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A Photoactivatable Small‐Molecule Probe for the In Vivo Capture of Polyketide Intermediates
Author(s) -
Kilgour Samantha L.,
Jenkins Robert,
Tosin Manuela
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201903661
Subject(s) - polyketide , chemistry , lasalocid , strain (injury) , substrate (aquarium) , stereochemistry , molecule , streptomyces , mutant , combinatorial chemistry , bacteria , biosynthesis , biochemistry , biology , enzyme , organic chemistry , genetics , anatomy , ecology , ionophore , membrane , gene
A photolabile carba(dethia) malonyl N ‐acetylcysteamine derivative was devised and prepared for the trapping of biosynthetic polyketide intermediates following light activation. From the lasalocid A polyketide assembly in a mutant strain of the soil bacterium Streptomyces lasaliensis , a previously undetected cyclised intermediate was identified and characterised, providing a new outlook on the timing of substrate processing.