Ratiometric sensing of β-galactosidase based on excit-ed-state intra-molecular pro-ton transfer (ESIPT) and solid-state luminescence enhancement

He Tian, Wei Lin, Xi Le Hu, Jing Bo Wang, Min Yu Zhang, Yi Zang, Xin Yan Wu, Jia Li, Tony D. James, Xiao Peng He

Research output: Contribution to journalArticlepeer-review

2 Citations (SciVal)


Glycosidases play important roles in modulating the structural and functional integrity of glycoproteins and glycolipids, and thus are promising biomarkers for disease diagnosis. While current approaches for glycosidase detection mainly rely on an enhancement of the UV-vis absorbance or fluorescence emission of glycosyl indicators, here we develop a ratiometric fluorescent probe for the sensitive and selective detection of glycosidase activity based on the combined mechanisms of excited-state intramolecular proton transfer (ESIPT) and solid-state luminescence enhancement (SSLE). The probe behaves like a typical SSLE when glycosylated, and exhibits a ∼140 nm red-shift in fluorescence owing to activation of ESIPT after deglycosylation. Such a large Stokes shift may facilitate the unbiased analysis of glycosidase activities when used in diagnostic and drug-screening assays.
Original languageEnglish
Pages (from-to)2913-2917
Number of pages5
JournalOrganic Chemistry Frontiers
Issue number12
Early online date12 May 2023
Publication statusPublished - 12 May 2023

Bibliographical note

Funding Information:
The authors thank the Natural National Science Foundation of China (no. 91853201, 92253306 and 82151219), the Shanghai Municipal Science and Technology Major Project (no. 2018SHZDZX03), the Fundamental Research Funds for the Central Universities (222201717003), the Programme of Introducing Talents of Discipline to Universities (B16017) and the Open Funding Project of the State Key Laboratory of Bioreactor Engineering. TDJ wishes to thank the Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University for support (2020ZD01). The Research Center of Analysis and Test of East China University of Science and Technology is gratefully acknowledged for assistance in analytical experiments.

ASJC Scopus subject areas

  • Organic Chemistry


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