Interactions between boric acid derivatives and saccharides in aqueous media: Structures and stabilities of resulting esters

The general principles of interaction between bor(on)ic acids and sugars in aqueous media are discussed with a focus on the structural aspects that play a role with respect to the regioselectivity of the interactions and the stability of the resulting adducts. Preorganization and pK(a) s appear to play important roles. Glucose and sialic acid will be demonstrated to be the promising targets for artificial B-based sensors. These sugars are important markers for diabetes and cancer, respectively. (C) 2014 Elsevier B.V. All rights reserved.