用于生物共轭的铜催化叠氮化物-炔烃点击化学
Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation.
作者信息
Presolski Stanislav I, Hong Vu Phong, Finn M G
机构信息
Department of Chemistry, The Scripps Research Institute, La Jolla, California.
出版信息
Curr Protoc Chem Biol. 2011;3(4):153-162. doi: 10.1002/9780470559277.ch110148. Epub 2011 Dec 1.
Abstract
The copper-catalyzed azide-alkyne cycloaddition reaction is widely used for the connection of molecular entities of all sizes. A protocol is provided here for the process with biomolecules. Ascorbate is used as reducing agent to maintain the required cuprous oxidation state. Since these convenient conditions produce reactive oxygen species, five equivalents of a copper-binding ligand is used with respect to metal. The ligand both accelerates the reaction and serves as a sacrificial reductant, protecting the biomolecules from oxidation. A procedure is also described for testing the efficiency of the reaction under desired conditions for purposes of optimization, before expensive biological reagents are used.
摘要
铜催化的叠氮化物-炔烃环加成反应被广泛用于连接各种大小的分子实体。本文提供了一种用于生物分子的该反应方法。使用抗坏血酸作为还原剂以维持所需的亚铜氧化态。由于这些便利条件会产生活性氧，因此相对于金属使用五当量的铜结合配体。该配体既能加速反应，又可作为牺牲性还原剂，保护生物分子不被氧化。还描述了一种在使用昂贵的生物试剂之前，为优化目的而在所需条件下测试反应效率的程序。
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