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- Title
Chemical Probes for the Functionalization of Polyketide Intermediates.
- Authors
Riva, Elena; Wilkening, Ina; Gazzola, Silvia; Li, W. M. Ariel; Smith, Luke; Leadlay, Peter F.; Tosin, Manuela
- Abstract
A library of functionalized chemical probes capable of reacting with ketosynthase-bound biosynthetic intermediates was prepared and utilized to explore in vivo polyketide diversification. Fermentation of ACP mutants of S. lasaliensis in the presence of the probes generated a range of unnatural polyketide derivatives, including novel putative lasalocid A derivatives characterized by variable aryl ketone moieties and linear polyketide chains (bearing alkyne/azide handles and fluorine) flanking the polyether scaffold. By providing direct information on microorganism tolerance and enzyme processing of unnatural malonyl-ACP analogues, as well as on the amenability of unnatural polyketides to further structural modifications, the chemical probes constitute invaluable tools for the development of novel mutasynthesis and synthetic biology.
- Subjects
POLYKETIDE synthases; POLYKETIDES; CHEMICAL reactions; STREPTOMYCES; KETONES
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 44, p12138
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201407448