Abstract：
Hydrogen sulfide (H2S), as a biomarker signaling gas, is not only susceptible to food spoilage, but also plays a key function in many biological processes. In this work, an activated near infrared (NIR) H2S fluorescent probe was designed and synthesized with quinoline-conjugated Rhodols dye as fluorophore skeleton and a dinitrophenyl group as the responsive moiety. Due to the quenching effect of dinitrophenyl group and the closed-loop structure of Rhodols fluorophore, probe itself has a very weak absorption and fluorescence background signal. After the H2S-induced thiolysis reaction, the probe exhibits a remarkable colormetric change and NIR fluorescent enhancement response at 716 nm with large Stokes shift (116 nm), and possesses high sensing selectivity and sensitivity with a low detection limits of 330 nM. The response mechanism is systematically characterized by 1H NMR, MS and DFT calculations. The colorimetric change allows the probe to be used as a test strips to detect H2S in food spoilage, while NIR fluorescent response helps the probe monitor intracellular H2S.
摘要：
硫化氢(H2S),作为生物标志物的信号气体，不仅容易受到食物腐败的影响，而且在许多生物过程中也起着关键作用。在这项工作中,设计并合成了以喹啉共轭Rhodols染料为荧光团骨架，二硝基苯基为响应部分的活化近红外（NIR）H2S荧光探针。由于二硝基苯基的猝灭作用和Rhodols荧光团的闭环结构，探针本身具有非常弱的吸收和荧光背景信号。H2S诱导的硫解反应后，探针在716nm处表现出显着的色度变化和NIR荧光增强响应，并具有大的斯托克斯位移（116nm），并具有高传感选择性和灵敏度，低检测限为330nM。反应机理通过1HNMR进行了系统表征,MS和DFT计算。比色变化允许探针用作检测食品腐败中H2S的测试条，而NIR荧光响应有助于探针监测细胞内H2S。
