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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)

Quality Level

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
Abderrahim Nemmar et al.
Toxicology, 263(2-3), 84-92 (2009-06-30)
Inhaled particulate matter is associated with increased cerebro- and cardiovascular events. However, the systemic mechanisms underlying these effects remain unclear. In the present study, we investigated the mechanisms underlying the relationship between airway and systemic inflammation and pial cerebral venular
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
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
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

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