一种比率型荧光探针用于活性硫化物的检测
A Ratiometric Fluorescence Probe for Reactive Sulfur Species(RSS)Detection
马玲 1赵坤仪 2赵安琪 1张保柱 1张雯佳 3樊丽2
作者信息
- 1. 晋中学院 化学化工系,山西 晋中 030619
- 2. 山西大学 环境科学研究所,山西 太原 030006
- 3. 山西大学 国有资产与实验室管理处,山西 太原 030006
- 折叠
摘要
谷胱甘肽(GSH)、同型半胱氨酸(Hcy)、半胱氨酸(Cys)和硫化氢(H2S)是生物体内一类重要的活性硫化物(RSS),参与细胞的氧化还原平衡,其异常变化被证实与多种生理病理过程密切相关.本文以N,N-二苯基胺基为电子供体(D),噻吩为π桥,吡啶为电子受体(A),2,4-二硝基苯基为识别位点,设计合成了一个用于检测RSS的比率型荧光探针1-(4-(2,4-二硝基苯氧基)苄基)-4-(2-(5-(二苯基胺基)噻吩-2-基)乙烯基)溴化吡啶鎓盐(DTP).通过紫外-可见吸收光谱和荧光光谱实验研究了探针DTP与RSS的相互作用.结果表明,探针DTP本身在642 nm处有荧光发射,当加入RSS后,荧光发射峰从642 nm蓝移至536 nm,溶液的荧光颜色也由桃红色变为黄绿色.通过荧光强度比值(F536 nm/F642 nm)可实现对RSS(GSH/Hcy/Cys/H2S)的同时定量检测.高分辨质谱(HR-MS)数据证实探针DTP与RSS的作用机制主要是基于RSS对2,4-二硝基苯基醚的裂解作用.
Abstract
Glutathione(GSH),cysteine(Cys),homocysteine(Hcy)and hydrogen sulfide(H2S)are important reactive sulfur species(RSS)in living organisms,which play important roles in physiological and pathological processes due to their antioxidant capacity.Herein,using N,N-diphenylamino as the electron donor group(D),thiophene as the π bridge,pyridine cation as the acceptor(A),and 2,4-dinitrophenyl(DNP)ether moiety as the recognition group,a ratiometric fluorescent probe,1-(4-(2,4-dinitrophenoxy)ben-zyl)-4-(2-(5-(diphenylamino)thiophen-2-yl)vinyl)pyridin-1-ium bromide(DTP)was designed and synthesized for detecting RSS.The interaction between DTP and RSS was studied by UV-Vis absorption spectrometry and fluorescence spectrometry.The results found that probe DTP itself showed a fluorescence emission at 642 nm;when RSS were added,the fluorescence peak blue shifted from 642 nm to 536 nm;and the fluorescence color of the solution changed from peach to yellow green under a 365 nm UV lamp.The simultaneous quantitative detection of RSS could be achieved through fluorescence intensity ratio(F536 nm/F642 nm).The high-reso-lution mass spectrometry(HR-MS)data confirmed that the reaction mechanism between DTP and RSS was mainly based on the cleavage of 2,4-dinitrophenylether by RSS.
关键词
鎓盐/荧光光谱/作用机制/定量检测Key words
onium salt/fluorescence spectrometry/reaction mechanism/quantitative detection引用本文复制引用
基金项目
山西省基础研究计划资助项目(202303021221066)
山西省科技合作交流专项项目(202204041101040)
出版年
2024