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Home > Nitro Compounds > 139427-42-2
139427-42-2 | L-Homocysteine, S-nitroso-
CAS No: 139427-42-2 Catalog No: AG001B0P MDL No:
Product Description
Catalog Number:
AG001B0P
Chemical Name:
L-Homocysteine, S-nitroso-
CAS Number:
139427-42-2
Molecular Formula:
C4H8N2O3S
Molecular Weight:
164.1829
IUPAC Name:
(2S)-2-amino-4-nitrososulfanylbutanoic acid
InChI:
InChI=1S/C4H8N2O3S/c5-3(4(7)8)1-2-10-6-9/h3H,1-2,5H2,(H,7,8)/t3-/m0/s1
InChI Key:
QWPCKAAAWDCDCW-VKHMYHEASA-N
SMILES:
O=NSCC[C@@H](C(=O)O)N
Properties
Complexity:
130
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
164.026g/mol
Formal Charge:
0
Heavy Atom Count:
10
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
164.179g/mol
Monoisotopic Mass:
164.026g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
118A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.8
Literature
| Title | Journal |
|---|---|
| Relationship between paraoxonase and homocysteine: crossroads of oxidative diseases. | Archives of medical science : AMS 20120227 |
| Oxidative inactivation of the lymphoid tyrosine phosphatase mediated by both general and active site directed NO donors. | Bioorganic & medicinal chemistry letters 20110101 |
| Dietary choline and betaine intakes and risk of cardiovascular diseases: review of epidemiological evidence. | ARYA atherosclerosis 20110101 |
| Modulation of homocysteine toxicity by S-nitrosothiol formation: a mechanistic approach. | The journal of physical chemistry. B 20100805 |
| Mechanisms of catalysis and inhibition operative in the arginine deiminase from the human pathogen Giardia lamblia. | Bioorganic chemistry 20091001 |
| Inhibition of human dimethylarginine dimethylaminohydrolase-1 by S-nitroso-L-homocysteine and hydrogen peroxide. Analysis, quantification, and implications for hyperhomocysteinemia. | The Journal of biological chemistry 20071130 |
| GC-MS assay for hepatic DDAH activity in diabetic and non-diabetic rats by measuring dimethylamine (DMA) formed from asymmetric dimethylarginine (ADMA): evaluation of the importance of S-nitrosothiols as inhibitors of DDAH activity in vitro and in vivo in humans. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071015 |
| Specific reactions of S-nitrosothiols with cysteine hydrolases: A comparative study between dimethylargininase-1 and CTP synthetase. | Protein science : a publication of the Protein Society 20070801 |
| Requirement of transmembrane transport for S-nitrosocysteine-dependent modification of intracellular thiols. | The Journal of biological chemistry 20061110 |
| Structure of the mammalian NOS regulator dimethylarginine dimethylaminohydrolase: A basis for the design of specific inhibitors. | Structure (London, England : 1993) 20060501 |
| Mining literature for a comprehensive pathway analysis: a case study for retrieval of homocysteine related genes for genetic and epigenetic studies. | Lipids in health and disease 20060101 |
| S-Nitrosothiols: cellular formation and transport. | Free radical biology & medicine 20050401 |
| Searching for DDAH inhibitors: S-nitroso-L-homocysteine is a chemical lead. | Journal of the American Chemical Society 20050302 |
| Nitric oxide inhibition of homocysteine-induced human endothelial cell apoptosis by down-regulation of p53-dependent Noxa expression through the formation of S-nitrosohomocysteine. | The Journal of biological chemistry 20050218 |
| Molecular basis of homocysteine toxicity in humans. | Cellular and molecular life sciences : CMLS 20040201 |
| Homocysteine-thiolactone and S-nitroso-homocysteine mediate incorporation of homocysteine into protein in humans. | Clinical chemistry and laboratory medicine 20031101 |
| O-Aminobenzoyl-S-nitrosohomocysteine, a fluorogenic probe for cell-surface thiol determinations via a microtiter plate assay. | Analytical biochemistry 20030915 |
| Theoretical evidence that Cu(I) complexation promotes degradation of S-nitrosothiols. | Journal of the American Chemical Society 20021218 |
| L-arginine infusion decreases plasma total homocysteine concentrations through increased nitric oxide production and decreased oxidative status in Type II diabetic patients. | Diabetologia 20020801 |
| Homocysteine attenuates hemodynamic responses to nitric oxide in vivo. | Atherosclerosis 20020301 |
| Protein N-homocysteinylation: implications for atherosclerosis. | Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20011001 |
| Sulfur-to-nitrogen transnitrosation: transfer of nitric oxide from S-nitroso compounds to diethanolamine and the role of intermediate sulfur-to-sulfur transnitrosation. | Toxicology 20010621 |
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