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ortho-(Aminomethyl)phenylboronic acids—synthesis, structure and sugar receptor activity

✍ Scribed by Agnieszka Adamczyk-Woźniak; Zbigniew Brzózka; Michał K. Cyrański; Alicja Filipowicz-Szymańska; Paulina Klimentowska; Anna Żubrowska; Kamil Żukowski; Andrzej Sporzyński


Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
326 KB
Volume
22
Category
Article
ISSN
0268-2605

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✦ Synopsis


Abstract

A series of ortho‐(aminomethyl)phenylboronic acids was synthesized and their structures were determined by single‐crystal X‐ray diffraction. The structures are stabilized by the inter‐ and intramolecular hydrogen bonds. The sugar‐binding ability of these compounds was evaluated for D‐glucose, D‐fructose and D‐galactose by the competition assay with Alizarin Red S (ARS). The results indicate that the sugar binding ability and selectivity towards sugars depend on the substituents in amino group. Copyright © 2008 John Wiley & Sons, Ltd.