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一种检测生物硫醇荧光探针的合成与应用

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基于硫醇诱导的迈克尔加成反应阻断探针的光诱导电子转移过程(PET)合成了一种基于氟化硼络合二吡咯甲川(Bodipy)类染料的荧光探针,该探针具有高灵敏度和选择性,可在生理条件下检测硫醇.利用核磁和高分辨质谱对探针结构进行了表征.当向探针溶液加入硫醇(0~1000 μmol/L)时,可在探针溶液的绿色光谱区域引起一个显著的荧光增强响应(增强至150倍).同时,探针可以检测相对较低浓度的硫醇,对于含有硫醇的氨基酸(半胱氨酸、谷胱甘肽和高半胱氨酸)的检出限分别为4.5×10-7,1.2×10-7,2.1×10-7mol/L.此外,相对于其他氨基酸,探针对硫醇具有较高的选择性和灵敏度.该方法成功实现了细胞内硫醇的荧光成像,证明该荧光探针在生物体系中具有潜在的应用能力.
Synthesis of a Fluorescent Probe and Its Application in Thiols Determination
A bodipy-based fluorescence probe for thiols was developed with high sensitivity and excellent selectivity at a physiological pH (7.4) value.Its structure was characterized by nuclear magnetic resonance(NMR) and high resolution mass spectrometry(HRMS).This probe was designed based on the mechanism that thiols induced the Michael addition reaction to block photo-induced electron transfer process(PET) in this probe.The addition of thiols(0-1 000 μmol/L) to the solution of probe resulted in a remarkable fluorescence enhancement (150-fold) in the green spectra region.Meanwhile,probe was able to detect relatively low concentrations of thiols and the fluorescence detection limit for common amino acids containing thiols,Cys was determined to be 4.5 × 10-7 mol/L.Additionally,similar results were obtained affording 1.2 × 10-7 mol/L and 2.1 × 10-7 mol/L detection limits for GSH and Hcy,respectively.The probe exhibited high selectivity and sensitivity towards thiols over other amino acids.Most importantly,the probe has been successfully utilized for thiols imaging in living cells,which makes it a good candidate for application in biological systems.

synthesisapplicationfluorescence probedeterminationbiothiols

陈颂、王静、侯鹏、刘磊、王鑫

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齐齐哈尔医学院药学院,黑龙江齐齐哈尔161006

合成 应用 荧光探针 检测 生物硫醇

齐齐哈尔市科学技术计划项目

SFGG-201416

2016

分析测试学报
中国广州分析测试中心,中国分析测试协会

分析测试学报

CSTPCDCSCD北大核心
影响因子:1.498
ISSN:1004-4957
年,卷(期):2016.35(8)
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