Functionalization of the 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) core
Functionalization of the 4,4-difluoro-4-bora-3a, 4a-diaza-s-indacene (BODIPY) core
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DOI：
10.1016/j.bmcl.2007.10.103
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发表时间：
2008-05-15
影响因子：
2.7
通讯作者：
Burgess, Kevin
中科院分区：
文献类型：
--
作者：
Li, Lingling;Nguyen, Binh;Burgess, Kevin
制备了新的BODIPY体系1和2，然后用作底物来探索SNAr和F-B置换反应。氯化物很容易被哌啶/酯从1中取代，甲基溴化镁选择性地取代氟化物，而氰化物可以攻击这两个位点。系统2容易地将软亲核试剂添加到亲电碳原子上，提供了一种将BODIPY与蛋白质生物缀合的新方法，同时还引入了19 F探针。(c)2007爱思唯尔有限公司保留所有权利。
The new BODIPY systems 1 and 2 were prepared and then used as substrates to explore SNAr and F-B displacement reactions. Chloride was easily displaced from 1 by a piperidine/ester, methylmagnesium bromide selectively displaced fluoride, and cyanide could attack both sites. System 2 readily added soft nucleophiles to the electrophilic carbon atoms, providing a new method for bioconjugation of BODIPYs to proteins while also introducing a 19 F probe. (c) 2007 Elsevier Ltd. All rights reserved.