Biosynthesis of Vitroprocines by α-Oxoamine Synthase and Oxidoreductase Identified from Vibrio sp. QWI-06

Chih Chuang Liaw, Li Hua Lo, Tien Hsing Cheng, Yuen Ting Chan, Yu Ru Huang, Andrew H.J. Wang, Hsin Yang Chang

Research output: Contribution to journalArticlepeer-review

Abstract

A specific α-oxoamine synthase (VsAOS-2) and an oxidoreductase (VsOR) identified from marine Vibrio sp. QWI-06 were involved in the decarboxylative condensation of l-tyrosine to lauroyl-CoA following the reduction of the ketone group to form vitroprocine-type compound 1. The intermediates and products were characterized through HR-MS and their MS/MS fragmentations. This study reveals the biosynthetic pathway of vitroprocines and provides a useful model for elucidating the reaction mechanism underlying the production of amino acid-polyketide derivatives in microorganisms.

Original languageEnglish
Pages (from-to)3281-3285
Number of pages5
JournalOrganic Letters
Volume24
Issue number17
DOIs
Publication statusPublished - May 6 2022

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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