Selective functionalization of a genetically encoded alkene-containing protein via "Photoclick Chemistry" in bacterial cells

Selective functionalization of a genetically encoded alkene-containing protein via "Photoclick Chemistry" in bacterial cells
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DOI:
10.1021/ja803598e
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发表时间:
2008-07-30
影响因子:
15
通讯作者:
Lin, Qing
Lin, Qing
中科院分区:
化学1区
文献类型:
--
作者:
Song, Wenjiao;Wang, Yizhong;Lin, Qing

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我们报道了一种基于四唑的光点击化学,它可以用来选择性地功能化一种在大肠杆菌内蛋白质中编码的烯烃。coli细胞。该反应涉及E.大肠杆菌细胞,随后在302 nm(4分钟)下进行短暂的光照射,并在4 ℃下孵育过夜。这种体内烯烃官能化过程简单、直接,并且对E. coli细胞。此外,形成了荧光加合物,便于监测体内反应。该反应为研究生命系统中含烯烃蛋白质提供了一种新的工具。
We report a tetrazole-based, photoclick chemistry that can be employed to selectively functionalize an alkene genetically encoded in a protein inside E. coli cells. The reaction involved the treatment of E. coli cells with cell-permeable tetrazoles followed by a brief photo irradiation at 302 nm (4 min) and an overnight incubation at 4 degrees C. This in vivo alkene functionalization procedure was simple, straightforward, and nontoxic to E. coli cells. Additionally, fluorescent adducts were formed, facilitating the monitoring of the reaction in vivo. This reaction should offer a new tool for the study of alkene-containing proteins in living systems.