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2020 , Vol. 40 >Issue 2: 511 - 515

DOI: https://doi.org/10.6023/cjoc201907048

研究简报

基于苯并吡喃腈-香豆素体系的近红外比率型荧光探针用于检测HeLa细胞中的过氧亚硝酸盐

  • 陈宇 ,
  • 毕克英 ,
  • 郝瑞亭 ,
  • 谢萍 ,
  • 黄丽娜 ,
  • 王玉敏 ,
  • 张俊峰 ,
  • 徐锐 ,
  • 吴相华
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  • a 云南师范大学化学化工学院 昆明 650500;
    b 云南师范大学能源与环境科学学院 昆明 650500

收稿日期: 2019-07-28

  修回日期: 2019-09-19

  网络出版日期: 2019-10-09

基金资助

国家自然科学基金（Nos.21262050，21302165，21672185，21867019，41561108，61774130，11474248）、云南省科学技术厅基金（Nos.2016FB020，2014HB008，2017HB019）以及云南师范大学研究生科研创新基金（No.Ysdyjs2019122）资助项目.

收起

Near-Infrared Ratiometric Fluorescent Probe for Detection of Peroxynitrite in HeLa Cells Based on Dicyanomethylene-4H-pyran Coumarin System

  • Chen Yu ,
  • Bi Keying ,
  • Hao Ruiting ,
  • Xie Ping ,
  • Huang Lina ,
  • Wang Yumin ,
  • Zhang Junfeng ,
  • Xu Rui ,
  • Wu Xianghua
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  • a College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500;
    b College of Energy and Environment Science, Yunnan Normal University, Kunming 650500

Received date: 2019-07-28

  Revised date: 2019-09-19

  Online published: 2019-10-09

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21262050, 21302165, 21672185, 21867019, 41561108, 61774130, 11474248), the Foundation of the Department of Science and Technology of Yunnan Province (Nos. 2016FB020, 2014HB008, 2017HB019), and the Graduate Research and Innovation Fund of Yunnan Normal University (No. Ysdyjs2019122).

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摘要

过氧亚硝酸根（ONOO-）是生物体内的一种重要的活性氧，与人体内的各种生理活动息息相关.利用苯并吡喃腈-香豆素体系，合成了一种用于ONOO-检测的近红外比率型荧光探针（E）-7-（二乙胺基）-3-（2-（苯并吡喃腈）乙烯基）-香豆素（DCCM）.该探针在ONOO-存在下表现出强烈的响应，颜色从紫色变为浅粉色，最大发射峰蓝移217 nm，荧光颜色从淡紫色变为蓝色，能够直观地对溶液中的ONOO-进行监测.DCCM可以灵敏地检测ONOO-，最低检测限为6.0×10-7 mol·L-1，该探针被成功用于HeLa细胞中的ONOO-成像检测.

关键词： 荧光探针; 比率探针; 过氧亚硝酸盐; 细胞成像

本文引用格式

陈宇 , 毕克英 , 郝瑞亭 , 谢萍 , 黄丽娜 , 王玉敏 , 张俊峰 , 徐锐 , 吴相华 . 基于苯并吡喃腈-香豆素体系的近红外比率型荧光探针用于检测HeLa细胞中的过氧亚硝酸盐[J]. 有机化学, 2020 , 40(2) : 511 -515 . DOI: 10.6023/cjoc201907048

Abstract

Peroxynitrite (ONOO-) is an important reactive oxygen species in living organisms, and is associated with various biological process in human body. Using dicyanomethylene-4H-pyran coumarin system, a near-infrared ratiometric fluorescent probe (E)-7-(diethylamino)-3-(2-(dicyanomethylene-4H-pyran)vinyl)-coumarin (DCCM) was developed for ONOO- detec-tion. This probe exhibited a strong response in the presence of ONOO-, with a significant color change from purple to light pink, along with 217 nm fluorescence blue shift. The emission color changed from heliotrope to blue, which enables the monitoring of ONOO- by naked eyes. DCCM was used to sensitively measure ONOO- with low detection limit of 6.0×10-7 mol·L-1. The use of DCCM for imaging ONOO- in HeLa cells was also demonstrated.

Key words： fluorescence probe; ratiometric probe; peroxynitrite; cell imaging

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