Issue 63, 2024

Isoindoline-based fluorogenic probes bearing a self-immolative linker for the sensitive and selective detection of O-GlcNAcase activity

Abstract

O-GlcNAcase (OGA) is implicated in several important biological and disease-relevant processes. Here, we synthesized fluorogenic probes for OGA by grafting GlcNAc directly or using a self-immolative linker to the hydroxyl position of 4-hydroxylisoindoline (BHID), a typical excited-state intramolecular proton transfer (ESIPT) probe. The probe was used for a fluorogenic assay to determine the half maximal inhibitory concentration of a known OGA inhibitor and differentiate between OGA and hexosaminidase when GlcNAc is replaced by GlcNPr, where a propionyl group is used instead of an acetyl group.

Graphical abstract: Isoindoline-based fluorogenic probes bearing a self-immolative linker for the sensitive and selective detection of O-GlcNAcase activity

Supplementary files

Article information

Article type
Communication
Submitted
12 Jun 2024
Accepted
02 Jul 2024
First published
15 Jul 2024
This article is Open Access
Creative Commons BY license

Chem. Commun., 2024,60, 8240-8243

Isoindoline-based fluorogenic probes bearing a self-immolative linker for the sensitive and selective detection of O-GlcNAcase activity

Y. Wu, G. Wang, C. Guo, P. Wang, J. Wang, X. Hu, Y. Zang, T. D. James, J. Li and X. He, Chem. Commun., 2024, 60, 8240 DOI: 10.1039/D4CC02845G

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