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Structural determination of the Nod factors produced by Rhizobium gallicum bv. gallicum R602

2006; Oxford University Press; Volume: 255; Issue: 1 Linguagem: Inglês

10.1111/j.1574-6968.2005.00065.x

1574-6968

María Eugenia Soria-Díaz, Miguel A. Rodríguez‐Carvajal, Pilar Tejero‐Mateo, José L. Espartero, Belén Morà n, Carolina Sousa, Manuel MegĂ­As, Jane Thomas‐Oates, Antonio Gil‐Serrano,

Microbial Metabolites in Food Biotechnology

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.