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302023

Sigma-Aldrich

(−)-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
Beilstein:
4179169
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

97%

optical activity

[α]19/D −60°, c = 1 in H2O

mp

174 °C (dec.) (lit.)

SMILES string

OC(=O)[C@@H]1CSC(=O)N1

Application

An intermediate in the total synthesis of (+)-latrunculin A.

replaced by

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The Journal of Organic Chemistry, 57, 5292-5292 (1992)
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
Nghi Phung et al.
International journal of molecular medicine, 24(2), 171-180 (2009-07-07)
The mechanistic significance of oxidative stress to fibrogenesis in the methionine and choline-deficient (MCD) diet-induced model of steatohepatitis was evaluated by antioxidant intervention, using either vitamin E or L-2-oxothiazolidine-4-carboxylate (OTC), a cysteine precursor that promotes glutathione synthesis. Significant depletion of
F-M Huang et al.
International endodontic journal, 43(12), 1091-1097 (2010-07-22)
To evaluate ex vivo the mechanisms of cytotoxicity of dentine bonding agents in human pulp cells in vitro. Human pulp cells were obtained from impacted third molars with informed consent and then cultured using an explant technique. Set specimens from
Mehdi Saberi et al.
Iranian biomedical journal, 13(4), 215-221 (2009-12-01)
Using human skin-fibroblast cell line HF2FF, the efficacy of some drugs was evaluated against sulfur mustard (SM) cytotoxicity. The drugs were the sulfhydryl containing molecule including N-acetylcysteine (NAC), 2-oxo-thiazolidine-4-carboxylate (OTC) and acetaminophen as glutathione (GSH) stimulator pathway. The protective effects

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