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2464-23-5

2464-23-5 | Propanoic acid, 3-mercapto-2-oxo-

CAS No: 2464-23-5 Catalog No: AG002OWT MDL No:

Product Description

Catalog Number:
AG002OWT
Chemical Name:
Propanoic acid, 3-mercapto-2-oxo-
CAS Number:
2464-23-5
Molecular Formula:
C3H4O3S
Molecular Weight:
120.1271
IUPAC Name:
2-oxo-3-sulfanylpropanoic acid
InChI:
InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)
InChI Key:
OJOLFAIGOXZBCI-UHFFFAOYSA-N
SMILES:
OC(=O)C(=O)CS
UNII:
5Z1F5OW4YB

Properties

Complexity:
98.4  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
119.988g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
120.122g/mol
Monoisotopic Mass:
119.988g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
55.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0

Literature

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Is novel signal transducer sulfur oxide involved in the redox cycle of persulfide at the catalytic site cysteine in a stable reaction intermediate of mercaptopyruvate sulfurtransferase? Antioxidants & redox signaling 20120415
Metabolic turnover of hydrogen sulfide. Frontiers in physiology 20120101
Acceleration of anaerobic cysteine transformations to sulfane sulfur consequent to γ-glutamyl transpeptidase inhibition. TheScientificWorldJournal 20120101
A Geographically Diverse Collection of Schizosaccharomyces pombe Isolates Shows Limited Phenotypic Variation but Extensive Karyotypic Diversity. G3 (Bethesda, Md.) 20111201
PLP-dependent H(2)S biogenesis. Biochimica et biophysica acta 20111101
Multiple hemodynamic effects of endogenous hydrogen sulfide on central nervous system in rats. Chinese medical journal 20111101
The combination of cobinamide and sulfanegen is highly effective in mouse models of cyanide poisoning. Clinical toxicology (Philadelphia, Pa.) 20110601
Global analysis of gene expression in response to L-Cysteine deprivation in the anaerobic protozoan parasite Entamoeba histolytica. BMC genomics 20110101
Liver Metabolic Alterations and Changes in Host Intercompartmental Metabolic Correlation during Progression of Malaria. Journal of parasitology research 20110101
Sulfurous gases as biological messengers and toxins: comparative genetics of their metabolism in model organisms. Journal of toxicology 20110101
Emergent role of gasotransmitters in ischemia-reperfusion injury. Medical gas research 20110101
Catalytic site cysteines of thiol enzyme: sulfurtransferases. Journal of amino acids 20110101
Sulfanegen sodium treatment in a rabbit model of sub-lethal cyanide toxicity. Toxicology and applied pharmacology 20101101
Proteomic analysis of primary duck hepatocytes infected with duck hepatitis B virus. Proteome science 20100101
Mercaptopyruvate inhibits tissue-nonspecific alkaline phosphatase and calcium pyrophosphate dihydrate crystal dissolution. The Journal of rheumatology 20091201
The mercaptopyruvate sulfurtransferase of Trichomonas vaginalis links cysteine catabolism to the production of thioredoxin persulfide. The Journal of biological chemistry 20091127
Biochemical and Genetic Characterization of PspE and GlpE, Two Single-domain Sulfurtransferases of Escherichia coli. The open microbiology journal 20080101
Novel, orally effective cyanide antidotes. Journal of medicinal chemistry 20071227
[Assay of endogenous hydrogen sulfide from erythrocytes]. Beijing da xue xue bao. Yi xue ban = Journal of Peking University. Health sciences 20071018
Differential expression of Arabidopsis sulfurtransferases under various growth conditions. Plant physiology and biochemistry : PPB 20070101
The mercaptopyruvate pathway in cysteine catabolism: a physiologic role and related disease of the multifunctional 3-mercaptopyruvate sulfurtransferase. Current medicinal chemistry 20060101
Post-translational regulation of mercaptopyruvate sulfurtransferase via a low redox potential cysteine-sulfenate in the maintenance of redox homeostasis. The Journal of biological chemistry 20051014
Identification of putative sulfurtransferase genes in the extremophilic Acidithiobacillus ferrooxidans ATCC 23270 genome: structural and functional characterization of the proteins. Omics : a journal of integrative biology 20050101
Endogenous production of hydrogen sulfide in mammals. Amino acids 20040601
Structure-based design of inhibitors of NS3 serine protease of hepatitis C virus. Journal of molecular graphics & modelling 20040101
Affinity labeling of a catalytic site, cysteine(247), in rat mercaptopyruvate sulfurtransferase by chloropyruvate as an analog of a substrate. Biochimie 20040101
The crystal structure of Leishmania major 3-mercaptopyruvate sulfurtransferase. A three-domain architecture with a serine protease-like triad at the active site. The Journal of biological chemistry 20031128
Do antidotes for acute cyanide poisoning act on mercaptopyruvate sulfurtransferase to facilitate detoxification? Current drug targets. Immune, endocrine and metabolic disorders 20030901
3-Mercaptopyruvate sulfurtransferase of Leishmania contains an unusual C-terminal extension and is involved in thioredoxin and antioxidant metabolism. The Journal of biological chemistry 20030117
Sulfate reduction is increased in transgenic Arabidopsis thaliana expressing 5'-adenylylsulfate reductase from Pseudomonas aeruginosa. The Plant journal : for cell and molecular biology 20021201
Enzymatic activity of the Arabidopsis sulfurtransferase resides in the C-terminal domain but is boosted by the N-terminal domain and the linker peptide in the full-length enzyme. Biological chemistry 20020901
Site-specific hydroxylation at polyguanosine in double-stranded DNA by nickel(II) in the presence of SH compounds: comparison with singlet oxygen-induced DNA damage. Chemical research in toxicology 20020801
Properties of the Escherichia coli rhodanese-like protein SseA: contribution of the active-site residue Ser240 to sulfur donor recognition. FEBS letters 20010706
Tissue and subcellular distribution of mercaptopyruvate sulfurtransferase in the rat: confocal laser fluorescence and immunoelectron microscopic studies combined with biochemical analysis. Histochemistry and cell biology 19980901
Cytosolic mercaptopyruvate sulfurtransferase is evolutionarily related to mitochondrial rhodanese. Striking similarity in active site amino acid sequence and the increase in the mercaptopyruvate sulfurtransferase activity of rhodanese by site-directed mutagenesis. The Journal of biological chemistry 19950707

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