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Key Documents

O6254

Sigma-Aldrich

(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
Beilstein:
4179169
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.26

product name

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

Assay

≥97% (TLC)
≥98% (titration)

form

(powder to crystals)

technique(s)

cell culture | plant: suitable

color

white to off-white

SMILES string

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

InChI

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

InChI key

BMLMGCPTLHPWPY-REOHCLBHSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
María José Clemente-Moreno et al.
Plant, cell & environment, 36(3), 640-654 (2012-08-24)
Sharka, a disease caused by plum pox virus (PPV), has a significant economic impact on fruit tree production. In this work, we analysed the effect of (2,1,3)-benzothiadiazole (BTH) and L-2-oxo-4-thiazolidine-carboxylic acid (OTC) on plant growth and virus content. OTC reduced
Sandra Hodge et al.
American journal of respiratory cell and molecular biology, 44(5), 673-681 (2010-07-03)
Defective efferocytosis may perpetuate inflammation in smokers with or without chronic obstructive pulmonary disease (COPD). Macrophages may phenotypically polarize to classically activated M1 (proinflammatory; regulation of antigen presentation) or alternatively activated M2 (poor antigen presentation; improved efferocytosis) markers. In bronchoalveolar
T-H Lee et al.
International endodontic journal, 43(5), 430-435 (2010-06-04)
To evaluate the mechanisms of cytotoxicity of chlorhexidine (CHX) in human osteoblastic cells in vitro. Cytotoxicity, cell proliferation and collagen synthesis assays were performed to elucidate the toxic effects of CHX on the human osteoblastic cell line U2OS. To determine
Jeffrey S Otis et al.
Alcohol and alcoholism (Oxford, Oxfordshire), 45(6), 495-500 (2010-10-12)
To assess the effectiveness of procysteine (PRO) supplementation provided during a period of abstinence (ABS) on alcohol-induced skeletal muscle atrophy and oxidant stress. Age- and gender-matched Sprague-Dawley rats were fed the Lieber-DeCarli liquid diet containing either alcohol or an isocaloric

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