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Synthesis of S-(carboxymethyl)-D-cysteine by 3-chloro-D-alanine chloride-lyase of pseudomonas putida CR 1-1.

S-(Carboxymethyl)-D-cysteine, which is an important component of semisynthetic cephalosporin, MT-141, was enzymatically synthesized. S-(Ethoxy-carbonyl-methyl)-D-cystein was synthesized from 3-chloro- D-alanine and ethyl thioglycolate by the beta-replacement reaction of 3-chloro-D-alanine chloride-lyase from Pseudomonas putida CR 1-1 and subsequently hydrolyzed by alkali. The synthesized S-(carboxymethyl)-D-cysteine was isolated from a large scale reaction mixture and identified physicochemically. The reaction conditions for the synthesis of S-(ethoxycarbonylmethyl)-D-cysteine were optimized using resting cells of P. putida CR 1-1.[1]

References

  1. Synthesis of S-(carboxymethyl)-D-cysteine by 3-chloro-D-alanine chloride-lyase of pseudomonas putida CR 1-1. Nagasawa, T., Hosono, H., Ohkishi, H., Yamada, H. Appl. Biochem. Biotechnol. (1983) [Pubmed]
 
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