Structural determination of symbiotic nodulation factors from the broad host-range Rhizobium species NGR234.
Nod factors are secreted lipo-oligosaccharides produced by symbiotic nitrogen-fixing Rhizobium bacteria that induce nodule formation on the roots of host leguminous plants. Two biologically active fractions (NodNGRA and NodNGRB) were isolated by reversed-phase HPLC from the culture supernatant of a Nod factor overproducing strain of Rhizobium sp. NGR234. NodNGRA and NodNGRB are heterogeneous mixtures of N-acylated 2-O-methylfucosylated chitomers, in which the fucosyl residue may be either 3-sulfated (NodNGRA), or 4-O-acetylated or nonsubstituted (NodNGRB). Structurally analogous series of compounds occur with either N-vaccenic (C18:1) or N-palmitic (C16:0) substituents. The presence of 6-O-carbamoyl groups on the GlcNMe-Acyl residue occurs on some molecules, while others are di-O-carbamoylated. Detailed structural analysis of seventeen Nod factors are reported here.
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Laboratoire de Pharmacologie et de Toxicologie Fondamentale du Centre National de la Recherche Scientifique, Toulouse, France.
Talmont
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Wieruszeski
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Promé
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Promé
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D002240:Carbohydrate Sequence; D020843:Chamomile; D007887:Fabaceae / Q000378:metabolism; D005419:Flavonoids / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D008055:Lipids / Q000032:analysis / Q000737:chemistry; D008070:Lipopolysaccharides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009005:Monosaccharides / Q000032:analysis / Q000737:chemistry; D009822:Oils, Volatile / Q000494:pharmacology; D009844:Oligosaccharides / Q000737:chemistry; D010946:Plants, Medicinal; D012231:Rhizobium / Q000378:metabolism*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D014269:Trifluoroacetic Acid / Q000378:metabolism
D005419:Flavonoids; D008055:Lipids; D008070:Lipopolysaccharides; D009005:Monosaccharides; D009822:Oils, Volatile; D009844:Oligosaccharides; C023023:lipid-linked oligosaccharides; D014269:Trifluoroacetic Acid