A water-soluble fluorescent probe for real-time visualization of γ-glutamyl transpeptidase activity in living cells

Shiyuan Guo; Tianli Zhu; Rongchen Wang; Jinzhu Gao; Jie Sun; Zhirong Ou-Yang; Yingchao Liu; Xianfeng Gu; Chunchang Zhao

doi:10.1016/j.bmcl.2022.128762

A water-soluble fluorescent probe for real-time visualization of γ-glutamyl transpeptidase activity in living cells

Bioorg Med Chem Lett. 2022 Jul 15:68:128762. doi: 10.1016/j.bmcl.2022.128762. Epub 2022 Apr 28.

Authors

Shiyuan Guo¹, Tianli Zhu¹, Rongchen Wang², Jinzhu Gao¹, Jie Sun¹, Zhirong Ou-Yang³, Yingchao Liu⁴, Xianfeng Gu³, Chunchang Zhao⁵

Affiliations

¹ Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, Frontiers Science Center for Materiobiology and Dynamic Chemistry, East China University of Science and Technology, Shanghai, 200237, PR China.
² Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, Frontiers Science Center for Materiobiology and Dynamic Chemistry, East China University of Science and Technology, Shanghai, 200237, PR China. Electronic address: 18221952639@163.com.
³ Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 201203, PR China.
⁴ Department of Neurosurgery, Shandong Provincial Hospital Affiliated to Shandong First Medical University, Jinan 250021, PR China. Electronic address: yingchaoliu@email.sdu.edu.cn.
⁵ Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, Frontiers Science Center for Materiobiology and Dynamic Chemistry, East China University of Science and Technology, Shanghai, 200237, PR China. Electronic address: zhaocchang@ecust.edu.cn.

PMID: 35490954
DOI: 10.1016/j.bmcl.2022.128762

Abstract

γ-glutamyl transpeptidase (GGT) is a kind of cell-surface enzyme that is overexpressed in many cancer cells. It is of great significance to develop an ideal tool for the diagnosis of GGT-rich cancer cells. Here, we reported a simple-structured but effective imaging probe for the detection of GGT activity. In the presence of GGT, the γ-glutamyl linkage could be cleaved specifically to produce amino-substituted product, resulting in significant fluorescence enhancement at 578 nm. Moreover, we successfully employed the probe to monitor GGT activity in HepG2 cells. We envisaged that such a simple but effective imaging tool could improve the practical applications for bioimaging.

Keywords: Fluorescent probe; Real-time visualization; Water-soluble; γ-Glutamyl transpeptidase.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Fluorescence
Fluorescent Dyes*
Hep G2 Cells
Humans
Water
gamma-Glutamyltransferase*

Substances

Fluorescent Dyes
Water
gamma-Glutamyltransferase