dc.contributor.author | Moran, A P | |
dc.contributor.author | Lindner, B | |
dc.contributor.author | Walsh, E J | |
dc.date.accessioned | 2018-08-24T08:25:45Z | |
dc.date.available | 2018-08-24T08:25:45Z | |
dc.date.issued | 1997-10-01 | |
dc.identifier.citation | Moran, A P; Lindner, B; Walsh, E J (1997). Structural characterization of the lipid a component of helicobacter pylori rough- and smooth-form lipopolysaccharides.. Journal of Bacteriology 179 (20), 6453-6463 | |
dc.identifier.issn | 0021-9193,1098-5530 | |
dc.identifier.uri | http://hdl.handle.net/10379/9578 | |
dc.description.abstract | The chemical structure of free lipid A isolated from rough-and smooth-form lipopolysaccharides (R-LPS and S-LPS, respectively) of the human gastroduodenal pathogen Helicobacter pylori was elucidated by compositional and degradative analysis, nuclear magnetic resonance spectroscopy, and mass spectrometry. The predominant molecular species in both lipid A components are identical and tetraacylated, but a second molecular species which is hexaacylated is also present in lipid A from S-LPS. Despite differences in substitution by acyl chains, the hydrophilic backbone of the molecules consisted of beta(1,6)-linked D-glucosamine (GlcN) disaccharide 1-phosphate. Because of microheterogeneity, nonstoichiometric amounts of ethanolamine-phosphate were also linked to the glycosidic hydroxyl group. In S-LPS, but not in R-LPS, the hydroxyl group at position 4' was partially substituted by another phosphate group. Considerable variation in the distribution of fatty acids on the lipid A backbone was revealed by laser desorption mass spectrometry. In tetraacyl lipid A, the amino group of the reducing GlcN carried (R)-3-hydroxyoctadecanoic acid (position 2), that of the nonreducing GlcN carried (R)-3-(octadecanoyloxy)octadecanoic acid (position 2'), and ester-bound (R)-3-hydroxyhexadecanoic acid was attached at position 3. Hexaacyl lipid A had a similar substitution by fatty acids, but in addition, ester-bound (R)-3-(dodecanoyloxy)hexadecanoic acid or (R)-3(tetradecanoyloxy)hexadecanoic acid was attached at position 3'. The predominant absence of ester-bound 4'-phosphate and the presence of tetraacyl lipid A with fatty acids of 16 to 18 carbons in length differentiate H. pylori lipid A from that of other bacterial species and help explain the low endotoxic end biological activities of H. pylori LPS. | |
dc.publisher | American Society for Microbiology | |
dc.relation.ispartof | Journal of Bacteriology | |
dc.rights | Attribution-NonCommercial-NoDerivs 3.0 Ireland | |
dc.rights.uri | https://creativecommons.org/licenses/by-nc-nd/3.0/ie/ | |
dc.subject | core oligosaccharide regions | |
dc.subject | a component | |
dc.subject | chemical-structure | |
dc.subject | biological-activities | |
dc.subject | bacterial-endotoxins | |
dc.subject | o-antigen | |
dc.subject | re-mutant | |
dc.subject | infection | |
dc.subject | analogs | |
dc.subject | cells | |
dc.title | Structural characterization of the lipid a component of helicobacter pylori rough- and smooth-form lipopolysaccharides. | |
dc.type | Article | |
dc.identifier.doi | 10.1128/jb.179.20.6453-6463.1997 | |
dc.local.publishedsource | http://jb.asm.org/content/179/20/6453.full.pdf | |
nui.item.downloads | 0 | |