ac7b02680_si_001.pdf (1.46 MB)
Selective and Real-Time Detection of Nitric Oxide by a Two-Photon Fluorescent Probe in Live Cells and Tissue Slices
journal contribution
posted on 2017-09-11, 00:00 authored by Chun-Guang Dai, Ji-Long Wang, Ying-Long Fu, Hong-Ping Zhou, Qin-Hua SongNitric 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.