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Merck
CN

O6254

(R)-(−)-2-Oxothiazolidine-4-carboxylic acid

≥98% (titration), suitable for plant cell culture

Synonym(s):

L-(−)-2-Oxothiazolidine-4-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C4H5NO3S
CAS Number:
Molecular Weight:
147.15
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Beilstein/REAXYS Number:
4179169
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Product Name

(R)-(−)-2-Oxothiazolidine-4-carboxylic acid, ≥97% (TLC), ≥98% (titration)

InChI

1S/C4H5NO3S/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1

SMILES string

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

InChI key

BMLMGCPTLHPWPY-REOHCLBHSA-N

assay

≥97% (TLC)
≥98% (titration)

form

(powder to crystals)

technique(s)

cell culture | plant: suitable

color

white to off-white

Quality Level

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Application


  • Artificial elevation of glutathione contents in salicylic acid-deficient tobacco (Nicotiana tabacum cv. Xanthi NahG) reduces susceptibility to the powdery mildew pathogen Euoidium longipes.: This study explores the impact of enhanced glutathione levels on resistance to powdery mildew in tobacco plants deficient in salicylic acid, indicating a potential application of R-(−)-2-Oxothiazolidine-4-carboxylic acid in managing plant diseases (Künstler et al., 2020).

Biochem/physiol Actions

2-Oxothiazolidine-4-carboxylic acid augments glutathione and cysteine production.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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A Künstler et al.
Plant biology (Stuttgart, Germany), 22(1), 70-80 (2019-07-10)
The effects of elevated glutathione levels on defence responses to powdery mildew (Euoidium longipes) were investigated in a salicylic acid-deficient tobacco (Nicotiana tabacum cv. Xanthi NahG) and wild-type cv. Xanthi plants, where salicylic acid (SA) contents are normal. Aqueous solutions
Erik R Kline et al.
American journal of physiology. Heart and circulatory physiology, 294(6), H2792-H2804 (2008-05-06)
Human immunodeficiency virus (HIV)-infected patients have a higher incidence of oxidative stress, endothelial dysfunction, and cardiovascular disease than uninfected individuals. Recent reports have demonstrated that viral proteins upregulate reactive oxygen species, which may contribute to elevated cardiovascular risk in HIV-1
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
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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