Department of Pharmaceutical Gene Modulation, University of Groningen, Antonius Deusinglaan 1, 9713 AV Groningen (The Netherlands).
Chembiochem. 2014 Jan 24;15(2):209-12. doi: 10.1002/cbic.201300714. Epub 2013 Dec 20.
An increasing number of chemical reactions are being employed for bio-orthogonal ligation of detection labels to protein-bound functional groups. Several of these strategies, however, are limited in their application to pure proteins and are ineffective in complex biological samples such as cell lysates. Here we present the palladium-catalyzed oxidative Heck reaction as a new and robust bio-orthogonal strategy for linking functionalized arylboronic acids to protein-bound alkenes in high yields and with excellent chemoselectivity even in the presence of complex protein mixtures from living cells. Advantageously, this reaction proceeds under aerobic conditions, whereas most other metal-catalyzed reactions require inert atmosphere.
越来越多的化学反应被用于将检测标签生物正交地连接到蛋白质结合的官能团上。然而，这些策略中的许多在应用于纯蛋白质时受到限制，并且在细胞裂解物等复杂生物样品中无效。在这里，我们提出钯催化的氧化 Heck 反应作为一种新的、强大的生物正交策略，用于将功能化的芳基硼酸高效且具有极好的化学选择性地连接到蛋白质结合的烯烃上，即使在来自活细胞的复杂蛋白质混合物存在下也是如此。有利的是，该反应在有氧条件下进行，而大多数其他金属催化的反应需要惰性气氛。
