A smart molecular probe for selective recognition of nitric oxide in 100% aqueous solution with cell imaging application and DFT studies

Organic & Biomolecular Chemistry(2019)

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摘要
Herein, a simple, least-cytotoxic as well as an efficient fluorescent sensor HqEN(480) was prepared from (quinolin-8-yloxy)-acetic acid ethyl ester (L-1) and N, N-dimethylethylene diamine to recognize NO in 100% aqueous solution. Its marked selectivity and sensitivity towards NO, makes it a highly suitable probe for nitric oxide under in vitro conditions with the possibility of in vivo monitoring of NO. Upon addition of 3.5 equivalents of NO, there is an approximately 7 fold enhancement in fluorescence intensity in aqueous solution with a corresponding K-f value of (1.75 +/- 0.07) x 10(4) M-1. Quantum yields of HqEN(480) and [HqEN(480)-NO] compounds are determined to be 0.04 and 0.22, respectively, using acidic quinine sulphate as a standard. In terms of the 3 sigma method, the LOD for nitric oxide was found to be 53 nM thus, making the probe suitable for tracking NO in biological systems.
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