Chemiluminescent Probes for Imaging H(2)S in Living Animals.
Chemiluminescent Probes for Imaging H(2)S in Living Animals.
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DOI：
10.1039/c4sc03516j
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发表时间：
2015-03
期刊：
影响因子：
8.4
通讯作者：
Lippert AR
中科院分区：
文献类型：
--
作者：
Cao J;Lopez R;Thacker JM;Moon JY;Jiang C;Morris SN;Bauer JH;Tao P;Mason RP;Lippert AR
响应性的1，2-二氧杂环己烷化学发光探针已经被开发出来，它可以显示对硫化氢的瞬时、灵敏和选择性的反应，并且能够在活着的小鼠身上成像硫化氢。硫化氢是人类健康和疾病的内源性介质，但在活细胞和动物中进行精确测量仍然是一个相当大的挑战。本文报道了三种基于1，2-二氧杂环己烷化学发光反应的硫化氢探针CHS-1、CHS-2和CHS-3的全化学合成和表征。在生理pH下用硫化氢处理后，这些探针显示出持续一个多小时的瞬时发光，对其他活性硫、氧和氮物种具有高选择性。对苯酚/苯酚平衡和原子电荷的分析为设计改进的化学发光探针提供了一个普遍适用的预测模型。这些化学发光试剂的用途是通过应用CHS-3使用多孔板阅读器检测细胞生成的硫化氢，并使用CCD相机技术在活体小鼠身上拍摄硫化氢图像。
Responsive 1,2-dioxetane chemiluminescent probes have been developed that display instantaneous, sensitive, and selective responses to H2S and are capable of imaging H2S in living mice. Hydrogen sulphide (H2S) is an endogenous mediator of human health and disease, but precise measurement in living cells and animals remains a considerable challenge. We report the total chemical synthesis and characterization of three 1,2-dioxetane chemiluminescent reaction-based H2S probes, CHS-1, CHS-2, and CHS-3. Upon treatment with H2S at physiological pH, these probes display instantaneous light emission that is sustained for over an hour with high selectivity against other reactive sulphur, oxygen, and nitrogen species. Analysis of the phenol/phenolate equilibrium and atomic charges has provided a generally applicable predictive model to design improved chemiluminescent probes. The utility of these chemiluminescent reagents was demonstrated by applying CHS-3 to detect cellularly generated H2S using a multi-well plate reader and to image H2S in living mice using CCD camera technology.