Document Detail


Inhibition of L-fucokinase from rat liver by L-fucose analogues in vitro.
MedLine Citation:
PMID:  9208369     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
By investigating the effects of more than 15 different L-fucose analogues on the activity of L-fucokinase (EC 2.7.1.52) from rat liver in vitro, certain structural requirements for potent inhibition of this enzyme were established. Of the novel compounds, 4,6-dideoxy-L-xylo-hexopyranose (4) and methyl 4,6-dideoxy-4-iodo-L-glucopyranose (9) were found to be competitive inhibitors with Ki-values of 0.5 mM and 5.0 mM respectively. Thus 4,6-dideoxy-L-xylo-hexopyranose is a better inhibitor of L-fucokinase than methyl-alpha-L-fucoside (1). Uptake of L-fucose into rat hepatoma cells is reduced by 52% in the presence of the deoxy derivative (4), leading to a decrease of 45% in the incorporation of L-fucose into total cellular glycoproteins.
Authors:
R Zeitler; S Danneschewski; T Lindhorst; J Thiem; W Reutter
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of enzyme inhibition     Volume:  11     ISSN:  8755-5093     ISO Abbreviation:  J. Enzym. Inhib.     Publication Date:  1997 Feb 
Date Detail:
Created Date:  1997-08-07     Completed Date:  1997-08-07     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  8709734     Medline TA:  J Enzyme Inhib     Country:  SWITZERLAND    
Other Details:
Languages:  eng     Pagination:  265-73     Citation Subset:  IM    
Affiliation:
Institut für Molekularbiologie und Biochemie der Freien Universität Berlin, Germany.
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MeSH Terms
Descriptor/Qualifier:
Animals
Enzyme Inhibitors / pharmacology
Fucose / analogs & derivatives*,  pharmacology*
Guanosine Diphosphate Fucose / biosynthesis
Liver / enzymology*
Liver Neoplasms, Experimental
Phosphotransferases (Alcohol Group Acceptor) / antagonists & inhibitors*
Rats
Structure-Activity Relationship
Tumor Cells, Cultured
Chemical
Reg. No./Substance:
0/Enzyme Inhibitors; 15839-70-0/Guanosine Diphosphate Fucose; 3713-31-3/Fucose; EC 2.7.1.-/Phosphotransferases (Alcohol Group Acceptor); EC 2.7.1.52/fucokinase

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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