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 |
|---|---|---|
| [Does an association between increased homocystein levels and cognitive dysfunction also exist in multimorbid geriatric patients]. | 2009-04 |
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| Role of fluorosurfactant-modified gold nanoparticles in selective detection of homocysteine thiolactone: remover and sensor. | 2008-08-15 |
|
| In vivo targets of S-thiolation in Chlamydomonas reinhardtii. | 2008-08-01 |
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| Pressure-induced phase transitions in crystalline L- and DL-cysteine. | 2008-07-31 |
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| Sodium hydroxide as pretreatment and fluorosurfactant-capped gold nanoparticles as sensor for the highly selective detection of cysteine. | 2008-07-15 |
|
| The effect of antioxidants on motility, viability, acrosome integrity and DNA integrity of frozen-thawed epididymal cat spermatozoa. | 2008-07-15 |
|
| Serum PON1 arylesterase activity in relation to hyperhomocysteinaemia and oxidative stress in young adult central retinal venous occlusion patients. | 2008-07 |
|
| Total serum homocysteine levels do not identify cognitive dysfunction in multimorbid elderly patients. | 2008-06-13 |
|
| L-cysteinium semioxalate. | 2008-06 |
|
| Bis(DL-cysteinium) oxalate. | 2008-06 |
|
| The modulation of transthyretin tetramer stability by cysteine 10 adducts and the drug diflunisal. Direct analysis by fluorescence-detected analytical ultracentrifugation. | 2008-05-02 |
|
| Cone and rod cells have different target preferences in vitro as revealed by optical tweezers. | 2008-04-21 |
|
| Identification of bismuth-thiolate-carboxylate clusters by electrospray ionization mass spectrometry. | 2008-04-07 |
|
| Unbiased characterization of genotype-dependent metabolic regulations by metabolomic approach in Arabidopsis thaliana. | 2007-11-21 |
|
| S-cysteinylation is a general mechanism for thiol protection of Bacillus subtilis proteins after oxidative stress. | 2007-09-07 |
|
| Associations of blood homocysteine concentrations in Arab schizophrenic patients. | 2007-09 |
|
| No evidence for prooxidative effects of homocysteine in vascular endothelial cells. | 2007-08 |
|
| Does lowering hyperhomocysteinemia by folic acid beneficial for oculo-Behcet's disease? A pilot study. | 2007-06 |
|
| Homocysteine and fibrinogen changes with L-thyroxine in subclinical hypothyroid patients. | 2007-06 |
|
| Hyperhomocysteinemia and low methionine stress are risk factors for central retinal venous occlusion in an Indian population. | 2007-04 |
|
| Development and analytical application of an uric acid biosensor using an uricase-immobilized eggshell membrane. | 2007-03-15 |
|
| Oxidised- and total non-protein bound glutathione and related thiols in gallbladder bile of patients with various gastrointestinal disorders. | 2007-02-23 |
|
| A possible new risk factor in diabetic patients with erectile dysfunction: homocysteinemia. | 2007-01-26 |
|
| Homocysteine-mediated reactivity and assembly of gold nanoparticles. | 2007-01-16 |
|
| Hyperhomocysteinemia: association with renal transsulfuration and redox signaling in rats. | 2007 |
|
| Mechanism of homocysteine-induced Rac1/NADPH oxidase activation in mesangial cells: role of guanine nucleotide exchange factor Vav2. | 2007 |
|
| Growth control of the eukaryote cell: a systems biology study in yeast. | 2007 |
|
| Podocyte injury and glomerulosclerosis in hyperhomocysteinemic rats. | 2007 |
|
| Hyperhomocysteinemia: a novel risk factor for erectile dysfunction. | 2006-12 |
|
| Protein dolichylation in Plasmodium falciparum. | 2006-11-27 |
|
| Homocysteine and carotid intima-media thickness in a german population: lack of clinical relevance. | 2006-11 |
|
| In vitro interaction between homocysteine and copper ions: Potential redox implications. | 2006-10 |
|
| In vivo contribution of amino acid sulfur to cartilage proteoglycan sulfation. | 2006-09-15 |
|
| Binding of copper is a mechanism of homocysteine toxicity leading to COX deficiency and apoptosis in primary neurons, PC12 and SHSY-5Y cells. | 2006-09 |
|
| Mrs3p, Mrs4p, and frataxin provide iron for Fe-S cluster synthesis in mitochondria. | 2006-08-11 |
|
| Whole-body valine and cysteine kinetics and tissue fractional protein synthesis rates in lambs fed Sulla (Hedysarum coronarium) and infected or not infected with adult Trichostrongylus colubriformis. | 2006-07 |
|
| Inhibition of ceramide-redox signaling pathway blocks glomerular injury in hyperhomocysteinemic rats. | 2006-07 |
|
| Hyperhomocysteinemia associated with decreased renal transsulfuration activity in Dahl S rats. | 2006-06 |
|
| Homocysteine, hRIP3 and congenital cardiovascular malformations. | 2006-06 |
|
| Nile Red-adsorbed gold nanoparticle matrixes for determining aminothiols through surface-assisted laser desorption/ionization mass spectrometry. | 2006-03-01 |
|
| Modification of fibrinogen by homocysteine thiolactone increases resistance to fibrinolysis: a potential mechanism of the thrombotic tendency in hyperhomocysteinemia. | 2006-02-28 |
|
| Homocysteine transport by human aortic endothelial cells: identification and properties of import systems. | 2006-02-15 |
|
| Plasma homocysteine and total thiol content in patients with exudative age-related macular degeneration. | 2006-02 |
|
| Selective detection of homocysteine by laser desorption/ionization mass spectrometry. | 2006 |
|
| Folate, homocysteine, and arsenic metabolism in arsenic-exposed individuals in Bangladesh. | 2005-12 |
|
| Microheterogeneity of transthyretin in serum and ascitic fluid of ovarian cancer patients. | 2005-10-17 |
|
| Hyperhomocysteinemia in ulcerative colitis is related to folate levels. | 2005-10-14 |
|
| Stress-induced protein S-glutathionylation in Arabidopsis. | 2005-08 |
|
| Glutathionylation of two cysteine residues in paired domain regulates DNA binding activity of Pax-8. | 2005-07-08 |
|
| [Efficacy and safety of two vitamin supplement regimens on homocysteine levels in hemodialysis patients. Prospective, randomized clinical trial]. | 2005 |
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
Mon Mar 31 19:26:12 GMT 2025
by
admin
on
Mon Mar 31 19:26:12 GMT 2025
|
| 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
Created by
admin on Mon Mar 31 19:26:12 GMT 2025 , Edited by admin on Mon Mar 31 19:26:12 GMT 2025
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PRIMARY |