273449
(4R)-(−)-2-Thioxo-4-thiazolidinecarboxylic acid
99%
Synonym(s):
(R)-(−)-2-Thioxo-4-thiazolidinecarboxylic acid, Raphanusamic acid
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About This Item
Empirical Formula (Hill Notation):
C4H5NO2S2
CAS Number:
Molecular Weight:
163.22
Beilstein:
82632
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22
Assay
99%
form
powder
optical activity
[α]29/D −86°, c = 2.5 in 0.5 M HCl
reaction suitability
reaction type: solution phase peptide synthesis
mp
179-181 °C (lit.)
application(s)
peptide synthesis
SMILES string
OC(=O)[C@@H]1CSC(=S)N1
InChI
1S/C4H5NO2S2/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1
InChI key
SQUOCHQOQMZGQP-REOHCLBHSA-N
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A glucosinolate metabolism pathway in living plant cells mediates broad-spectrum antifungal defense.
Pawel Bednarek et al.
Science (New York, N.Y.), 323(5910), 101-106 (2008-12-20)
Selection pressure exerted by insects and microorganisms shapes the diversity of plant secondary metabolites. We identified a metabolic pathway for glucosinolates, known insect deterrents, that differs from the pathway activated by chewing insects. This pathway is active in living plant
V Amarnath et al.
Chemical research in toxicology, 14(9), 1277-1283 (2001-09-18)
A new method is reported for the analysis of 2-thioxothiazolidine-4-carboxylic acid (TTCA) in urine that is amenable to automation and provides greatly simplified chromatograms. The method comprises the addition of tetrahydro-2-thioxo-2H-1,3-thiazine-4-carboxylic acid, which is chemically similar to TTCA, as internal
A J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 54 ( Pt 11), 1634-1637 (1998-12-19)
The title acid, C4H5NO2S2, crystallized in the noncentrosymmetric space group P2(1)2(1)2(1) with one molecule as the asymmetric unit. Two hydrogen bonds occur, namely, N--H...O, with a donor-acceptor distance of 2.850 (2) A, and O-H...S (resonance induced), with a donor-acceptor distance
S E Sparks et al.
Journal of biochemical and molecular toxicology, 14(1), 26-32 (1999-11-24)
Chloropicrin (CCl3NO2) is a widely used soil fumigant with an unknown mechanism of acute toxicity. We investigated the possible involvement of dechlorination in CCl3NO2 toxicity by considering its metabolism, inhibition of pyruvate and succinate dehydrogenases, cytotoxicity in cultured cells, and
Verena Jeschke et al.
Frontiers in plant science, 10, 1560-1560 (2019-12-24)
Dynamically changing environmental conditions promote a complex regulation of plant metabolism and balanced resource investments to development and defense. Plants of the Brassicales order constitutively allocate carbon, nitrogen, and sulfur to synthesize glucosinolates as their primary defense metabolites. Previous findings
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