Direct detection of nitroxyl in aqueous solution using a tripodal copper(II) BODIPY complex.
Direct detection of nitroxyl in aqueous solution using a tripodal copper(II) BODIPY complex.
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DOI：
10.1021/ja909148v
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发表时间：
2010-04-28
影响因子：
15
通讯作者：
Lippard, Stephen J.
中科院分区：
文献类型：
--
作者：
Rosenthal, Joel;Lippard, Stephen J.
介绍了BODIPY-三氮唑-1(BOT1)的合成、光物理性质和生物应用。BOT1通过三唑桥将BODIPY荧光团与三脚架配体平台并列在一起。三氮唑连接物由叠氮−炔烃化学提供，并包括三脚架结构的第三臂。BOT1与水溶液中的Cu2+结合形成CuII[BOT1]络合物，其中BODIPY部分的发射被有效猝灭。这种络合物在暴露于氮氧基时表现出迅速的开启反应，并且这种发射反应是HNO相对于其他活性氮和氧物种所特有的。值得注意的是，CuII[BOT1]在一氧化氮存在的情况下不会发光，使该系统成为第一个能够在生理相关条件下检测HNO和NO的离散分子探针。荧光显微镜实验证明，CuII[BOT1]是膜通透性的，并能成功地发出活细胞中存在HNO的信号。
The synthesis, photophysical properties, and a biological application of BODIPY-triazole 1 (BOT1) are described. BOT1 juxtaposes a BODIPY fluorophore with a tripodal ligand platform via a triazole bridge. The triazole linker is afforded by azide−alkyne “click” chemistry and comprises the third arm of the tripodal architecture. BOT1 binds Cu2+in aqueous solution to form a CuII[BOT1] complex in which emission from the BODIPY moiety is efficiently quenched. This complex exhibits a prompt turn-on response when exposed to nitroxyl, and this emission response is specific to HNO over other reactive nitrogen and oxygen species. Notably, CuII[BOT1] does not fluoresce in the presence of nitric oxide, making this system the first discrete molecular probe capable of detecting HNO over NO under physiologically relevant conditions. Fluorescence microscopy experiments establish that CuII[BOT1] is membrane-permeable and can successfully signal the presence of HNO in live cells.
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影响因子：
21.8
作者：
Kim, Jong-Ho;Heller, Daniel A.;Strano, Michael S.
通讯作者：
Strano, Michael S.
DOI：
10.1073/pnas.91.23.10992
发表时间：
1994-11-08
影响因子：
11.1
作者：
HOBBS, AJ;FUKUTO, JM;IGNARRO, LJ
通讯作者：
IGNARRO, LJ
影响因子：
8.3
作者：
Irvine, JC;Favaloro, JL;Kemp-Harper, BK
通讯作者：
Kemp-Harper, BK
影响因子：
7.4
作者：
Liochev, SI;Fridovich, I
通讯作者：
Fridovich, I
影响因子：
5.2
作者：
Huang, Sha;Clark, Ronald J.;Zhu, Lei
通讯作者：
Zhu, Lei