Hydroxyamines as a New Motif for the Molecular Recognition of Phosphodiesters: Implications for Aminogloycoside–RNA Interactions

Abstract

Particularly stable complexes with bidentate binding are formed between 1,3-hydroxyamines and dimethylphosphate, which serve as models of the complexes formed by aminoglycoside antibiotics such as neomycin B (1) and RNA phosphodiesters. This recognition motif involving a hydrogen bond with the hydroxyl group is also found in the complexation of anions by simple aminoglycosides in aqueous solution.