研究简报

一种点亮型硫化氢荧光探针的合成及其在红酒和细胞中的应用

  • 杨雅馨 ,
  • 陈琳 ,
  • 胡晓玲 ,
  • 钟克利 ,
  • 李世迪 ,
  • 燕小梅 ,
  • 张璟琳 ,
  • 汤立军
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  • a 渤海大学化学与材料工程学院 辽宁锦州 121013
    b 北京工商大学 中国轻工业酿酒分子工程重点实验室 北京 100048
    c 辽宁省检验检测认证中心 沈阳 110000
    d 大连医科大学检验医学院 辽宁大连 116044
共同第一作者

收稿日期: 2022-07-05

  修回日期: 2022-08-07

  网络出版日期: 2022-09-09

基金资助

北京工商大学中国轻工业酿酒分子工程重点实验室开放课题(BME-202202); 国家自然科学基金(22278038); 辽宁省自然科学基金指导计划(2020-MS-289); 辽宁省自然科学基金指导计划(20180551195)

Synthesis of a Turn-On Fluorescent Probe for Hydrogen Sulfide and Its Application in Red Wine and Living Cells

  • Yaxin Yang ,
  • Lin Chen ,
  • Xiaoling Hu ,
  • Keli Zhong ,
  • Shidi Li ,
  • Xiaomei Yan ,
  • Jinglin Zhang ,
  • Lijun Tang
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  • a College of Chemistry and Material Engineering, Bohai University, Jinzhou, Liaoning 121013
    b Key Laboratory of Brewing Molecular Engineering, China Light Industry, Beijing 100048
    c Liaoning Inspection, Examination & Certification Centre, Shenyang 121013
    d College of Laboratory Medicine, Dalian Medical University, Dalian, Liaoning 116044
These authors contributed equally to this work.
* Corresponding authors. E-mail: ;

Received date: 2022-07-05

  Revised date: 2022-08-07

  Online published: 2022-09-09

Supported by

Open Project Program of the Key Laboratory of Brewing Molecular Engineering of China Light Industry(BME-202202); National Natural Science Foundation of China(22278038); Natural Science Foundation of Liaoning Province(2020-MS-289); Natural Science Foundation of Liaoning Province(20180551195)

摘要

合成了一种新颖的三苯胺衍生物Tdip, 利用硫化氢(H2S)触发Tdip发生串联反应, 释放出具有强荧光的前体化合物, 进而实现荧光点亮识别H2S. 该探针具有较好的选择性和抗干扰能力, 较大的斯托克斯位移(146 nm), 8~13的pH适用范围, 较低的检测限(2.24 μmol/L). 此外, Tdip能检测实际红酒样品中的H2S, 并可对活细胞中的H2S进行荧光成像.

本文引用格式

杨雅馨 , 陈琳 , 胡晓玲 , 钟克利 , 李世迪 , 燕小梅 , 张璟琳 , 汤立军 . 一种点亮型硫化氢荧光探针的合成及其在红酒和细胞中的应用[J]. 有机化学, 2023 , 43(1) : 308 -312 . DOI: 10.6023/cjoc202207011

Abstract

In this paper, a novel triphenylamine derivative (Tdip) was synthesized. Tdip can recognize hydrogen sulfide (H2S) with turn-on fluorescence response through tandem reaction triggered by HS to release precursor compound, which produces a strong fluorescent signal. Tdip displayed good selectivity and anti-interference ability toward H2S, a large Stokes shift (146 nm), a pH range of 8~13, and a low detection limit (2.24 μmol/L). In addition, Tdip can detect H2S in actual red wine samples and image H2S in living cells.

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