A novel fluorescence turn-on probe based on diketopyrrolopyrrole-nitroolefin conjugate for highly selective detection of glutathione over cysteine and homocysteine

A novel fluorescence turn-on probe based on diketopyrrolopyrrole-nitroolefin conjugate for highly selective detection of glutathione over cysteine and homocysteine
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DOI:
10.1016/j.snb.2017.01.024
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发表时间:
2017-06
影响因子:
8.4
通讯作者:
Lingyun Wang;Xianggen Chen;D. Cao
Lingyun Wang;Xianggen Chen;D. Cao
中科院分区:
化学1区
文献类型:
--
作者:
Lingyun Wang;Xianggen Chen;D. Cao

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设计并合成了一种新型荧光探针硝基烯烃功能化二酮吡咯并吡咯(DPP-NO2),作为一种高灵敏度和选择性探针,用于检测水介质中的谷胱甘肽(GSH)、半胱氨酸(Cys)、同型半胱氨酸(Hcy)和其他氨基酸。探针是一种非荧光化合物。在 pH 7.2 的缓冲 THF/PBS(v/v = 3:2)溶液中与 GSH 混合后,探针在 548 nm 处呈现黄绿色发射,荧光强度增强 2000 倍,同时吸收光谱从 515 nm 到 489 nm 发生 26 nm 的低色移。该探针非常灵敏,对 GSH 表现出线性荧光开关响应,荧光检测限为 6.14 × 10−8M。此外,通过对 GSH 的荧光开启信号响应,该探针成功用于监测活细胞中的 GSH。
A new fluorescent probe, nitroolefin functionalized diketopyrrolopyrrole (DPP-NO2) was designed and synthesized as a highly sensitive and selective probe for detecting glutathione (GSH) over cysteine (Cys), homocysteine (Hcy) and other amino acids in aqueous media. The probe is a non-fluorescent compound. On being mixed with GSH in buffered THF/PBS (v/v = 3:2) solution at pH 7.2, the probe exhibited the yellow-green emission at 548 nm and a 2000-fold enhancement in fluorescence intensity, along with a 26 nm hypsochromic shift from 515 nm to 489 nm in the absorption spectra. This probe was very sensitive and displayed a linear fluorescence off–on response to GSH with fluorometric detection limit of 6.14 × 10−8M. What’s more, through the fluorescence turn-on signal response to GSH, the probe was successfully utilized for monitoring GSH in living cells.