasmodium falciparum malaria: an effect of host-parasite interaction. | Clinica chimica acta; international journal of clinical chemistry 20041001 |
| Free aminothiols, glutathione redox state and protein mixed disulphides in aging Drosophila melanogaster. | The Biochemical journal 20040815 |
| Oxidative stress in mothers who have conceived fetus with neural tube defects: the role of aminothiols and selenium. | Clinical nutrition (Edinburgh, Scotland) 20040801 |
| Tributyltin-sulfhydryl interaction as a cause of immunotoxicity in phagocytes of tunicates. | Ecotoxicology and environmental safety 20040701 |
| Determination of aminothiols in body fluids, cells, and tissues by capillary electrophoresis. | Electrophoresis 20040601 |
| The protective effects of resveratrol against changes in blood platelet thiols induced by platinum compounds. | Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20040601 |
| Modulation of cystathionine beta-synthase level regulates total serum homocysteine in mice. | Circulation research 20040528 |
| 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. | The Journal of biological chemistry 20040521 |
| Plasma levels of 7-hydroxylated dehydroepiandrosterone (DHEA) metabolites and selected amino-thiols as discriminatory tools of Alzheimer's disease and vascular dementia. | Clinical chemistry and laboratory medicine 20040501 |
| Plasma D-penicillamine redox state evaluation by capillary electrophoresis with laser-induced fluorescence. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040425 |
| Squaraines as fluoro-chromogenic probes for thiol-containing compounds and their application to the detection of biorelevant thiols. | Journal of the American Chemical Society 20040407 |
| Analysis of plasma thiols by high-performance liquid chromatography with ultraviolet detection. | Journal of chromatography. A 20040402 |
| Thiol status and antioxidant capacity in women with a history of severe pre-eclampsia. | BJOG : an international journal of obstetrics and gynaecology 20040301 |
| Molecular characterization of homo- and heterodimeric mercury(II)-bis-thiolates of some biologically relevant thiols by electrospray ionization and triple quadrupole tandem mass spectrometry. | Journal of the American Society for Mass Spectrometry 20040301 |
| Plasma thiols redox status by laser-induced fluorescence capillary electrophoresis. | Electrophoresis 20040301 |
| New role for leucyl aminopeptidase in glutathione turnover. | The Biochemical journal 20040215 |
| Determination of free and total cyst(e)ine in plasma of dogs and cats. | Veterinary clinical pathology 20040101 |
| Resveratrol protects against peroxynitrite-induced thiol oxidation in blood platelets. | Cellular & molecular biology letters 20040101 |
| HPLC analysis of some sulphur compounds in saliva: comparison between healthy subjects and periodontopathic patients. | Clinica chimica acta; international journal of clinical chemistry 20031201 |
| Thiols, malonaldehyde and total antioxidant status in the Turkish patients with type 2 diabetes mellitus. | The Tohoku journal of experimental medicine 20031101 |
| Binding of acetaldehyde to a glutathione metabolite: mass spectrometric characterization of an acetaldehyde-cysteinylglycine conjugate. | Alcoholism, clinical and experimental research 20031001 |
| Thiol-induced reduction of antimony(V) into antimony(III): a comparative study with trypanothione, cysteinyl-glycine, cysteine and glutathione. | Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20030901 |
| Peroxynitrite-induced changes of thiol groups in human blood platelets. | Platelets 20030901 |
| A specific HPLC-UV method for the determination of cysteine and related aminothiols in biological samples. | Talanta 20030829 |
| Different mechanisms for gamma-glutamyltransferase-dependent resistance to carboplatin and cisplatin. | Biochemical pharmacology 20030815 |
| Identification of S-sulfonation and S-thiolation of a novel transthyretin Phe33Cys variant from a patient diagnosed with familial transthyretin amyloidosis. | Protein science : a publication of the Protein Society 20030801 |
| N-methyl-D-glucamine improves the laser-induced fluorescence capillary electrophoresis performance in the total plasma thiols measurement. | Electrophoresis 20030801 |
| Alteration in the redox state of plasma in heart-transplant patients with moderate hyperhomocysteinemia. | The Journal of laboratory and clinical medicine 20030701 |
| High pressure liquid chromatography and mass spectrometry characterization of the nephrotoxic biotransformation products of Cisplatin. | Drug metabolism and disposition: the biological fate of chemicals 20030601 |
| gamma-Glutamyl transpeptidase catalyses the extracellular detoxification of cisplatin in a human cell line derived from the proximal convoluted tubule of the kidney. | European journal of cancer (Oxford, England : 1990) 20030501 |
| Cobalamin deficiency with and without neurologic abnormalities: differences in homocysteine and methionine metabolism. | Blood 20030415 |
| Interorgan exchange of aminothiols in humans. | American journal of physiology. Endocrinology and metabolism 20030401 |
| High-throughput capillary electrophoretic method for determination of total aminothiols in plasma and urine. | Electrophoresis 20030401 |
| Synthesis and biological evaluation of the disulfide form of the glutathione analogue gamma-(L-glutamyl)-L-cysteinyl-L-aspartyl-L-cysteine. | Bioorganic chemistry 20030401 |
| Identification of cytosolic leucyl aminopeptidase (EC 3.4.11.1) as the major cysteinylglycine-hydrolysing activity in rat liver. | Biological chemistry 20030201 |
| Metabolism of Cisplatin to a nephrotoxin in proximal tubule cells. | Journal of the American Society of Nephrology : JASN 20030101 |
| Novel role for low molecular weight plasma thiols in nitric oxide-mediated control of platelet function. | The Journal of biological chemistry 20021206 |
| Assay of total homocysteine and other thiols by capillary electrophoresis and laser-induced fluorescence detection. II. Pre-analytical and analytical conditions. | Journal of chromatography. A 20021206 |
| Glutathione in defense and signaling: lessons from a small thiol. | Annals of the New York Academy of Sciences 20021101 |
| Identification of selenium-containing glutathione S-conjugates in a yeast extract by two-dimensional liquid chromatography with inductively coupled plasma MS and nanoelectrospray MS/MS detection. | Analytical chemistry 20020915 |
| Enhanced resistance of HeLa cells to cisplatin by overexpression of gamma-glutamyltransferase. | Biochemical pharmacology 20020715 |
| Influence of nutritional status on plasma and erythrocyte sulphur amino acids, sulph-hydryls, and inorganic sulphate in end-stage renal disease. | Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020601 |
| gamma-Glutamyl transpeptidase and glutathione biosynthesis in non-tumorigenic and tumorigenic rat liver oval cell lines. | Carcinogenesis 20020401 |
| Plasma total homocysteine and cysteine levels as cardiovascular risk factors in coronary heart disease. | International journal of cardiology 20020301 |
| Study of Cd2+ complexation by the glutathione fragments Cys-Gly (CG) and gamma-Glu-Cys (gamma-EC) by differential pulse polarography. | The Analyst 20020301 |
| Determination of intracellular glutathione and thiols by high performance liquid chromatography with a gold electrode at the femtomole level: comparison with a spectroscopic assay. | Biochimica et biophysica acta 20020215 |
| Plasma aminothiol oxidation in chronic hemodialysis patients. | Kidney international 20020201 |
| Methionine synthase activity and sulphur amino acid levels in the rat liver tumour cells HTC and Phi-1. | Biochemical pharmacology 20020201 |
| Thiol oxidase activity of copper, zinc superoxide dismutase. | The Journal of biological chemistry 20020118 |
| Physiological thiols as promoters of glutathione oxidation and modifying agents in protein S-thiolation. | Archives of biochemistry and biophysics 20020115 |
| Measurement of thiol-containing amino acids and phytochelatin (PC2) via capillary electrophoresis with laser-induced fluorescence detection. | Electrophoresis 20020101 |
| Correlates of plasma homocysteine, cysteine and cysteinyl-glycine in respondents in the British National Diet and Nutrition Survey of young people aged 4-18 years, and a comparison with the survey of people aged 65 years and over. | The British journal of nutrition 20020101 |
| Relative roles of albumin and ceruloplasmin in the formation of homocystine, homocysteine-cysteine-mixed disulfide, and cystine in circulation. | The Journal of biological chemistry 20011214 |
| Aminopeptidase N mediates the utilization of the GSH precursor CysGly by cultured neurons. | Journal of neuroscience research 20011201 |
| Gamma-glutamyl transpeptidase and glutathione biosynthesis in non-tumorigenic and tumorigenic rat liver oval cell lines. | Carcinogenesis 20011201 |
| Thiol/disulfide interconversion in bovine lens aldose reductase induced by intermediates of glutathione turnover. | Biochemistry 20011009 |
| High-performance liquid chromatographic method to analyze picomole levels of glutathione, cysteine and cysteinylglycine and its application to pre-cancerous rat livers. | Journal of chromatography. B, Biomedical sciences and applications 20011005 |
| Measurement of homocysteine and other aminothiols in plasma: advantages of using tris(2-carboxyethyl)phosphine as reductant compared with tri-n-butylphosphine. | Clinical chemistry 20011001 |
| Oxidation and generation of hydrogen peroxide by thiol compounds in commonly used cell culture media. | Biochemical and biophysical research communications 20010907 |
| Pre-column derivatization high-performance liquid chromatographic method for determination of cysteine, cysteinyl-glycine, homocysteine and glutathione in plasma and cell extracts. | Journal of chromatography. B, Biomedical sciences and applications 20010715 |
| Homocysteine in breast cyst fluid. | European journal of clinical investigation 20010701 |
| Purification and characterization of aminopeptidase B from Escherichia coli K-12. | Bioscience, biotechnology, and biochemistry 20010701 |
| Novel approach for the determination of the redox status of homocysteine and other aminothiols in plasma from healthy subjects and patients with ischemic stroke. | Clinical chemistry 20010601 |
| Umbilical cord and maternal plasma thiol concentrations in normal pregnancy. | Clinical chemistry 20010401 |
| The dipeptide, gamma-glutamylcysteine, is recognized by the anti-glutathione antibody single chain Fv fragment 20C9. | Biochemical and biophysical research communications 20010301 |
| A new HPLC micromethod to measure total plasma homocysteine in newborn. | Journal of pharmaceutical and biomedical analysis 20010301 |
| Hyperhomocysteinemia and changed plasma thiol redox status in chronic obstructive pulmonary disease. | Clinical chemistry and laboratory medicine 20010301 |
| Oxidized and free whole blood thiols in preeclampsia. | Obstetrics and gynecology 20010201 |
| Homocysteine and lipid lowering agents. A comparison between atorvastatin and fenofibrate in patients with mixed hyperlipidemia. | Atherosclerosis 20010201 |
| Homocysteine and thiol metabolites in vitamin B12 deficiency. | Clinical science (London, England : 1979) 20010101 |
| Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients. | Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20010101 |
| Simultaneous determination of total plasma glutathione, homocysteine, cysteinylglycine, and methionine by high-performance liquid chromatography with electrochemical detection. | Journal of clinical laboratory analysis 20010101 |
| Toxic effects of benzyl and allyl isothiocyanates and benzyl-isoform specific metabolites in the urinary bladder after a single intravesical application to rats. | Toxicologic pathology 20010101 |
| Folate administration reduces circulating homocysteine levels in NIDDM patients on long-term metformin treatment. | Journal of internal medicine 19980801 |
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