Genetic Manipulation of an Aminotransferase Family Gene dtlA Activates Youssoufenes in Marine-Derived Streptomyces youssoufiensis

Org Lett. 2020 Jan 17;22(2):729-733. doi: 10.1021/acs.orglett.9b04559. Epub 2019 Dec 31.

Abstract

Disruption of an aminotransferase family gene dtlA activated the production of a novel dimeric benzoic polyene acids (BPAs), named youssoufene A1 (1), along with four new (2-5, youssoufenes B1-B4) and a known (6) monomeric BPA in the marine-derived Streptomyces youssoufiensis OUC6819. The structures of 1-5 were elucidated by extensive spectroscopic and computational approaches. Youssoufene A1 (1) exhibited notably increased growth inhibition (MIC = 12.5 μg/mL) against multidrug resistant Enterococcus faecalis compared to monomeric structures (2-6).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Polyenes / chemistry*
  • Polyenes / metabolism
  • Stereoisomerism
  • Streptomyces / enzymology*
  • Transaminases / genetics
  • Transaminases / metabolism*

Substances

  • Polyenes
  • Transaminases

Supplementary concepts

  • Streptomyces youssoufiensis