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(4S,2RS)-2,5,5-TRIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID - CAS 212755-85-6

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Category
Main Product
Product Name
(4S,2RS)-2,5,5-TRIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID
Catalog Number
212755-85-6
Synonyms
CHEBI:141059;(4S)-2,5,5-trimethyl-1,3-thiazolidine-4-carboxylicacid;(S)-2,5,5-Trimethyl-thiazolidine-4-carboxylicacid;SBB017062;212755-85-6;AC1MBG3I
CAS Number
212755-85-6
Molecular Weight
175.25
Molecular Formula
C7H13NO2S
COA
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MSDS
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Canonical SMILES
CC1NC(C(S1)(C)C)C(=O)O
InChI
InChI=1S/C7H13NO2S/c1-4-8-5(6(9)10)7(2,3)11-4/h4-5,8H,1-3H3,(H,9,10)/t4?,5-/m0/s1
InChIKey
MQQSPQRNCBFBSG-AKGZTFGVSA-N
Structure
CAS 212755-85-6 (4S,2RS)-2,5,5-TRIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID
Specification
Purity
95%
Boiling Point
316.8ºC at 760mmHg
Melting Point
166-168ºC
Density
1.131g/cm3
Reference Reading
1.Liquid chromatography/tandem mass spectrometry determination of (4S,2RS)-2,5,5-trimethylthiazolidine-4-carboxylic acid, a stable adduct formed between D-(-)-penicillamine and acetaldehyde (main biological metabolite of ethanol), in plasma, liver and brain rat tissues.
Serrano E1, Pozo OJ, Beltrán J, Hernández F, Font L, Miquel M, Aragon CM. Rapid Commun Mass Spectrom. 2007;21(7):1221-9.
Acetaldehyde, the main biological metabolite of ethanol, is nowadays considered to mediate some ethanol-induced effects. Previous studies on alcohol effect attenuation have shown that D-(-)-penicillamine (3-mercapto-D-valine), a thiol amino acid, acts as an effective agent for the inactivation of acetaldehyde. In the study reported here, laboratory rats were treated with ethanol and D-(-)-penicillamine at different doses looking for the interaction (in vivo) of D-(-)-penicillamine with metabolically formed acetaldehyde following a condensation reaction to form the stable adduct (4S,2RS)-2,5,5-trimethylthiazolidine-4-carboxylic acid (TMTCA). A novel and rapid procedure based on liquid chromatography coupled to tandem mass spectrometry (LC/MS/MS) was developed for quantification and reliable identification of TMTCA in different rat tissues, including plasma, liver and brain. Firstly, plasma was obtained from whole blood. Then, proteins were precipitated from plasma, brain and liver extracts with acetonitrile and the clarified extracts diluted 10-fold.
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