Syntheses of S-Substituted L-Homocysteine Derivatives by Cystathionine γ-Lyase of Streptomyces phaeochromogenes

Hiroshi Kanzaki, Michihiko Kobayashi, Toru Nagasawa, Hideaki Yamada

Research output: Contribution to journalArticle

Abstract

Cystathionine y-lyase from Streptomyces phaeochromogenes catalyzes not only the α,γ-elimination reaction of L-cystathionine, but also the y-replacement reaction of L-homoserine in the presence of thiol compounds. Substrates for the enzyme in the y-replacement reaction were examined. It was found that D-cysteine, L- and D-homocysteine, and 3- and 2-mercaptopropionate served as preferable substrates in the y-replacement reaction. D-Allocystathionine,*1L- and mesohomolanthionine, S-carboxyethyl-L-homocysteine and S-methylcarboxymethyl-L-homocysteine were enzymatically synthesized from L-homoserine and the corresponding thiol compounds. The thus synthesized S-substituted L-homocysteine derivatives were isolated from large scale reaction mixtures and identified physicochemically.

Original languageEnglish
Pages (from-to)391-397
Number of pages7
JournalAgricultural and Biological Chemistry
Volume50
Issue number2
DOIs
Publication statusPublished - Jan 1 1986
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Agricultural and Biological Sciences(all)

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