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与硼酸发生的可逆点击反应,用于在水中构建超分子结构。

Reversible click reactions with boronic acids to build supramolecular architectures in water.

作者信息

Arzt Matthias, Seidler Christiane, Ng David Y W, Weil Tanja

机构信息

Department of Organic Chemistry III, University of Ulm, Albert-Einstein-Allee 11, 89081 Ulm (Germany), Fax: (+49) 7315022879.

出版信息

Chem Asian J. 2014 Aug;9(8):1994-2003. doi: 10.1002/asia.201402061. Epub 2014 Apr 24.

Abstract

The interaction of boronic acids with various bifunctional reagents offers great potential for the preparation of responsive supramolecular architectures. Boronic acids react with 1,2-diols yielding cyclic boronate esters that are stable at pH>7.4 but can be hydrolyzed at pH<5.0. The phenylboronic acid (PBA)-salicylhydroxamic acid (SHA) system offers ultra-fast reaction kinetics and high binding affinities. This Focus Review summarizes the current advances in exploiting the bioorthogonal interaction of boronic acids to build pH-responsive supramolecular architectures in water.

摘要

硼酸与各种双功能试剂的相互作用为制备响应性超分子结构提供了巨大潜力。硼酸与1,2 -二醇反应生成环状硼酸酯,该酯在pH>7.4时稳定,但在pH<5.0时可水解。苯基硼酸(PBA)-水杨基异羟肟酸(SHA)体系具有超快的反应动力学和高结合亲和力。本重点综述总结了利用硼酸的生物正交相互作用在水中构建pH响应性超分子结构的当前进展。

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