Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C3H7NO3S |
| Molecular Weight | 137.158 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](CSO)C(O)=O
InChI
InChIKey=FXIRVRPOOYSARH-REOHCLBHSA-N
InChI=1S/C3H7NO3S/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1
| Molecular Formula | C3H7NO3S |
| Molecular Weight | 137.158 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Oxidation of active center cysteine of bovine 1-Cys peroxiredoxin to the cysteine sulfenic acid form by peroxide and peroxynitrite. | 2001 Aug 1 |
|
| Identification of cysteine sulfenic acid in AhpC of alkyl hydroperoxide reductase. | 2002 |
|
| Molecular characterization of NikD, a new flavoenzyme important in the biosynthesis of nikkomycin antibiotics. | 2002 Dec 31 |
|
| Flavoprotein disulfide reductases: advances in chemistry and function. | 2004 |
|
| Bacterial defenses against oxidants: mechanistic features of cysteine-based peroxidases and their flavoprotein reductases. | 2005 Jan 1 |
|
| Molecular basis for multiple sulfatase deficiency and mechanism for formylglycine generation of the human formylglycine-generating enzyme. | 2005 May 20 |
|
| How does single oxygen atom addition affect the properties of an Fe-nitrile hydratase analogue? The compensatory role of the unmodified thiolate. | 2006 Aug 30 |
|
| The catalytic mechanism of peroxiredoxins. | 2007 |
|
| Characterization by tandem mass spectrometry of stable cysteine sulfenic acid in a cysteine switch peptide of matrix metalloproteinases. | 2007 Aug |
|
| A genetically encoded probe for cysteine sulfenic acid protein modification in vivo. | 2007 Dec 18 |
|
| Evolution of function in the "two dinucleotide binding domains" flavoproteins. | 2007 Jul |
|
| Reactive sulfur species: kinetics and mechanisms of the oxidation of cysteine by hypohalous acid to give cysteine sulfenic acid. | 2007 Nov 14 |
|
| The requirement of reversible cysteine sulfenic acid formation for T cell activation and function. | 2007 Nov 15 |
|
| Reactive sulfur species: kinetics and mechanisms of the reaction of cysteine thiosulfinate ester with cysteine to give cysteine sulfenic acid. | 2007 Nov 9 |
|
| Fluorescent and affinity-based tools to detect cysteine sulfenic acid formation in proteins. | 2007 Nov-Dec |
|
| Molecular mechanism of oxidative stress perception by the Orp1 protein. | 2007 Oct 26 |
|
| Redox regulation and trapping sulfenic acid in the peroxide-sensitive human mitochondrial branched chain aminotransferase. | 2008 |
|
| Thiourea-enhanced flavin photooxidation of benzyl alcohol. | 2008 |
|
| Reactive sulfur species: kinetics and mechanism of the equilibrium between cysteine sulfenyl thiocyanate and cysteine thiosulfinate ester in acidic aqueous solution. | 2008 Apr 18 |
|
| Cysteine pK(a) values for the bacterial peroxiredoxin AhpC. | 2008 Dec 2 |
|
| Functional site profiling and electrostatic analysis of cysteines modifiable to cysteine sulfenic acid. | 2008 Feb |
|
| A novel OxyR sensor and regulator of hydrogen peroxide stress with one cysteine residue in Deinococcus radiodurans. | 2008 Feb 13 |
|
| Function and structure of a prokaryotic formylglycine-generating enzyme. | 2008 Jul 18 |
|
| Role of glutaredoxin 2 and cytosolic thioredoxins in cysteinyl-based redox modification of the 20S proteasome. | 2008 Jun |
|
| Peroxiredoxin 6 in human brain: molecular forms, cellular distribution and association with Alzheimer's disease pathology. | 2008 Jun |
|
| Structural characterization and reversal of the natural organophosphate resistance of a D-type esterase, Saccharomyces cerevisiae S-formylglutathione hydrolase. | 2008 Sep 9 |
|
| Characterization of novel oxidation products of cysteine in an active site motif peptide of PTP1B. | 2009 Aug |
|
| Characterization of a salt-induced DhAHP, a gene coding for alkyl hydroperoxide reductase, from the extremely halophilic yeast Debaryomyces hansenii. | 2009 Aug 28 |
|
| Chemical dissection of an essential redox switch in yeast. | 2009 Feb 27 |
|
| Structures of the multicomponent Rieske non-heme iron toluene 2,3-dioxygenase enzyme system. | 2009 Jan |
|
| "Danger" conditions increase sulfamethoxazole-protein adduct formation in human antigen-presenting cells. | 2009 Nov |
|
| Hemoglobin glutathionylation can occur through cysteine sulfenic acid intermediate: electrospray ionization LTQ-Orbitrap hybrid mass spectrometry studies. | 2009 Oct 15 |
|
| Structural basis for catalytic activation of thiocyanate hydrolase involving metal-ligated cysteine modification. | 2009 Oct 21 |
|
| Extracellular SOD-derived H2O2 promotes VEGF signaling in caveolae/lipid rafts and post-ischemic angiogenesis in mice. | 2010 Apr 21 |
|
| Structural analysis of actinidin and a comparison of cadmium and sulfur anomalous signals from actinidin crystals measured using in-house copper- and chromium-anode X-ray sources. | 2010 Dec |
|
| Effects of MMP-9 inhibition by doxycycline on proteome of lungs in high tidal volume mechanical ventilation-induced acute lung injury. | 2010 Jan 29 |
|
| Possibilities and pitfalls in quantifying the extent of cysteine sulfenic acid modification of specific proteins within complex biofluids. | 2010 Jul 1 |
|
| Formation of cysteine sulfenic acid by oxygen atom transfer from nitrite. | 2010 Jul 14 |
|
| Regulation of redox signaling by selenoproteins. | 2010 Jun |
|
| Kinetic and structural studies on roles of the serine ligand and a strictly conserved tyrosine residue in nitrile hydratase. | 2010 Jun |
|
| Discovery of fragment molecules that bind the human peroxiredoxin 5 active site. | 2010 Mar 17 |
|
| Cysteine sulfenic acid as an intermediate in disulfide bond formation and nonenzymatic protein folding. | 2010 Sep 7 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:59:42 GMT 2023
by
admin
on
Fri Dec 15 18:59:42 GMT 2023
|
| Record UNII |
FB8KIA847T
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
41630
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY | |||
|
FB8KIA847T
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY | |||
|
DB01915
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY | |||
|
41710
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY | |||
|
165339
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY | |||
|
73243-12-6
Created by
admin on Fri Dec 15 18:59:42 GMT 2023 , Edited by admin on Fri Dec 15 18:59:42 GMT 2023
|
PRIMARY |