Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C3H7NO2S |
| Molecular Weight | 121.158 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(CS)C(O)=O
InChI
InChIKey=XUJNEKJLAYXESH-UHFFFAOYSA-N
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)
| Molecular Formula | C3H7NO2S |
| Molecular Weight | 121.158 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
DL-Cysteine is a NMDA agonist at quisqualate receptors at high concentration. It is a reactive oxygen species scavenger. Acute administration of dl-cysteine completely abrogated the effects of iron loading on thrombus formation in mice. DL-Cysteine has been shown to reduce the recurrence rate of duodenal ulceration in smokers.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A sulfurtransferase is required in the transfer of cysteine sulfur in the in vitro synthesis of molybdopterin from precursor Z in Escherichia coli. | 2001 Jun 22 |
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| Lipoprotein assembly capacity of the mammary tumor-derived cell line C127 is due to the expression of functional microsomal triglyceride transfer protein. | 2001 Nov |
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| Assessing the aromatic potential of Cabernet Sauvignon and Merlot musts used to produce rose wine by assaying the cysteinylated precursor of 3-mercaptohexan-1-ol. | 2001 Nov |
|
| Cysteine metabolism in periportal and perivenous hepatocytes: perivenous cells have greater capacity for glutathione production and taurine synthesis but not for cysteine catabolism. | 2002 |
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| Maturation status, protein synthesis and developmental competence of oocytes derived from lambs and ewes. | 2002 Feb |
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| Vitamin B(12) deficiency associated with histamine(2)-receptor antagonists and a proton-pump inhibitor. | 2002 May |
|
| Effect of hyperhomocysteinemia on plasma or tissue adenosine levels and renal function. | 2002 Sep 3 |
|
| Identification of proteins undergoing glutathionylation in oxidatively stressed hepatocytes and hepatoma cells. | 2003 Jul |
|
| Copper-homocysteine complexes and potential physiological actions. | 2003 Jul 1 |
|
| Nitric oxide regulates the polyol pathway of glucose metabolism in vascular smooth muscle cells. | 2003 Mar |
|
| Chronic iron administration increases vascular oxidative stress and accelerates arterial thrombosis. | 2003 May 27 |
|
| Consequences of elevated homocysteine during embryonic development and possible modes of action. | 2004 |
|
| Human placenta secretes apolipoprotein B-100-containing lipoproteins. | 2004 Dec 31 |
|
| Identification and characterization of the expression of the translation initiation factor 4A (eIF4A) from Drosophila melanogaster. | 2004 Feb |
|
| The effects of age and hyperhomocysteinemia on the redox forms of plasma thiols. | 2004 Nov |
|
| Aziridine sulfides and disulfides as catalysts for the enantioselective addition of diethylzinc to aldehydes. | 2004 Nov 7 |
|
| (S)-cysteine chemisorption on Cu110, from the gas or liquid phase: an FT-RAIRS and XPS study. | 2004 Nov 9 |
|
| Isolation and characterisation of renal metabolites of gamma-glutamylfelinylglycine in the urine of the domestic cat (Felis catus). | 2004 Oct |
|
| [Efficacy and safety of two vitamin supplement regimens on homocysteine levels in hemodialysis patients. Prospective, randomized clinical trial]. | 2005 |
|
| Folate, homocysteine, and arsenic metabolism in arsenic-exposed individuals in Bangladesh. | 2005 Dec |
|
| Cobalamin-responsive disorders in the ambulatory care setting: unreliability of cobalamin, methylmalonic acid, and homocysteine testing. | 2005 Feb 1 |
|
| Glutathionylation of two cysteine residues in paired domain regulates DNA binding activity of Pax-8. | 2005 Jul 8 |
|
| Microheterogeneity of transthyretin in serum and ascitic fluid of ovarian cancer patients. | 2005 Oct 17 |
|
| Selective detection of homocysteine by laser desorption/ionization mass spectrometry. | 2006 |
|
| Plasma homocysteine and total thiol content in patients with exudative age-related macular degeneration. | 2006 Feb |
|
| Modification of fibrinogen by homocysteine thiolactone increases resistance to fibrinolysis: a potential mechanism of the thrombotic tendency in hyperhomocysteinemia. | 2006 Feb 28 |
|
| Inhibition of ceramide-redox signaling pathway blocks glomerular injury in hyperhomocysteinemic rats. | 2006 Jul |
|
| Hyperhomocysteinemia associated with decreased renal transsulfuration activity in Dahl S rats. | 2006 Jun |
|
| Homocysteine, hRIP3 and congenital cardiovascular malformations. | 2006 Jun |
|
| Nile Red-adsorbed gold nanoparticle matrixes for determining aminothiols through surface-assisted laser desorption/ionization mass spectrometry. | 2006 Mar 1 |
|
| Protein dolichylation in Plasmodium falciparum. | 2006 Nov 27 |
|
| Oxidised- and total non-protein bound glutathione and related thiols in gallbladder bile of patients with various gastrointestinal disorders. | 2007 Feb 23 |
|
| Homocysteine-mediated reactivity and assembly of gold nanoparticles. | 2007 Jan 16 |
|
| Development and analytical application of an uric acid biosensor using an uricase-immobilized eggshell membrane. | 2007 Mar 15 |
|
| Unbiased characterization of genotype-dependent metabolic regulations by metabolomic approach in Arabidopsis thaliana. | 2007 Nov 21 |
|
| Role of fluorosurfactant-modified gold nanoparticles in selective detection of homocysteine thiolactone: remover and sensor. | 2008 Aug 15 |
|
| Bis(DL-cysteinium) oxalate. | 2008 Jun |
|
| Total serum homocysteine levels do not identify cognitive dysfunction in multimorbid elderly patients. | 2008 Jun-Jul |
Sample Use Guides
Duodenal ulceration in smokers: DL-cysteine (200 mg 4 times daily) and DL-methionine-methyl sulphonium chloride (MMSC, 500 mg 4 times daily) were administered orally.
Route of Administration:
Oral
In Vitro Use Guide
Curator's Comment: A 6-day culture of E.gracili grown autotrophically was harvested by centrifugation, and the cells were resuspended in150 ml of fresh medium. To three Erlenmeyer flasks (250 ml) each containing 50 ml of medium were added 50 ml of the suspension; 35SO42-was added to each flask (0.2mc/flask) and to two of the flasks were added 0.05 g and 0.5 g of DL-cysteine respectively.
The results indicate that although the higher concentration of DL-cysteine inhibits the uptake of 35SO42-by the cells the relative incorporation into the sulpholipid is very considerably increased; it changes from 1.53% in the absence of DL-cysteine to 27.62% in the presence of 0.5 g of DL-cysteine.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:55:10 GMT 2023
by
admin
on
Fri Dec 15 18:55:10 GMT 2023
|
| Record UNII |
5CM45Q5YAF
|
| Record Status |
Validated (UNII)
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| Record Version |
|
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222-160-2
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594
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DTXSID5046988
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5CM45Q5YAF
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63864
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1313188
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3374-22-9
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5CM45Q5YAF
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admin on Fri Dec 15 18:55:10 GMT 2023 , Edited by admin on Fri Dec 15 18:55:10 GMT 2023
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