Document Detail


Fluorosugar chain termination agents as probes of the sequence specificity of a carbohydrate polymerase.
MedLine Citation:
PMID:  22458542     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Naturally occurring carbohydrate polymers are ubiquitous. They are assembled by polymerizing glycosyltransferases, which can generate polysaccharide products with repeating sequence patterns. The fidelity of enzymes of this class is unknown. We report a method for testing the fidelity of carbohydrate polymerase pattern deposition: we synthesized fluorosugar donors and used them as chain termination agents. The requisite nucleotide fluorosugars could be produced from a single intermediate using the Jacobsen catalyst in a kinetically controlled separation of diastereomers. The resulting fluorosugar donors were used by the galactofuranosyltransferase GlfT2 from Mycobacterium tuberculosis, and the data indicate that this enzyme mediates the cell wall galactan production through a sequence-specific polymerization.
Authors:
Christopher D Brown; Max S Rusek; Laura L Kiessling
Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S.     Date:  2012-04-10
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  134     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2012 Apr 
Date Detail:
Created Date:  2012-04-18     Completed Date:  2012-09-26     Revised Date:  2014-11-13    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6552-5     Citation Subset:  IM    
Copyright Information:
© 2012 American Chemical Society
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MeSH Terms
Descriptor/Qualifier:
Carbohydrate Sequence*
Galactosyltransferases / metabolism
Glycosyltransferases / metabolism*
Mycobacterium tuberculosis / enzymology
Polymerization
Polysaccharides / biosynthesis*
Repetitive Sequences, Nucleic Acid*
Grant Support
ID/Acronym/Agency:
1S10RR024601/RR/NCRR NIH HHS; R01 AI063596/AI/NIAID NIH HHS; R01 AI063596/AI/NIAID NIH HHS; R01 AI063596-08/AI/NIAID NIH HHS
Chemical
Reg. No./Substance:
0/Polysaccharides; EC 2.4.-/Glycosyltransferases; EC 2.4.1.-/Galactosyltransferases
Comments/Corrections

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