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
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
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
Leonardo F Ferreira et al.
Journal of applied physiology (Bethesda, Md. : 1985), 107(1), 211-216 (2009-05-02)
Fatiguing exercise promotes oxidation of intracellular thiols, notably glutathione. Interventions that oppose or reverse thiol oxidation can inhibit fatigue. The reduced cysteine donor l-2-oxothiazolidine-4-carboxylate (OTC) supports glutathione synthesis and is approved for use in humans but has not been evaluated
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
Anna B Ohlsson et al.
Plant physiology and biochemistry : PPB, 46(7), 655-664 (2008-06-06)
We have earlier shown that nicotinamide (NIC) and nicotinic acid (NiA) can induce defence-related metabolism in plant cells; e.g. increase the level of glutathione. Here we investigated if NIC and NiA could increase the metal tolerance in metal sensitive clones
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
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