Document Detail


Preparation of a lipid a derivative that contains a 27-hydroxyoctacosanoic acid moiety.
MedLine Citation:
PMID:  15355045     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[structure: see text] A general synthetic strategy for long-chain omega-1 hydroxy fatty acids has been developed, which employs as a key reaction step a cross metathesis between omega-unsaturated ester and 3-butene-2-ol. The resulting lipids were used for the preparation of lipid A derivatives of Rhizobium sin-1, which have the ability to inhibit the E. coli LPS-dependent synthesis of tumor necrosis factor by human monocytes.
Authors:
Balaji Santhanam; Geert-Jan Boons
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Organic letters     Volume:  6     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2004 Sep 
Date Detail:
Created Date:  2004-09-09     Completed Date:  2005-09-28     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3333-6     Citation Subset:  IM    
Affiliation:
Complex Carbohydrate Research Center, The University of Georgia, 315 Riverbend Road, Athens, Georgia 30602, USA.
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MeSH Terms
Descriptor/Qualifier:
Escherichia coli / chemistry,  metabolism
Humans
Hydroxy Acids / chemical synthesis*
Lipid A / analogs & derivatives*,  chemical synthesis*,  pharmacology
Lipopolysaccharides / chemistry,  metabolism*
Molecular Structure
Monocytes / metabolism
Rhizobium / chemistry,  metabolism
Tumor Necrosis Factors / antagonists & inhibitors
Grant Support
ID/Acronym/Agency:
P41-RR-5351/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/Hydroxy Acids; 0/Lipid A; 0/Lipopolysaccharides; 0/Tumor Necrosis Factors; 121822-56-8/27-hydroxyoctacosanoic acid

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