Studies on lipid A isolated from Phyllobacterium trifolii PETP02T lipopolysaccharide

Antonie Van Leeuwenhoek. 2017 Nov;110(11):1413-1433. doi: 10.1007/s10482-017-0872-0. Epub 2017 Apr 13.

Abstract

The structure of lipid A from lipopolysaccharide of Phyllobacterium trifolii PETP02T, a nitrogen-fixing symbiotic bacterium, was studied. It was found that the lipid A backbone was composed of two 2,3-diamino-2,3-dideoxy-D-glucose (GlcpN3N) residues connected by a β-(1 → 6) glycosidic linkage, substituted by galacturonic acid (GalpA) at position C-1 and partly decorated by a phosphate residue at C-4' of the non-reducing GlcpN3N. Both diaminosugars were symmetrically substituted by 3-hydroxy fatty acids (14:0(3-OH) and 16:0(3-OH)). Ester-linked secondary acyl residues [i.e. 19:0cyc and 28:0(27-OH) or 28:0(27-4:0(3-OMe))] were located in the distal part of lipid A. A high similarity between the lipid A of P. trifolii and Mesorhizobium was observed and discussed from the perspective of the genetic context of both genomes.

Keywords: 2,3-Diamino-2,3-dideoxy-D-glucose; Lactobacillic acid; Lipid A structure; Lipopolysaccharide; Phyllobacterium trifolii.

MeSH terms

  • Fatty Acids / analysis
  • Glucosamine / analogs & derivatives
  • Glucosamine / chemistry
  • Hexuronic Acids / chemistry
  • Lipid A / biosynthesis
  • Lipid A / chemistry*
  • Lipid A / isolation & purification
  • Lipopolysaccharides / chemistry*
  • Lipopolysaccharides / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mesorhizobium / chemistry
  • Mesorhizobium / genetics
  • Metabolic Networks and Pathways / genetics
  • Phyllobacteriaceae / chemistry*
  • Phyllobacteriaceae / genetics
  • Sequence Homology, Amino Acid
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Fatty Acids
  • Hexuronic Acids
  • Lipid A
  • Lipopolysaccharides
  • galacturonic acid
  • 2,3-diamino-2,3-dideoxyglucose
  • Glucosamine