Document Detail

Structural characterization of the lipid A component of Pseudomonas aeruginosa wild-type and rough mutant lipopolysaccharides.
MedLine Citation:
PMID:  1904818     Owner:  NLM     Status:  MEDLINE    
The structure of the lipid A component of lipopolysaccharides isolated from two wild-type strains (Fisher 2 and 7) and one rough mutant (PAC 605) of Pseudomonas aeruginosa was investigated using chemical analysis, methylation analysis, combined gas-liquid chromatography/mass spectrometry, laser-desorption mass spectrometry and NMR spectroscopy. The lipid A backbone was found to consist of a pyranosidic beta 1,6-linked D-glucosamine disaccharide [beta-D-GlcpN-(1----6)-D-GlcpN], phosphorylated in positions 4' and 1. Position 6' of the beta-D-GlcpN-(1----6)-D-GlcpN disaccharide was identified as the attachment site of the core oligosaccharide and the hydroxyl group at C-4 was not substituted. Lipid A of the three P. aeruginosa strains expressed heterogeneity with regard to the degree of acylation: a hexaacyl as well as a pentaacyl component were structurally characterized. The hexaacyl lipid A contains two amide-bound 3-O-acylated (R)-3-hydroxydodecanoic acid groups [12:0(3-OH)] at positions 2 and 2' of the GlcN dissacharide and two ester-bound (R)-3-hydroxydecanoic acid groups [10:0(3-OH)] at positions 3 and 3'. The pentaacyl species, which represents the major lipid A component, lacks one 10:0(3-OH) residue, the hydroxyl group in position 3 of the reducing GlcN residue being free. In both hexa- and pentaacyl lipid A the 3-hydroxyl group of the two amide-linked 12:0(3-OH) residues are acylated by either dodecanoic (12:0) or (S)-2-hydroxydodecanoic acid [12:0(2-OH)], the lipid A species with two 12:0(2-OH) residues, however, being absent. The presence of only five acyl residues in the major lipid A fraction may account for the low endotoxic activity observed with P. aeruginosa lipopolysaccharide.
V A Kulshin; U Zähringer; B Lindner; K E Jäger; B A Dmitriev; E T Rietschel
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  European journal of biochemistry / FEBS     Volume:  198     ISSN:  0014-2956     ISO Abbreviation:  Eur. J. Biochem.     Publication Date:  1991 Jun 
Date Detail:
Created Date:  1991-07-24     Completed Date:  1991-07-24     Revised Date:  2007-07-23    
Medline Journal Info:
Nlm Unique ID:  0107600     Medline TA:  Eur J Biochem     Country:  GERMANY    
Other Details:
Languages:  eng     Pagination:  697-704     Citation Subset:  IM    
Forschungsinstitut Borstel, Institut für Experimentelle Biologie und Medizin, Federal Republic of Germany.
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MeSH Terms
Carbohydrate Conformation
Carbohydrate Sequence
Fatty Acids / analysis
Gas Chromatography-Mass Spectrometry
Lipid A / chemistry*,  isolation & purification
Lipopolysaccharides / chemistry*,  isolation & purification
Magnetic Resonance Spectroscopy
Mass Spectrometry
Molecular Sequence Data
Pseudomonas aeruginosa / genetics,  immunology*
Reg. No./Substance:
0/Fatty Acids; 0/Lipid A; 0/Lipopolysaccharides

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