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The glycan portion of macrolide antibiotics modulates their efficacy. High-level expression of three macrolide GTs and kinetic analysis has revealed a highly selective synthetic "tool kit" with such plasticity that 12 glycan-modified macrolide antibiotics have been readily created. One of these (1-Gal) is enhanced over its parent oleandomycin (1) by "glycotargeting", allowing higher uptake through active internalization by virtue of the attachment of a glycan (Gal) not normally found on 1. Subsequent release of the targeting glycan by endogenous galactosidase activity releases 1.

Original publication




Journal article


J Am Chem Soc

Publication Date





9336 - 9337


Anti-Bacterial Agents, Bacterial Proteins, Erythromycin, Glucosyltransferases, Glycosylation, Gram-Positive Bacteria, Ketolides, Microbial Sensitivity Tests, Oleandomycin, Substrate Specificity