Allyl sulfides are privileged substrates in aqueous cross-metathesis: Application to site-selective protein modification
Allyl sulfides are privileged substrates in aqueous cross-metathesis: Application to site-selective protein modification
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DOI：
10.1021/ja8026168
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发表时间：
2008-07-30
影响因子：
15
通讯作者：
Davis, Benjamin G.
中科院分区：
文献类型：
--
作者：
Lin, Yuya A.;Chalker, Justin M.;Davis, Benjamin G.
烯丙基硫醚在水介质中与 Hoveyda-Grubbs 第二代催化剂 1 进行有效的交叉复分解。烯丙基硫醚在交叉复分解中的高反应性在蛋白质表面交叉复分解的第一个例子中得到了利用。 S-烯丙基半胱氨酸以化学方式掺入蛋白质中，提供必需的烯丙基硫醚柄。还报道了通过基因方式将 S-烯丙基半胱氨酸整合到蛋白质中的初步努力。
Allyl sulfides undergo efficient cross-metathesis in aqueous media with Hoveyda-Grubbs second generation catalyst 1. The high reactivity of allyl sulfides in cross-metathesis was exploited in the first examples of cross-metathesis on a protein surface. S-Allylcysteine was incorporated chemically into the protein, providing the requisite allyl sulfide handle. Preliminary efforts to genetically incorporate S-allylcysteine into proteins are also reported.