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Selective and Real-Time Detection of Nitric Oxide by a Two-Photon Fluorescent Probe in Live Cells and Tissue Slices
Analytical Chemistry ( IF 6.7 ) Pub Date : 2017-09-22 00:00:00 , DOI: 10.1021/acs.analchem.7b02680 Chun-Guang Dai 1 , Ji-Long Wang 2 , Ying-Long Fu 1 , Hong-Ping Zhou 3 , Qin-Hua Song 1
Analytical Chemistry ( IF 6.7 ) Pub Date : 2017-09-22 00:00:00 , DOI: 10.1021/acs.analchem.7b02680 Chun-Guang Dai 1 , Ji-Long Wang 2 , Ying-Long Fu 1 , Hong-Ping Zhou 3 , Qin-Hua Song 1
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Nitric oxide (NO) is an important signaling molecule involved in many physiological and pathological processes. To understand these NO-mediated processes, it is a key to develop rapid and specific detection methods for NO. In the past 2 decades, numerous excellent fluorescent probes for NO have been designed; however, it still remains limitations such as slow response, low selectivity, and short excitation wavelength (<600 nm). In this Article, a two-photon fluorescent probe, NO-QA5, has been developed with 3-dimethylaminophenyl linking at the 6-position of 5-aminoquinoline as both the active site and prefluorophore for detection of NO. The nonfluorescent NO-QA5 can fast react with NO via a diazonium intermediate to generate two azoic regioisomers, one of which exhibits intramolecular charge transfer (ICT) emission, and two-photon absorption behavior (δΦ = 57 GM), giving a turn-on fluorescence rapid response. The sensing reaction is pH-insensitive in the range of 6–11 and highly selective and well sensitive (LOD = 15 nM), possible undergoing the same intermediate diazonium with the reaction under diazotization condition (NaNO2/HCl). Also, as a nitrite fluorescent probe NO-QA5 exhibits highly sensitive (LOD = 7 nM). Therefore, NO-QA5 can serve as a dual functional fluorescent probe for NO and NO2–. Furthermore, NO-QA5 as a specific imaging agent has been demonstrated by achieving both exogenous and endogenous detections of NO in living cells under both one- and two-photon excitation and high resolution in tissue slices under two-photon excitation.
中文翻译：
双光子荧光探针在活细胞和组织切片中选择性和实时检测一氧化氮
一氧化氮（NO）是涉及许多生理和病理过程的重要信号分子。要了解这些由NO介导的过程，开发快速，特异性的NO检测方法是关键。在过去的20年中，已经设计了许多出色的NO荧光探针。但是，它仍然存在一些局限性，例如响应速度慢，选择性低以及激发波长短（<600 nm）。在本文中，已开发出一种双光子荧光探针NO-QA5，其在5-氨基喹啉的6位上连接的3-二甲基氨基苯基作为活性部位和用于检测NO的前荧光团。无荧光NO-QA5可以通过重氮中间体与NO迅速反应生成两种偶氮区域异构体，其中一种表现出分子内电荷转移（ICT）发射，并且具有两个光子吸收行为（δΦ= 57 GM），从而提供了开启荧光的快速响应。感测反应在6-11范围内对pH值不敏感，并且具有高选择性和高度灵敏性（LOD = 15 nM），在重氮化条件下（NaNO 2 / HCl）可能与反应发生相同的中间体重氮。另外，作为亚硝酸盐荧光探针，NO-QA5表现出高度的敏感性（LOD = 7 nM）。因此，NO-QA5可以作为NO和NO的双官能荧光探针2 - 。此外，NO-QA5 通过在单光子和双光子激发下在活细胞中实现NO的内源性和内源性检测，以及在双光子激发下的组织切片中的高分辨率，已经证明了作为一种特殊的成像剂的NO。
更新日期：2017-09-23
中文翻译：
双光子荧光探针在活细胞和组织切片中选择性和实时检测一氧化氮
一氧化氮（NO）是涉及许多生理和病理过程的重要信号分子。要了解这些由NO介导的过程，开发快速，特异性的NO检测方法是关键。在过去的20年中，已经设计了许多出色的NO荧光探针。但是，它仍然存在一些局限性，例如响应速度慢，选择性低以及激发波长短（<600 nm）。在本文中，已开发出一种双光子荧光探针NO-QA5，其在5-氨基喹啉的6位上连接的3-二甲基氨基苯基作为活性部位和用于检测NO的前荧光团。无荧光NO-QA5可以通过重氮中间体与NO迅速反应生成两种偶氮区域异构体，其中一种表现出分子内电荷转移（ICT）发射，并且具有两个光子吸收行为（δΦ= 57 GM），从而提供了开启荧光的快速响应。感测反应在6-11范围内对pH值不敏感，并且具有高选择性和高度灵敏性（LOD = 15 nM），在重氮化条件下（NaNO 2 / HCl）可能与反应发生相同的中间体重氮。另外，作为亚硝酸盐荧光探针，NO-QA5表现出高度的敏感性（LOD = 7 nM）。因此，NO-QA5可以作为NO和NO的双官能荧光探针2 - 。此外，NO-QA5 通过在单光子和双光子激发下在活细胞中实现NO的内源性和内源性检测，以及在双光子激发下的组织切片中的高分辨率，已经证明了作为一种特殊的成像剂的NO。
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