Document Detail


Inhibition of O-GlcNAcase using a potent and cell-permeable inhibitor does not induce insulin resistance in 3T3-L1 adipocytes.
MedLine Citation:
PMID:  20851343     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
To probe increased O-GlcNAc levels as an independent mechanism governing insulin resistance in 3T3-L1 adipocytes, a new class of O-GlcNAcase (OGA) inhibitor was studied. 6-Acetamido-6-deoxy-castanospermine (6-Ac-Cas) is a potent inhibitor of OGA. The structure of 6-Ac-Cas bound in the active site of an OGA homolog reveals structural features contributing to its potency. Treatment of 3T3-L1 adipocytes with 6-Ac-Cas increases O-GlcNAc levels in a dose-dependent manner. These increases in O-GlcNAc levels do not induce insulin resistance functionally, measured using a 2-deoxyglucose (2-DOG) uptake assay, or at the molecular level, determined by evaluating levels of phosphorylated IRS-1 and Akt. These results, and others described, provide a structural blueprint for improved inhibitors and collectively suggest that increased O-GlcNAc levels, brought about by inhibition of OGA, does not by itself cause insulin resistance in 3T3-L1 adipocytes.
Authors:
Matthew S Macauley; Yuan He; Tracey M Gloster; Keith A Stubbs; Gideon J Davies; David J Vocadlo
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chemistry & biology     Volume:  17     ISSN:  1879-1301     ISO Abbreviation:  Chem. Biol.     Publication Date:  2010 Sep 
Date Detail:
Created Date:  2010-09-20     Completed Date:  2011-01-18     Revised Date:  2011-10-27    
Medline Journal Info:
Nlm Unique ID:  9500160     Medline TA:  Chem Biol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  937-48     Citation Subset:  IM    
Copyright Information:
Copyright © 2010 Elsevier Ltd. All rights reserved.
Affiliation:
Department of Chemistry, Simon Fraser University, Burnaby, BC, Canada.
Data Bank Information
Bank Name/Acc. No.:
PDB/2XJ7
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MeSH Terms
Descriptor/Qualifier:
3T3-L1 Cells
Acetylglucosamine / analogs & derivatives,  pharmacology
Adipocytes / drug effects*,  enzymology,  metabolism
Animals
Binding Sites
Catalytic Domain
Crystallography, X-Ray
Deoxyglucose / metabolism
Enzyme Inhibitors / chemistry*,  pharmacology
Humans
Indolizines / chemistry*,  pharmacology
Insulin / pharmacology*
Insulin Receptor Substrate Proteins / metabolism
Insulin Resistance
Mice
Oximes / pharmacology
Phenylcarbamates / pharmacology
Phosphorylation
Proto-Oncogene Proteins c-akt / metabolism
beta-N-Acetylhexosaminidases / antagonists & inhibitors*,  metabolism
Grant Support
ID/Acronym/Agency:
082572//Wellcome Trust; //Canadian Institutes of Health Research
Chemical
Reg. No./Substance:
0/6-acetamido-6-deoxycastanospermine; 0/Enzyme Inhibitors; 0/Indolizines; 0/Insulin Receptor Substrate Proteins; 0/Irs1 protein, mouse; 0/Oximes; 0/Phenylcarbamates; 11061-68-0/Insulin; 132489-69-1/N-acetylglucosaminono-1,5-lactone O-(phenylcarbamoyl)oxime; 154-17-6/Deoxyglucose; 7512-17-6/Acetylglucosamine; EC 2.7.11.1/Proto-Oncogene Proteins c-akt; EC 3.2.1.50/hexosaminidase C; EC 3.2.1.52/beta-N-Acetylhexosaminidases
Comments/Corrections
Erratum In:
Chem Biol. 2010 Oct 29;17(10):1161

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