title: Chemical structure and immunobiological activity of lipid A from Prevotella intermedia ATCC 25611 lipopolysaccharide.
abstract: The novel chemical structure and immunobiological activities of Prevotella intermedia ATCC 25611 lipid A were investigated. A lipopolysaccharide (LPS) preparation of P. intermedia was extracted using a phenol-chloroform-petroleum ether method, after which its purified lipid A was prepared by weak acid hydrolysis followed by chromatographic separations. The lipid A structure was determined by mass spectrometry and nuclear magnetic resonance to be a diglucosamine backbone with a phosphate at the 4-position of the non-reducing side sugar, as well as five fatty acids containing branched long chains. It was similar to that of Bacteroides fragilis and Porphyromonas gingivalis, except for the phosphorylation site. P. intermedia lipid A induced weaker cytokine production and NF-kappaB activation in murine cells via Toll-like receptor (TLR) 4 as compared to Escherichia coli synthetic lipid A (compound 506). Our results indicate that P. intermedia lipid A activates cells through a TLR4-dependent pathway similar to E. coli-type lipid A, even though these have structural differences.
authors.affiliation: Department of Oral Microbiology, Asahi University School of Dentistry, 1851-1 Hozumi, Mizuho, 501-0296, Gifu, Japan.
authors.forename: Masahito
authors.initials: M
authors.lastname: Hashimoto
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Asai
authors.forename: Riyoko
authors.initials: R
authors.lastname: Tamai
authors.forename: Takayoshi
authors.initials: T
authors.lastname: Jinno
authors.forename: Katsumi
authors.initials: K
authors.lastname: Umatani
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Ogawa
mesh_terms: D000818:Animals; D002478:Cells, Cultured; D015850:Interleukin-6 / Q000096:biosynthesis; D008050:Lipid A / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D013058:Mass Spectrometry; D051379:Mice; D008809:Mice, Inbred C3H; D016328:NF-kappa B / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D018713:Prevotella intermedia / Q000737:chemistry*
chemical_list: D015850:Interleukin-6; D008050:Lipid A; D016328:NF-kappa B