Literature DB >> 20822912

OGA inhibition by GlcNAc-selenazoline.

Eun Ju Kim1, Dona C Love, Etzer Darout, Mohannad Abdo, Brian Rempel, Stephen G Withers, Paul R Rablen, John A Hanover, Spencer Knapp.   

Abstract

The title compound, which differs from the powerful O-GlcNAcase (OGA) inhibitor GlcNAc-thiazoline only at the chalcogen atom (Se for S), is a much weaker inhibitor in a direct OGA assay. In human cells, however, the selenazoline shows comparable ability to induce hyper-O-GlcNAc-ylation, and the two show similar reduction of insulin-stimulated translocation of glucose transporter 4 in differentiated 3T3 adipocytes.
Copyright © 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID: 20822912      PMCID: PMC4210863          DOI: 10.1016/j.bmc.2010.08.010

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  45 in total

Review 1.  O-GlcNAc modification of FoxO1 increases its transcriptional activity: a role in the glucotoxicity phenomenon?

Authors:  MeiShiue Kuo; Vladimir Zilberfarb; Nicolas Gangneux; Névéna Christeff; Tarik Issad
Journal:  Biochimie       Date:  2008-03-21       Impact factor: 4.079

2.  Synthesis and characterization of a novel iNOS/Akt inhibitor Se,Se'-1,4-phenylenebis(1,2-ethanediyl)bisisoselenourea (PBISe)--against colon cancer.

Authors:  Dhimant Desai; SubbaRao V Madhunapantula; Krishnegowda Gowdahalli; Arati Sharma; Raghavendragowda Chandagaludoreswamy; Karam El-Bayoumy; Gavin P Robertson; Shantu Amin
Journal:  Bioorg Med Chem Lett       Date:  2009-09-22       Impact factor: 2.823

3.  Probing synergy between two catalytic strategies in the glycoside hydrolase O-GlcNAcase using multiple linear free energy relationships.

Authors:  Ian R Greig; Matthew S Macauley; Ian H Williams; David J Vocadlo
Journal:  J Am Chem Soc       Date:  2009-09-23       Impact factor: 15.419

4.  O-GlcNAc regulates FoxO activation in response to glucose.

Authors:  Michael P Housley; Joseph T Rodgers; Namrata D Udeshi; Timothy J Kelly; Jeffrey Shabanowitz; Donald F Hunt; Pere Puigserver; Gerald W Hart
Journal:  J Biol Chem       Date:  2008-04-17       Impact factor: 5.157

5.  GlcNAc-Thiazoline conformations.

Authors:  Spencer Knapp; David Fash; Mohannad Abdo; Thomas J Emge; Paul R Rablen
Journal:  Bioorg Med Chem       Date:  2009-02-03       Impact factor: 3.641

Review 6.  The hexosamine signaling pathway: O-GlcNAc cycling in feast or famine.

Authors:  John A Hanover; Michael W Krause; Dona C Love
Journal:  Biochim Biophys Acta       Date:  2009-07-30

Review 7.  O-linked beta-N-acetylglucosamine (O-GlcNAc): Extensive crosstalk with phosphorylation to regulate signaling and transcription in response to nutrients and stress.

Authors:  Chutikarn Butkinaree; Kyoungsook Park; Gerald W Hart
Journal:  Biochim Biophys Acta       Date:  2009-08-06

8.  Visualizing the reaction coordinate of an O-GlcNAc hydrolase.

Authors:  Yuan He; Matthew S Macauley; Keith A Stubbs; David J Vocadlo; Gideon J Davies
Journal:  J Am Chem Soc       Date:  2010-02-17       Impact factor: 15.419

9.  Recruitment of O-GlcNAc transferase to promoters by corepressor mSin3A: coupling protein O-GlcNAcylation to transcriptional repression.

Authors:  Xiaoyong Yang; Fengxue Zhang; Jeffrey E Kudlow
Journal:  Cell       Date:  2002-07-12       Impact factor: 41.582

10.  Elevation of global O-GlcNAc levels in 3T3-L1 adipocytes by selective inhibition of O-GlcNAcase does not induce insulin resistance.

Authors:  Matthew S Macauley; Abigail K Bubb; Carlos Martinez-Fleites; Gideon J Davies; David J Vocadlo
Journal:  J Biol Chem       Date:  2008-10-08       Impact factor: 5.157

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  4 in total

1.  Detection and analysis of proteins modified by O-linked N-acetylglucosamine.

Authors:  Natasha E Zachara; Keith Vosseller; Gerald W Hart
Journal:  Curr Protoc Protein Sci       Date:  2011-11

Review 2.  The roles of O-linked β-N-acetylglucosamine in cardiovascular physiology and disease.

Authors:  Natasha E Zachara
Journal:  Am J Physiol Heart Circ Physiol       Date:  2012-01-27       Impact factor: 4.733

3.  Detection and analysis of proteins modified by O-linked N-acetylglucosamine.

Authors:  Natasha E Zachara; Keith Vosseller; Gerald W Hart
Journal:  Curr Protoc Mol Biol       Date:  2011-07

4.  An enzymatic route to selenazolines.

Authors:  Jesko Koehnke; Falk Morawitz; Andrew F Bent; Wael E Houssen; Sally L Shirran; Matthew A Fuszard; Iain A Smellie; Catherine H Botting; Margaret C M Smith; Marcel Jaspars; James H Naismith
Journal:  Chembiochem       Date:  2013-02-18       Impact factor: 3.164

  4 in total

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