Document Detail

Inhibition of in vitro biosynthesis of N-acetylneuraminic acid by N-acyl- and N-alkyl-2-amino-2-deoxyhexoses.
MedLine Citation:
PMID:  7307017     Owner:  NLM     Status:  MEDLINE    
The biosynthesis of N-acetylneuraminic acid is markedly inhibited by 2-deoxy-2-propionamido-D-glucose (GlcNProp) and to a much lesser extent by 2-deoxy-2-propionamido-D-mannose (ManNProp), but not by 2-deoxy-2-propionamido-D-galactose and N-methylated derivatives of 2-amino-2-deoxy-D-glucose. 2-Deoxy-2-trimethylamino-D-glucose is a weak inhibitor of 2-acetamido-2-deoxy-D-mannose metabolism. When incubated in a cell-free system from rat liver, GlcNProp gives the 6-phosphate, which is converted into N-propionylneuraminic acid. Evidence is presented which shows that it is the metabolites GlcNProp-6-P and ManNProp-6-P which are the competitive inhibitors, and not GlcNProp itself.
H J Grünholz; E Harms; M Opetz; W Reutter; M Cerný
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Carbohydrate research     Volume:  96     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  1981 Oct 
Date Detail:
Created Date:  1982-02-12     Completed Date:  1982-02-12     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  259-70     Citation Subset:  IM    
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MeSH Terms
Hexosamines / chemical synthesis,  pharmacology*
Liver / metabolism*
Rats, Inbred Strains
Sialic Acids / biosynthesis*
Structure-Activity Relationship
Reg. No./Substance:
0/Hexosamines; 0/Sialic Acids

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