高等学校化学学报 ›› 2017, Vol. 38 ›› Issue (7): 1198-1202.doi: 10.7503/cjcu20160960

• 有机化学 • 上一篇    下一篇

基于1,8-萘酰亚胺的半胱氨酸荧光探针的合成及在生物成像方面的应用

杨敬敬, 俞岳文, 王炳祥(), 江玉亮()   

  1. 江苏省生物功能材料重点实验室, 生物医药功能材料工程研究中心,南京师范大学化学与材料科学学院, 南京 210046
  • 收稿日期:2016-12-29 出版日期:2017-07-10 发布日期:2017-04-11
  • 作者简介:联系人简介: 王炳祥, 男, 博士, 教授, 主要从事有机化学研究. E-mail: wangbingxiang@njnu.edu.cn;江玉亮, 男, 中级实验师, 主要从事有机化学研究. E-mail: 07205@njnu.edu.cn
  • 基金资助:
    国家自然科学基金(批准号: 21202101)和江苏高校优势学科建设工程项目资助

A Sensitive Fluorescent Probe for Cysteine Based on 1,8-Naphthalimide Derivative and Application in Bioimaging

YANG Jingjing, YU Yuewen, WANG Bingxiang*(), JIANG Yuliang*()   

  1. Jiangsu Province Key Laboratory of Biofunctional Materials, Jiangsu Province Engineering Research Center for Biomedical Functional Material, College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210046, China
  • Received:2016-12-29 Online:2017-07-10 Published:2017-04-11
  • Contact: WANG Bingxiang,JIANG Yuliang E-mail:wangbingxiang@njnu.edu.cn;07205@njnu.edu.cn
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.21202101) and the Project Fund of the Priority Academic Program Development of Jiangsu Higher Education Institutions, China

摘要:

设计合成了一种用于检测半胱氨酸的新型荧光探针乙二醛(N-羟乙基-1,8-二甲酰亚胺-4-萘基)单腙(NAD), 该荧光探针对半胱氨酸表现出较高的灵敏度和选择性. 当半胱氨酸加入NAD溶液中, 会形成分子内氢键, 抑制C=N的异构化, 导致荧光增强. 此外, 探针NAD可应用于细胞内半胱氨酸的检测, 表明该类型探针在生物检测应用方面具有较大的潜力.

关键词: 荧光探针, 半胱氨酸, 细胞成像, 1,8-萘酰亚胺衍生物

Abstract:

A turn-on fluorescent probe glyoxal mono(N-hydroxyethyl-1,8-naphthalimide-4-hydrazone)(NAD) was designed and synthesized for the detection of cysteine(Cys). The fluorescent probe shows high selectivity and sensitivity toward Cys over other various amino acids. When Cys was added to the solution of the probe, the CN isomerization process was inhibited by an intramolecular hydrogen bond, resulting in enhanced fluorescence. Furthermore, the probe NAD could effectively detect Cys in living cells.

Key words: Fluorescent probe, Cysteine, Cells imaging, 1,8-Naphthalimide derivative

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