Literature DB >> 6679711

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

T Nagasawa, H Hosono, H Ohkishi, H Yamada.   

Abstract

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.

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Year:  1983        PMID: 6679711     DOI: 10.1007/bf02780381

Source DB:  PubMed          Journal:  Appl Biochem Biotechnol        ISSN: 0273-2289            Impact factor:   2.926


  5 in total

1.  Studies on the mechanism of action of D-amino acid oxidase. Evidence for removal of substrate -hydrogen as a proton.

Authors:  C T Walsh; A Schonbrunn; R H Abeles
Journal:  J Biol Chem       Date:  1971-11-25       Impact factor: 5.157

2.  Synthesis of D-cysteine from 3-chloro-D-alanine and hydrogen sulfide by 3-chloro-D-alanine hydrogen chloride-lyase (deaminating) of Pseudomonas putida.

Authors:  H Yamada; T Nagasawa; H Ohkishi; B Kawakami; Y Tani
Journal:  Biochem Biophys Res Commun       Date:  1981-06-16       Impact factor: 3.575

3.  Synthesis and biological activity of 7 beta-(2-amino-2-carboxy)-ethylthioacetamido-7 alpha-methoxycephalosporin derivatives.

Authors:  K Iwamatsu; S Inouye; T Tsuruoka; K Mizutani; S Omoto; H Ogino; K Miyauchi; T Watanabe; T Niida
Journal:  J Antibiot (Tokyo)       Date:  1983-03       Impact factor: 2.649

4.  Synthesis of D-cysteine-related amino acids by 3-chloro-D-alanine chloride-lyase of Pseudomonas putida CR 1-1.

Authors:  T Nagasawa; H Hosono; H Ohkishi; Y Tani; H Yamada
Journal:  Biochem Biophys Res Commun       Date:  1983-03-29       Impact factor: 3.575

5.  3-Chloro-D-alanine chloride-lyase (deaminating) of Pseudomonas putida CR 1.1. Purification and characterization of a novel enzyme occurring in 3-chloro-D-alanine-resistant pseudomonads.

Authors:  T Nagasawa; H Ohkishi; B Kawakami; H Yamano; H Hosono; Y Tani; H Yamada
Journal:  J Biol Chem       Date:  1982-11-25       Impact factor: 5.157

  5 in total
  2 in total

Review 1.  Enzymatic transformations of 3-chloroalanine into useful amino acids.

Authors:  T Nagasawa; H Yamada
Journal:  Appl Biochem Biotechnol       Date:  1986-10       Impact factor: 2.926

2.  Physiological comparison of D-cysteine desulfhydrase of Escherichia coli with 3-chloro-D-alanine dehydrochlorinase of Pseudomonas putida CR 1-1.

Authors:  T Nagasawa; T Ishii; H Yamada
Journal:  Arch Microbiol       Date:  1988       Impact factor: 2.552

  2 in total

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