302023
(−)-2-Oxo-4-thiazolidinecarboxylic acid
97%
Synonym(s):
(R)-(−)-2-Oxothiazolidine-4-carboxylic acid, L-(−)-2-Oxothiazolidine-4-carboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C4H5NO3S
CAS Number:
Molecular Weight:
147.15
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
4179169
SMILES string
OC(=O)[C@@H]1CSC(=O)N1
assay
97%
optical activity
[α]19/D −60°, c = 1 in H2O
mp
174 °C (dec.) (lit.)
Application
An intermediate in the total synthesis of (+)-latrunculin A.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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The Journal of Organic Chemistry, 57, 5292-5292 (1992)
Michael P Gamcsik et al.
Neurochemical research, 36(3), 443-451 (2010-12-17)
The cysteine precursor L-2-oxothiazolidine-4-carboxylate (OTZ, procysteine) can raise cysteine concentration, and thus glutathione levels, in some tissues. OTZ has therefore been proposed as a prodrug for combating oxidative stress. We have synthesized stable isotope labeled OTZ (i.e. L-2-oxo-[5-(13)C]-thiazolidine-4-carboxylate, (13)C-OTZ) and
M J Clemente-Moreno et al.
Plant biology (Stuttgart, Germany), 12(1), 88-97 (2010-07-27)
The effect of treatment with benzothiadiazole (BTH) or l-2-oxothiazolidine-4-carboxylic acid (OTC), and their interaction with Plum pox virus (PPV) infection, on antioxidative metabolism of pea plants was studied at the subcellular level. PPV infection produced a 20% reduction in plant
Xian Fan et al.
Alcoholism, clinical and experimental research, 35(10), 1866-1875 (2011-05-17)
Alcohol abuse and HIV-1 infection frequently coexist, and these individuals are at high risk for serious lung infections and respiratory failure. Although alcohol ingestion and HIV-1 transgene expression have been shown to independently cause oxidative stress and disrupt alveolar epithelial
Meshal Al Moutaery et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 64(3), 233-237 (2010-09-11)
Earlier studies have suggested an important role of glutathione (GSH) in cytoprotection against free radicals induced oxidative damage. This study reports gastroprotective effects of a cysteine precursor, L-2-oxothiazolidine-4-carboxylate (OTC), in experimental models of gastric secretion and ulceration. Acid secretion studies
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