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Chemical structure and immunobiological activity of lipid A from Prevotella intermedia ATCC 25611 lipopolysaccharide
Author(s) -
Hashimoto Masahito,
Asai Yasuyuki,
Tamai Riyoko,
Jinno Takayoshi,
Umatani Katsumi,
Ogawa Tomohiko
Publication year - 2003
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/s0014-5793(03)00414-9
Subject(s) - lipid a , prevotella intermedia , chemistry , lipopolysaccharide , biochemistry , bacteroides fragilis , lipid metabolism , phosphocholine , escherichia coli , porphyromonas gingivalis , bacteroidaceae , microbiology and biotechnology , phospholipid , biology , bacteria , phosphatidylcholine , membrane , genetics , gene , endocrinology , antibiotics
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‐κB 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.