title: Structural determination of the Nod factors produced by Rhizobium gallicum bv. gallicum R602.
abstract: Rhizobium gallicum is a fast-growing bacterium found in European, Australian and African soils; it was first isolated in France. It is a microsymbiont which is able to nodulate plants of the genus Phaseolus. Rhizobium gallicum bv. gallicum R602 produces four extracellular signal molecules consisting of a linear backbone of N-acetyl glucosamine, bearing on the nonreducing terminal residue an N-methyl group and different N-acyl substituents. The four acyloligosaccharides terminate with a sulfated N-acetylglucosaminitol. This unit may be also acetylated. These structures were determined using carbohydrate and methylation analysis, mass spectrometric analysis and one-dimensional- and two-dimensional-nuclear magnetic resonance experiments. This work establishes the common structure that a lipochito-oligosaccharide must have so that the Rhizobium that produces and excretes it is able to nodulate plants of Phaseolus vulgaris. The substituents common to all the molecules are an N-methyl group and a C(18:1) fatty acid on the nonreducing terminal residue.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Spain.
authors.forename: M Eugenia
authors.initials: ME
authors.lastname: Soria-Díaz
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Rodríguez-Carvajal
authors.forename: Pilar
authors.initials: P
authors.lastname: Tejero-Mateo
authors.forename: José L
authors.initials: JL
authors.lastname: Espartero
authors.forename: Belén
authors.initials: B
authors.lastname: Morón
authors.forename: Carolina
authors.initials: C
authors.lastname: Sousa
authors.forename: Manuel
authors.initials: M
authors.lastname: Megías
authors.forename: Jane
authors.initials: J
authors.lastname: Thomas-Oates
authors.forename: Antonio M
authors.initials: AM
authors.lastname: Gil-Serrano
mesh_terms: D005944:Glucosamine / Q000031:analogs & derivatives / Q000032:analysis; D008070:Lipopolysaccharides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D027805:Phaseolus / Q000382:microbiology*; D012231:Rhizobium / Q000737:chemistry* / Q000378:metabolism
chemical_list: D008070:Lipopolysaccharides; D005944:Glucosamine