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Structure type: oligomer ; 1503 [M-H]-, 1531 [M-H]-
Compound class: lipid A
Contained glycoepitopes: IEDB_135394,IEDB_135515,IEDB_141807,IEDB_151531,IEDB_176772

• Article ID: 3975
  Marr N, Novikov A, Hajjar AM, Caroff M, Fernandez RC "Variability in the lipooligosaccharide structure and endotoxicity among Bordetella pertussis strains" - Journal of Infectious Diseases 202(12) (2010) 1897-1906
  

  Bordetella endotoxins show remarkable structural variability both among each other and in comparison to other gram-negative bacteria. Here we demonstrate that, in contrast to the common Bordetella pertussis laboratory strain and Tohama I derivative BP338, lipooligosaccharide from mouse challenge strain 18-323 is a poor inducer of inflammatory cytokines in human and murine macrophages, is greatly impaired in Toll-like receptor 4-mediated activation of nuclear factor-kappaB in transfected HEK-293 cells, and functions as a Toll-like receptor 4 antagonist. Comparison of lipid A and lipooligosaccharide structures of B. pertussis strains BP338 and 18-323 revealed that 18-323 (1) lacks the ability to modify its lipid A phosphate groups with glucosamine, (2) is distinct in its acylation at the C3' position of the lipid A diglucosamine backbone, and (3) expresses molecular lipooligosaccharide species that lack a terminal heptose. Our findings have important implications for interpreting previous studies of host defenses to B. pertussis infection in mice and in vitro.

  lipopolysaccharides, Lipooligosaccharide, lipid A, Bordetella pertussis, gram negative bacteria, cytokines, macrophage, NF-kappa B, endotoxicity

  NCBI PubMed ID: 21050116
  Publication DOI: 10.1086/657409
  Journal NLM ID: 0413675
  Publisher: Oxford: Oxford University Press
  Correspondence: rachelf@interchange.ubc.ca
  Institutions: Department of Microbiology & Immunology, University of British Columbia, Vancouver, British Columbia, Canada, Equipe Structure et Activités des Endotoxines, UMR 8621 du Centre National de la Recherche Scientifique, IGM, Université de Paris-Sud, Orsay, France, Department of Comparative Medicine, University of Washington, Seattle, Washington
  Methods: GC, MALDI-MS, statistical analysis
  
   
  
  Bordetella pertussis 18-323
  CSDB ID 25929 (all data & tools)

Show legend Show as text

Structure type: oligomer ; 1503.85 [M-H]-
Compound class: lipid A
Contained glycoepitopes: IEDB_135394,IEDB_135515,IEDB_141807,IEDB_151531,IEDB_176772

• Article ID: 5033
  Breton A, Novikov A, Martin R, Tissieres P, Caroff M "Structural and biological characteristics of different forms of V. filiformis lipid A: use of MS to highlight structural discrepancies" - Journal of Lipid Research 58(3) (2017) 543-552
  

  Vitreoscilla filiformis is a Gram-negative bacterium isolated from spa waters and described for its beneficial effects on the skin. We characterized the detailed structure of its lipopolysaccharide (LPS) lipid A moiety, an active component of the bacterium that contributes to the observed skin activation properties. Two different batches differing in postculture cell recovery were tested. Chemical analyses and mass spectra, obtained before and after mild-alkali treatments, revealed that these lipids A share the common bisphosphorylated β-(1→6)-linked d-glucosamine disaccharide with hydroxydecanoic acid in an amide linkage. Short-chain FAs, hydroxydecanoic and dodecanoic acid, were found in a 2:1 ratio. The two lipid A structures differed by the relative amount of the hexa-acyl molecular species and phosphoethanolamine substitution of the phosphate groups. The two V. filiformis LPS batches induced variable interleukin-6 and TNF-α secretion by stimulated myelomonocytic THP-1 cells, without any difference in reactive oxygen species production or activation of caspase 3/7. Other different well-known highly purified LPS samples were characterized structurally and used as standards. The structural data obtained in this work explain the low inflammatory response observed for V. filiformis LPS and the previously demonstrated beneficial effects on the skin.

  Lipopolysaccharide, mass spectrometry, cytokines, Toll-like receptor, V. filiformis, lipid biochemistry, skin

  NCBI PubMed ID: 28122817
  Publication DOI: 10.1194/jlr.M072900
  Journal NLM ID: 0376606
  Publisher: ASBMB
  Correspondence: martine.caroff@u-psud.fr
  Institutions: Institute for Integrative Biology of the Cell (I2BC), CEA, CNRS, Universite Paris-Sud, Universite Paris-Saclay, Orsay, France, LPS-BioSciences, Universite Paris-Sud, Orsay, France, L'Oreal, Centre de Recherches Biotechnologiques, 37390 Tours, France, Pediatric and Neonatal Intensive Care, Hopitaux Universitaires Paris-Sud, Assistance Publique-Hopitaux de Paris, 94275 Le Kremlin-Bicetre, France
  Methods: GC-MS, SDS-PAGE, chemical analysis, ELISA, acid hydrolysis, GC, MALDI-MS, alkaline hydrolysis, UV, HPTLC, enzymatic treatments, cytokine production
  
   
  
  Bordetella pertussis 18-323
  CSDB ID 12204 (all data & tools)