基于萘酰亚胺的生物硫醇探针的合成及对含硫醇氨基酸的检测

发布时间：2018-03-30 07:14

本文选题：荧光探针　切入点：萘酰亚胺　出处：《分析化学》2017年09期

【摘要】：合成了以4-羟基萘酰亚胺为荧光团,2,4-二硝基苯磺酰氧基为特异性识别基团的生物硫醇探针4-(2,4-二硝基苯磺酰氧基)-正丁基-1,8-萘酰亚胺(DNSBN)。吸收光谱和荧光光谱结果表明,DNSBN对半胱氨酸(Cys)、同型半胱氨酸(Hcy)和谷胱甘肽(GSH)3种生物硫醇分子具有高效的检测识别能力,不受其它17种天然氨基酸的干扰。同时,通过荧光滴定实验证实了此探针是一种比率型探针,555 nm处的荧光强度与溶液中的生物硫醇分子浓度在0~20μmol/L范围内呈良好的线性关系,对Cys、Hcy和GSH的检出限(3σ)分别为25.9、92.0和77.9 nmol/L。而吸收光谱、荧光光谱和质谱表征数据显示,生物硫醇与2,4-二硝基苯磺酸酯发生亲核取代反应并导致磺酸酯的分解。随着识别基团的解离,探针分子的d-Pe T(donor-excited photoinduced electron transfer)效应被解除,并出现非常明显的比色与荧光变化。He La细胞成像实验表明,探针DNSBN具有良好的生物相容性,能够对细胞外源性生物硫醇分子进行检测。
[Abstract]:With 4- hydroxy naphthalimide as fluorophore was synthesized, 2,4- two nitrobenzene sulfonyloxy 4- biological thiol probe into specific recognition group (2,4- two nitrobenzene sulfonyl phenoxy) - butyl -1,8- naphthalimide (DNSBN) absorption spectra and fluorescence spectra. The results show that the DNSBN of half cystine (Cys), homocysteine (Hcy) and glutathione (GSH) of 3 kinds of biological thiols has high identification ability, is not interfered by other 17 kinds of natural amino acids. At the same time, through the fluorescence titration experiments confirmed that the probe is a ratiometric probe, biological thiols concentration and fluorescence intensity at 555 nm solution in a linear relation, good in the range of 0~20 mol/L in the range of Cys, the detection limit of Hcy and GSH (3) were 25.9,92.0 and 77.9 nmol/L. absorption spectra, fluorescence spectra and mass spectrometry data show that biological thiols and 2,4- two trinitrobenzene sulfonic acid ester Pro Nuclear reaction and lead to decomposition of sulfonic acid ester. With the dissociation of recognition group, d-Pe (donor-excited T probe photoinduced electron transfer) effect was lifted, and showed very obvious colorimetric and fluorescent changes of.He La cell imaging experiment, probe DNSBN has good biocompatibility and can detect the exogenous cells of biological thiols.

【作者单位】：吉林大学中日联谊医院;吉林大学化学学院;
【基金】：吉林省自然科学基金(No.20160101311JC) 吉林省科技厅重点项目(Nos.20170204039GX,201307270299YY,20150204057SF)资助
【分类号】：O657.3;R446.1

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