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Chemical Compound Review:

SureCN23170 1,3-thiazolidine-2-carboxylic acid

Synonyms: AG-L-62915, ACMC-20aiwa, ANW-75416, AK-50392, KB-61602, ...

Hamilton, G.A. et al., Fitzpatrick, P.F. et al., Arakawa, R. et al., Busiello, V. et al.

Arakawa, Kobayashi, Fukuo, Shiraiwa,

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High impact information on beta-Thiaproline

At low concentrations and pH 7.4, the cysteamine-glyoxylate substrate (presumably thiazolidine-2-carboxylic acid) reacts an order of magnitude faster than any other known D-amino acid oxidase substrate [1].
D-Amino acid oxidase is rapidly reduced by thiazolidine-2-carboxylic acid to form a reduced enzyme-imino acid complex, as is typical with D-amino acid oxidase substrates [2].
Optically active 2-thiazolidinecarboxylic acid (2-THC), a substrate for D-amino acid oxidase in animal kidney, is known to undergo racemization quickly in solution [3].
In mammalian systems beta-thiaproline inhibits also leucine incorporation; in rabbit reticulocyte lysate it inhibits ribosome run-off [4].

References

Reactions of cysteamine and other amine metabolites with glyoxylate and oxygen catalyzed by mammalian D-amino acid oxidase. Hamilton, G.A., Buckthal, D.J., Mortensen, R.M., Zerby, K.W. Proc. Natl. Acad. Sci. U.S.A. (1979) [Pubmed]
Thiazolidine-2-carboxylic acid, an adduct of cysteamine and glyoxylate, as a substrate for D-amino acid oxidase. Fitzpatrick, P.F., Massey, V. J. Biol. Chem. (1982) [Pubmed]
Studies on the association of 2-thiazolidinecarboxylic acid and antimony potassium tartrate: chiral recognition and prediction of absolute configuration by electrospray ionization mass spectrometry. Arakawa, R., Kobayashi, M., Fukuo, T., Shiraiwa, T. Rapid Commun. Mass Spectrom. (2001) [Pubmed]
Action of thiazolidine-2-carboxylic acid, a proline analog, on protein synthesizing systems. Busiello, V., di Girolamo, M., Cini, C., De Marco, C. Biochim. Biophys. Acta (1979) [Pubmed]

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