Comparative X-ray and Fourier-transform-infrared investigations of conformational properties of bacterial and synthetic lipid A of Escherichia coli and Salmonella minnesota as well as partial structures and analogues thereof

Eur J Biochem. 1989 Feb 15;179(3):659-65. doi: 10.1111/j.1432-1033.1989.tb14598.x.

Abstract

By using the X-ray and infrared spectroscopic characteristics of various synthetic analogues and partial structures of lipid A in the dried state, a comparison of these compounds with their natural counterparts was undertaken. As judged by their X-ray diffraction and infrared spectroscopic features, the compounds tested could be divided into two main groups. The first group covered those samples synthesized in accordance with a previously assumed structure, while those synthesized in accordance with present knowledge on the lipid-A primary structure formed the second group. Members of the first group were characterized by a liquid-like, alpha-type arrangement of their fatty acyl chains in a non-lamellar supramolecular structure, while all members of the second group formed bilayered phases with a much more ordered, beta-type conformation of their fatty acyl chains. Synthetic Escherichia coli-type lipid A (compound 506), proved to be essentially identical to its natural counterpart with respect to those conformational properties accessible by our methods. The synthetic hepta-acyl species of Salmonella minnesota lipid A (compound 516) revealed an unexpected conformational behaviour, whereby a fatty-acyl-chain packing could be detected which was different from the hexagonal arrangement found for all other compounds of the second group.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Escherichia coli / analysis*
  • Fatty Acids / analysis
  • Light
  • Lipid A / analysis*
  • Molecular Conformation
  • Molecular Structure
  • Salmonella / analysis*
  • Scattering, Radiation
  • Spectrophotometry, Infrared / methods
  • Structure-Activity Relationship
  • X-Ray Diffraction

Substances

  • Fatty Acids
  • Lipid A