Insights into 6-Methylsalicylic Acid Bio-assembly by Using Chemical Probes

Angew Chem Int Ed Engl. 2016 Mar 1;55(10):3463-7. doi: 10.1002/anie.201509038. Epub 2016 Feb 2.

Abstract

Chemical probes capable of reacting with KS (ketosynthase)-bound biosynthetic intermediates were utilized for the investigation of the model type I iterative polyketide synthase 6-methylsalicylic acid synthase (6-MSAS) in vivo and in vitro. From the fermentation of fungal and bacterial 6-MSAS hosts in the presence of chain termination probes, a full range of biosynthetic intermediates was isolated and characterized for the first time. Meanwhile, in vitro studies of recombinant 6-MSA synthases with both nonhydrolyzable and hydrolyzable substrate mimics have provided additional insights into substrate recognition, providing the basis for further exploration of the enzyme catalytic activities.

Keywords: chemical probes; dehydratase; iterative polyketide catalysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, High Pressure Liquid
  • Molecular Probes*
  • Salicylates / metabolism*

Substances

  • Molecular Probes
  • Salicylates
  • 6-methylsalicylic acid