129392-86-5Relevant articles and documents
Chemical probes for the functionalization of polyketide intermediates
Riva, Elena,Wilkening, Ina,Gazzola, Silvia,Li, W. M. Ariel,Smith, Luke,Leadlay, Peter F.,Tosin, Manuela
, p. 11944 - 11949 (2014)
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.