Site-Selective Bromination of Vancomycin

Autor: Pathak, Tejas P., Miller, Scott J.
Zdroj: Journal of the American Chemical Society; 20240101, Issue: Preprints
Abstrakt: We report the site-selective bromination of vancomycin to produce, with substantial efficiency, previously unknown monobromovancomycins, a dibromovancomycin, and a tribromovancomycin. We document the inherent reactivity of native vancomycin toward N-bromophthalimide. We then demonstrate significant rate acceleration and perturbation of the inherent product distribution in the presence of a rationally designed peptide-based promoter. Alternative site selectivity is observed as a function of solvent and replacement of the peptide with guanidine.
Databáze: Supplemental Index