Preparation of erythromycin analogs having functional groups at C-15
Gary W Ashley1, Mark Burlingame, Ruchir Desai
1Kosan Biosciences, Inc., 3832, Bay Center Place, Hayward, California 94545, USA. Ashley@kosan.com
Abstract:
Chemobiosynthesis has been used to prepare analogs of erythromycins having unique functional groups at the 15-position. Using diketide thioester feeding to genetically engineered Streptomyces coelicolor, analogs of 6-deoxyerythronolide B were prepared having 15-fluoro, 15-chloro, and 15-azido groups. Bioconversion using a genetically engineered mutant of Saccharopolyspora erythraea was used to produce 15-fluoroerythromycin A and 15-azidoerythromycin A. These new erythromycin analogs provide antibacterial macrolides with unique physicochemical properties and functional groups that allow for selective derivatization.
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