Chemical structure of Bacteriovorax stolpii lipid A

Lipids. 2010 Feb;45(2):189-98. doi: 10.1007/s11745-010-3383-6. Epub 2010 Jan 22.

Abstract

Bdellovibrionales is a phylogenetically diverse group of predatory prokaryotes, which consists of the two families Bdellovibrionaceae and Bacteriovoracaceae. We describe LPS and lipid A of the type strain Bacteriovorax stolpii DSM 12778, representing the first characterized endotoxin of a Bacteriovoracaceae member. It has a smooth form LPS, which was identified by SDS-polyacrylamide gel electrophoresis. The lipid A structure was determined by combined gas chromatography-mass spectrometry, electrospray ionization mass spectrometry and NMR spectroscopy. Its backbone consists of two beta-(1-->6)-linked 2,3-diamino-2,3-dideoxy-D-glucopyranoses (GlcpN3N) carrying a pyrophosphoethanolamine at O-4' of the non-reducing sugar and a phosphate group linked to O-1 of the reducing GlcpN3N. Positions 2, 3, 2' and 3' of the two GlcpN3N are acylated with primary 3-hydroxy fatty acids and one of those carries a secondary fatty acid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Deltaproteobacteria / chemistry*
  • Fatty Acids / analysis
  • Lipid A / chemistry*
  • Nuclear Magnetic Resonance, Biomolecular
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Fatty Acids
  • Lipid A