dextro,laevo-cysteine
DL-2-amino-3-mercaptopropionic acid
Identification
| Name | dextro,laevo-cysteine |
| IUPAC | 2-amino-3-sulfanylpropanoic acid |
| CAS Number | 3374-22-9 |
| EINECS | 222-160-2 |
| FDA UNII | 5CM45Q5YAF |
| Molecular Formula | C3 H7 N O2 S |
| Molecular Weight | 121.15919000 |
| MDL Number | MFCD00004881 |
| Nikkaji Number | J1.261K |
| Beilstein | 1721406 |
| XlogP3 | -2.50 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 225.00 °C. @ 760.00 mm Hg |
| Boiling Point | 293.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 269.00 °F. TCC ( 131.50 °C. ) (est) |
| logP (o/w) | 0.230 (est) |
| Soluble in | water, 1.132e+005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for dextro,laevo-cysteine usage levels up to | not for fragrance use. |
| Recommendation for dextro,laevo-cysteine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-
amino-3-mercaptopropanoic acid
2-
amino-3-mercaptopropionic acid
DL-2-
amino-3-mercaptopropionic acid
2-
amino-3-sulfanylpropanoic acid
DL-
cysteine
cysteine, DL-
PubMed:
Contribution of Weak S-H...O Hydrogen Bonds to the Side-Chain Motions in DL-Homocysteine on Cooling.
PubMed:
Weak hydrogen bonds formed by thiol groups in N-acetyl-(L)-cysteine and their response to the crystal structure distortion on increasing pressure.
PubMed:
L-cysteinium semioxalate: a new monoclinic polymorph or a hydrate?
PubMed:
Development and analytical application of a glucose biosensor based on glucose oxidase/O-(2-hydroxyl)propyl-3-trimethylammonium chitosan chloride nanoparticle-immobilized onion inner epidermis.
PubMed:
Phase transitions in the crystals of L- and DL-cysteine on cooling: the role of the hydrogen-bond distortions and the side-chain motions. 2. DL-cysteine.
PubMed:
Analytical and preparative enantioseparation of DL-penicillamine and DL-cysteine by high-performance liquid chromatography on alpha-acid glycoprotein and beta-cyclodextrin columns using ninhydrin as a reversible tagging reagent.
PubMed:
Phase transitions in the crystals of L- and DL-cysteine on cooling: intermolecular hydrogen bonds distortions and the side-chain motions of thiol-groups. 1. L-cysteine.
PubMed:
Pressure-induced phase transitions in crystalline L- and DL-cysteine.
PubMed:
The effect of antioxidants on motility, viability, acrosome integrity and DNA integrity of frozen-thawed epididymal cat spermatozoa.
PubMed:
Development and analytical application of an uric acid biosensor using an uricase-immobilized eggshell membrane.
PubMed:
Self-assembly of charged microclusters of CdSe/ZnS core/shell nanodots and nanorods into hierarchically ordered colloidal arrays.
PubMed:
Combined effects of ionizing-irradiation and different environments on Clostridium botulinum type E spores.
PubMed:
Chronic iron administration increases vascular oxidative stress and accelerates arterial thrombosis.
PubMed:
Fibrillin-2 defects impair elastic fiber assembly in a homocysteinemic chick model.
PubMed:
Antimutagenic activity of selenium-enriched green tea toward the heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline.
PubMed:
Purification and characterization of NAD:Penicillamine ADP transferase from Bacillus sphaericus. A novel NAD-dependent enzyme catalyzing phosphoramide bond formation.
PubMed:
Spin-trapping of free radicals formed during the oxidation of glutathione by tetramethylammonium peroxynitrite.
PubMed:
Identification and characterization of novel somatostatin antagonists.
PubMed:
Impairment of phagocytic cell respiratory burst by UVA in the presence of fluoroquinolones: an oxygen-dependent phototoxic damage to cell surface microvilli.
PubMed:
Vessel wall injury and arterial thrombosis induced by a photochemical reaction.
PubMed:
Sulphydryl-containing agents and the prevention of duodenal ulcer relapse.
PubMed:
Inactivation of lipoamide dehydrogenase by cobalt(II) and iron(II) Fenton systems: effect of metal chelators, thiol compounds and adenine nucleotides.
PubMed:
Role of sulphydryl-containing agents in the management of venous (varicose) ulceration. A new approach.
PubMed:
Protection against chronic gastric ulceration in the rat with sulfhydryl-containing agents.
PubMed:
Role of sulfhydryl-containing agents in the healing of erosive gastritis and chronic gastric ulceration in the rat.
PubMed:
Sulphydryl-containing agents stimulate the healing of duodenal ulceration in man.
PubMed:
Role of sulphydryl-containing agents in the management of recurrent attacks of ulcerative colitis. A new approach.
PubMed:
Administration of sulfhydryls to stimulate the healing of ischemia-induced acute gastric mucosal injury in the rat.
PubMed:
Effect of certain additives on photodegradation of tetracycline hydrochloride solutions.
PubMed:
Effect of S-(2-chloroethyl)-DL-cysteine on the transport of p-aminohippurate ion in renal plasma membrane vesicles.
PubMed:
Role of oxygen-derived free radicals in mechanism of acute and chronic duodenal ulceration in the rat.
PubMed:
Conformational determinants of high affinity delta receptor binding of opioid peptides.
PubMed:
Beta-substituted cysteines as sequestering agents for ethanol-derived acetaldehyde in vivo.
PubMed:
Role for an episulfonium ion in S-(2-chloroethyl)-DL-cysteine-induced cytotoxicity and its reaction with glutathione.
PubMed:
Renal cysteine conjugate beta-lyase. Bioactivation of nephrotoxic cysteine S-conjugates in mitochondrial outer membrane.
PubMed:
Mechanism of S-(1,2-dichlorovinyl)glutathione-induced nephrotoxicity.
PubMed:
Effects of cysteine and structurally related compounds on ochratoxin production by Aspergillus ochraceus.
PubMed:
Structure-nephrotoxicity relationships of S-(2-chloroethyl)-DL-cysteine and analogs: role for an episulfonium ion.
PubMed:
Respiratory activities of in vitro grown Mycobacterium lepraemurium.
PubMed:
Potentiation by D-penicillamine and other sulfhydryl agents of the vascular response to histamine in the anaesthetized dog.
PubMed:
In vitro metabolism of 1,2-dihaloethanes to ethylene.
PubMed:
Influence of the cysteine derivatives on the cell-mediated immunity.
PubMed:
Microbial conversion of DL-2-amino-delta2-thiazoline-4-carboxylic acid to L-cysteine and L-cystine: screening of microorganisms and identification of products.
PubMed:
Tritium suicide selection of mammalian cell mutants defective in the transport of neutral amino acids.
PubMed:
Purification and partial characterization of cysteine-glutamate transaminase from rat liver.
PubMed:
Glutathione peroxidase activity of inorganic selenium and seleno-DL-cysteine.
PubMed:
Mouse thymus involution under the influence of DL-cysteine hydrochloride.
PubMed:
The effect of DL-cysteine hydrochloride on in situ thymus cells.
PubMed:
The influence of DL-cysteine on adenyl cyclase activity in rat thymocytes.
PubMed:
Mechanism of the action of DL-cysteine hydrochloride in delayed-type hypersensitivity. I. Influence of DL-cysteine hydrochloride on levels of SH groups in the lymphatic organs of rats with postadjuvant polyarthritis.
PubMed:
Catecholamines in the lymphatic organs in rats with postadjuvant polyarthritis and after treatment with DL-cysteine hydrochloride.
PubMed:
[Toxic effect of a lead complex with DL-cysteine on Aspergillus niger].
PubMed:
Some observations on the biosynthesis of the plant sulpholipid by Euglena gracilis.
PubMed:
Observations on the uptake of 35-sulfur by the hypothalamo-hypophysial system of the white-crowned sparrow (Zonotrichia leucophrys gambelii) following intraventricular injection of 35-S DL-cysteine.
PubMed:
Sulphur metabolism in the pituitary and hypothalamus of the rat: a study of radioisotope-uptake after the injection of 35S DL-cysteine, methionine, and sodium sulphate.