The lipid A region of lipopolysaccharides from Rhizobiaceae activates bone marrow granulocytes from lipopolysaccharide‐hyporesponsive C3H/HeJ andC57BL/10ScCr mice

Pédron, Thierry; Girard, Robert; Jeyaretnam, Benjamin; Carlson, Russell W.; Chaby, Richard

doi:10.1046/j.1365-2567.2000.00107.x

Cited by 5 publications

(10 citation statements)

References 34 publications

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“…This is particularly the case with the LPSs from Pseudomonas aeruginosa (Pier et al, 1981), Porphyromonas gingivalis (Tanamoto et al, 1997;Ogawa et al, 1996) and Prevotella intermedia (Kirikae et al, 1999). In a recent study (Pedron et al, 2000), we found that LPSs from Rhizobiaceae and their structurally atypical lipid A moieties can stimulate BMGs from TLR4-deficient mice (C3H/HeJ and C57BL/10 ScCr) and induce the expression of CD14 in these cells.…”

mentioning

confidence: 90%

“…We established in a previous study (Pedron et al, 2000) that the lipid A region of several LPSs from Rhizobiaceae can stimulate BMGs of the TLR4-deficient mouse strains C3H/HeJ and C57BL/10ScCr, and induce the expression of CD14 in these cells. This suggests that LPSs from Rhizobiaceae are recognized by another member of the Toll family, or by another receptor.…”

Section: Tlr2-mediated Expression Of Cd14 Induced By the Lipid A Of Rmentioning

confidence: 99%

“…We focused on LPSs for which a reliable background of structural data is available. As a follow-up to our previous studies (Pedron et al, 2000), we first examined the stimulation induced by the rough-type LPS of a plant pathogen: Rhizobium species Sin-1. We also examined LPSs from different strains of Legionella pneumophila, a human pathogen commonly associated with water-based aerosols and one of the top three causes of nosocomial pneumonias.…”

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confidence: 99%

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Lipopolysaccharides fromLegionellaandRhizobiumstimulate mouse bone marrow granulocytes via Toll-like receptor 2

Girard

Pédron

Uematsu

et al. 2003

Journal of Cell Science

136

122

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Lipopolysaccharide (LPS) derived from enterobacteria elicit in several cell types cellular responses that are restricted in the use of Toll-like receptor 4 (TLR4) as the principal signal-transducing molecule. A tendency to consider enterobacterial LPS as a prototypic LPS led some authors to present this mechanism as a paradigm accounting for all LPSs in all cell types. However, the structural diversity of LPS does not allow such a general statement. By using LPSs from bacteria that do not belong to the Enterobacteriaceae, we show that in bone marrow cells (BMCs) the LPS of Rhizobium species Sin-1 and of three strains of Legionella pneumophila require TLR2 rather than TLR4 to elicit the expression of CD14. In addition, exposure of BMCs from TLR4-deficient (C3H/HeJ) mice to the lipid A fragment of the Bordetella pertussis LPS inhibits their activation by the Legionella lipid A. The data show selective action of different LPSs via different TLRs, and suggest that TLR2 can interact with many lipid A structures, leading to either agonistic or specific antagonistic effects.

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confidence: 90%

Section: Tlr2-mediated Expression Of Cd14 Induced By the Lipid A Of Rmentioning

confidence: 99%

mentioning

confidence: 99%

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Lipopolysaccharides fromLegionellaandRhizobiumstimulate mouse bone marrow granulocytes via Toll-like receptor 2

Girard

Pédron

Uematsu

et al. 2003

Journal of Cell Science

136

122

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“…19,20,43,44 However, TLR2 can only recruit the adaptor protein MyD88 and as a result can only initiate the production of MyD88-dependent cytokines such as TNF-α, but not those TRIF-dependent cytokines such as IFN-β. 3,4 The fact that our results show that R. sin-1 can induce the production of IFN-β prompted us to investigate the TLR utilization of these compounds.…”

Section: Biological Evaluationmentioning

confidence: 99%

“…17,18 Furthermore, another study showed that the biological properties of R. sin-1 LPS are species specific and most notably it was found that it can agonize mouse macrophages in a TLR2-dependent manner. 19,20 The lipid A of R. sin-1 LPS is structurally unusual lipid A differing in almost every aspect from those known to contribute to the toxicity of enteric LPS (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

Agonistic and antagonistic properties of a Rhizobium sin-1 lipid A modified by an ether-linked lipid

2007

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LPS from Rhizobium sin-1 (R. sin-1) can antagonize the production of tumor necrosis factor alpha (TNF-α) by E. coli LPS in human monocytic cells. Therefore these compounds provide interesting leads for the development of therapeutics for the prevention or treatment of septic shock. Detailed structure activity relationship studies have, however, been hampered by the propensity of these compounds to undergo β-elimination to give biological inactive enone derivatives. To address this problem, we have chemically synthesized in a convergent manner a R. sin-1 lipid A derivative in which the β-hydroxy ester at C-3 of the proximal sugar unit has been replaced by an ether linked moiety. As expected, this derivative exhibited a much-improved chemical stability. Furthermore, its ability to antagonize TNF-α production induced by enteric LPS was only slightly smaller than that of the parent ester modified derivative demonstrating that the ether-linked lipids affect biological activities only marginally. Furthermore, it has been shown for the first time that R. sin-1 LPS and the ether modified lipid A are also able to antagonize the production of the cytokine interferoninducible protein 10, which arises from the TRIF-dependent pathway. The latter pathway was somewhat more potently inhibited than the MyD88-dependent pathway. Furthermore, it was observed that the natural LPS possesses much greater activity than the synthetic and isolated lipid As, which indicates that di-KDO moiety is important for optimal biological activity. It has also been found that isolated R. sin-1 LPS and lipid A agonize a mouse macrophage cell line to induce the production of TNF-α and interferon beta in a Toll-like receptor 4-dependent manner demonstrating species specific properties.

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Characterization of a Novel Lipid-A fromRhizobium Species Sin-1

Jeyaretnam

Glushka

Kolli

et al. 2002

Journal of Biological Chemistry

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The structure of the lipid-A from Rhizobium species Sin-1, a nitrogen-fixing Gram-negative bacterial symbiont of Sesbania, was determined by composition, nuclear magnetic resonance spectroscopic, and mass spectrometric analyses. The lipid-A preparation consisted of a mixture of structures due to differences in fatty acylation and in the glycosyl backbone. There were two different disaccharide backbones. One disaccharide consisted of a distal glucosaminosyl residue ␤-linked to position 6 of a proximal 2-aminoglucono-1,5-lactonosyl residue, and in the second disaccharide, the proximal residue was 2-amino-2,3-dideoxy-D-erythro-hex-2-enono-1,5-lactone. For both disaccharides, the distal glucosamine was acylated at C-2 primarily with ␤-hydroxypalmitate (␤-OHC16:0) which, in turn, was O-acylated with 27-hydroxyoctacosanoic acid. For some of the lipid-A molecules, the distal glucosaminosyl residue was also acylated at C-3 with ␤-hydroxymyristate (␤-OHC14: 0), whereas other molecules were devoid of this acyl substituent. Both the 2-aminoglucono-1,5-lactonosyl and 2-amino-2,3-dideoxy-D-erythro-hex-2-enono-1,5-lactonosyl residues were acylated at C-2, primarily with ␤-OHC16:0. Minor amounts of lipid-A molecules contained ␤-OHC14:0 at C-3 and/or ␤-hydroxystearate (␤-OHC18:0) or ␤-hydroxyoctadecenoate (␤-OHC18:1) as the C-2 and C-2 N-acyl substituents.Rhizobia refer collectively to the group of Gram-negative bacteria that belong to the Rhizobiaceae family and form nitrogen-fixing symbioses with legume plants. The major constituent of the Gram-negative bacterial cell wall is lipopolysaccharide (LPS).1 The LPS molecule has three structural regions as follows: the O-chain polysaccharide, core oligosaccharide, and the hydrophobic lipid-A. The LPS has been shown to be important in the symbiotic infection process (1-4). Structural changes to both the O-chain polysaccharide and to the lipid-A appear to be important for symbiotic infection (5). These changes include methylation of the O-chain glycosyl residues and increased fatty acylation of the lipid-A with 27-hydroxyoctacosanoic acid (27-OHC28:0) (6), a long-chain fatty acyl component that is common to the lipid-A isolated from members of the Rhizobiaceae (7-9). As with other Gram-negative bacteria, the LPS of rhizobia most likely have important roles that enable these bacteria to adapt to different environments; in this case, the intracellular environment of the legume host cell. These roles probably include acting as a permeation barrier toward potential toxins (e.g. defense response molecules from the host) as well as other structural adaptations that allow survival within the host cell. Lipid-A is considered the least variable region in the LPS molecule. The lipid-A structure from enteric bacteria is largely conserved, consisting of a ␤-(136)-linked glucosamine disaccharide backbone with phosphate groups at C-1 and C-4Ј and ␤-hydroxy fatty acyl groups and acyloxyacyl residues at positions 2 and 3, and 2Ј and 3Ј, respectively (10, 11). Modifications to this structure that are...

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The lipid A region of lipopolysaccharides from Rhizobiaceae activates bone marrow granulocytes from lipopolysaccharide‐hyporesponsive C3H/HeJ andC57BL/10ScCr mice

Cited by 5 publications

References 34 publications

Lipopolysaccharides fromLegionellaandRhizobiumstimulate mouse bone marrow granulocytes via Toll-like receptor 2

Lipopolysaccharides fromLegionellaandRhizobiumstimulate mouse bone marrow granulocytes via Toll-like receptor 2

Agonistic and antagonistic properties of a Rhizobium sin-1 lipid A modified by an ether-linked lipid

Characterization of a Novel Lipid-A fromRhizobium Species Sin-1

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