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Visualizing the reaction coordinate of an O-GlcNAc hydrolase.

He Y, Macauley MS, Stubbs KA, Vocadlo DJ, Davies GJ
J Am Chem Soc 132 1807-9 (2010)
Related entries: 2wzh, 2x0h

Cited: 46 times
EuropePMC logo PMID: 20067256

Abstract

N-Acetylglucosamine beta-O-linked to serine and threonine residues of nucleocytoplasmic proteins (O-GlcNAc) has been linked to neurodegeneration, cellular stress response, and transcriptional regulation. Removal of O-GlcNAc is catalyzed by O-GlcNAcase (OGA) using a substrate-assisted catalytic mechanism. Here we define the reaction coordinate using chemical approaches and directly observe both a Michaelis complex and the oxazoline intermediate.

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  3. O-GlcNAc processing enzymes: catalytic mechanisms, substrate specificity, and enzyme regulation. Vocadlo DJ. Curr Opin Chem Biol 16 488-497 (2012)
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  5. Glycoside hydrolases: catalytic base/nucleophile diversity. Vuong TV, Wilson DB. Biotechnol Bioeng 107 195-205 (2010)
  6. Chemical approaches to study O-GlcNAcylation. Banerjee PS, Hart GW, Cho JW. Chem Soc Rev 42 4345-4357 (2013)
  7. O-GlcNAcase: promiscuous hexosaminidase or key regulator of O-GlcNAc signaling? Alonso J, Schimpl M, van Aalten DM. J Biol Chem 289 34433-34439 (2014)
  8. Deciphering the Functions of Protein O-GlcNAcylation with Chemistry. Worth M, Li H, Jiang J. ACS Chem Biol 12 326-335 (2017)
  9. Computational enzymatic catalysis--clarifying enzymatic mechanisms with the help of computers. Sousa SF, Fernandes PA, Ramos MJ. Phys Chem Chem Phys 14 12431-12441 (2012)
  10. Chemical tools to explore nutrient-driven O-GlcNAc cycling. Kim EJ, Bond MR, Love DC, Hanover JA. Crit Rev Biochem Mol Biol 49 327-342 (2014)
  11. Development of inhibitors as research tools for carbohydrate-processing enzymes. Gloster TM. Biochem Soc Trans 40 913-928 (2012)
  12. Computer Simulation to Rationalize "Rational" Engineering of Glycoside Hydrolases and Glycosyltransferases. Coines J, Cuxart I, Teze D, Rovira C. J Phys Chem B 126 802-812 (2022)
  13. In Vitro Biochemical Assays for O-GlcNAc-Processing Enzymes. Kim EJ. Chembiochem 18 1462-1472 (2017)

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