Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (7): 2089-2093.DOI: 10.6023/cjoc201812047 Previous Articles     Next Articles

Notes

一种基于罗丹明类似物的Cys近红外荧光探针

田庆, 陈双虎, 陈景龙, 刘蕊, 汪雨诗, 杨晓朋, 叶勇   

  1. 郑州大学化学与分子工程学院 郑州 450001
  • 收稿日期:2018-12-26 修回日期:2019-02-25 出版日期:2019-07-25 发布日期:2019-03-08
  • 通讯作者: 叶勇 E-mail:yeyong03@tsinghua.org.cn
  • 基金资助:

    国家自然科学基金(No.21572209)、河南省高校科技创新人才计划(No.17IRTSTHN002)及郑州大学大学生创新创业训练计划(No.2018cxcy012)资助项目.

A Novel Rhodamine Analogues-Based Near-Infrared Fluorescent Probe for Cys

Tian Qing, Chen Shuanghu, Chen Jinglong, Liu Rui, Wang Yushi, Yang Xiaopeng, Ye Yong   

  1. College of Chemistry and Molecular Engineering of Zhengzhou University, Zhengzhou 450001
  • Received:2018-12-26 Revised:2019-02-25 Online:2019-07-25 Published:2019-03-08
  • Contact: 10.6023/cjoc201812047 E-mail:yeyong03@tsinghua.org.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572209), the Program for Innovative Research Team (in Science and Technology) at University of Henan Province (No. 17IRTSTHN002) and Innovation and Entrepreneurship Training Plan for College Students of Zhengzhou University (No. 2018cxcy012).

A near-infrared fluorescence probe CS-Cys was synthesized using rhodamine analoguse as near-infrared fluorescent group. The probe can specifically response to Cys, not to other sulfhydryl amino acids. The response mechanism is that Cys reacts with the acrylic ester of CS-Cys and the conjugated addition-cyclization reaction occurs, then the hydroxyl groups are exposed and fluorescence is released. Through studying the fluorescence changes of CS-Cys and Cys in different pH environments, it was found that the donor ability of the electron-donor group and the process of the ICT could be monitored by changing the pH of probe solution, and the fluorescence excitation wavelength and the emission wavelength could be adjusted to the near infrared region.

Key words: fluorescent probe, cysteine, near-infrared, rhodamine analogues, ICT