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Targeted Protein O-GlcNAcylation Using Bifunctional Small Molecules

Bowen Ma, Khadija Shahed Khan, Tongyang Xu, Josefina Xeque Amada, Zhihao Guo, Yunpeng Huang, Yu Yan, Henry Lam, Alfred S.L. Cheng, Wai‐Lung Ng

2024Journal of the American Chemical Society39 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Protein O-linked β- N -acetylglucosamine modification (O-GlcNAcylation) plays a crucial role in regulating essential cellular processes. The disruption of the homeostasis of O-GlcNAcylation has been linked to various human diseases, including cancer, diabetes, and neurodegeneration. However, there are limited chemical tools for protein- and site-specific O-GlcNAc modification, rendering the precise study of the O-GlcNAcylation challenging. To address this, we have developed heterobifunctional small molecules, named O-GlcNAcylation TArgeting Chimeras (OGTACs), which enable protein-specific O-GlcNAcylation in living cells. OGTACs promote O-GlcNAcylation of proteins such as BRD4, CK2α, and EZH2 in cellulo by recruiting FKBP12 F36V -fused O-GlcNAc transferase (OGT), with temporal, magnitude, and reversible control. Overall, the OGTACs represent a promising approach for inducing protein-specific O-GlcNAcylation, thus enabling functional dissection and offering new directions for O-GlcNAc-targeting therapeutic development.

Topics & Concepts

ChemistrySmall moleculeNeurodegenerationBifunctionalGlycobiologyTransferaseBiochemistryCell biologyComputational biologyEnzymeGlycanGlycoproteinBiologyDiseaseCatalysisPathologyMedicineGlycosylation and Glycoproteins ResearchUbiquitin and proteasome pathwaysPeptidase Inhibition and Analysis
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