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Herein, we report the preparation and characterisation of the primary pH degradation products of doramectin, a potent second-generation endectocide. Under mildly acidic conditions, doramectin underwent sequential deglycosylation to yield doramectin monosaccharide and doramectin aglycone respectively. Under basic conditions, doramectin isomerised reversibly to give 2-epidoramectin and irreversibly to give Δ2,3-doramectin. The isomerisation of doramectin to Δ2,3-doramectin proceeded stereoselectively, exclusively yielding the 4S epimer.
Overcoming antibiotic resistance: rapid discovery of new antibacterial drug targets using chemicalproteomics
Piggott, A., MQRES, M., MQRES (International), M. (. & Capon, R.
7/04/14 → …