H-1-NMR analysis of copper-aminoglycoside complexes in solution and its implication for regioselective modification of multifunctional aminoglycoside antibiotics

摘要

A method for analysis of complexes of the cupric ion with aminoglycoside antibiotics based on the measurement of the paramagnetic contribution of the cupric ion to T-1 relaxation time on H-1-NMR spectra of the antibiotics is described. The information from the NMR experiments was supplemented by molecular modeling studies and proved valuable in predicting the reactivities of these complexes toward reagents for modification of amines, which were used in regioselective, and often regiospecific, derivatization of these important antibiotics. (C) 1998 Elsevier Science Ltd. All rights reserved. [References: 24]