Structure and stability of carbohydrate-lipid interactions: Methylmannose polysaccharide-fatty acid complexes

• Author(s) / Creator(s)

  • Klassen, John S.
  • Siuda, Iwona
  • Renaud, Justin
  • Tieleman, D. Peter
  • Kitova, Elena N.
  • Liu, Lan
  • Mayer, Paul M.
  • Richards, Michele R.
  • Lowary, Todd L.

• We report a detailed study of the structure and stability of carbohydrate–lipid interactions. Complexes of a methylmannose polysaccharide (MMP) derivative and fatty acids (FAs) served as model systems. The dependence of solution affinities and gas-phase dissociation activation energies (Ea) on FA length indicates a dominant role of carbohydrate–lipid interactions in stabilizing (MMP+FA) complexes. Solution 1H NMR results reveal weak interactions between MMP methyl groups and FA acyl chain; MD simulations suggest the complexes are disordered. The contribution of FA methylene groups to the Ea is similar to that of heats of transfer of n-alkanes from the gas phase to polar solvents, thus suggesting that MMP binds lipids through dipole-induced dipole interactions. The MD results point to hydrophobic interactions and H-bonds with the FA carboxyl group. Comparison of collision cross sections of deprotonated (MMP+FA) ions with MD structures suggests that the gaseous complexes are disordered.

• Date created

  2016

• Subjects / Keywords

  • Mass-spectrometry
  • Carbohydrates
  • Lipids
  • NMR spectroscopy
  • Molecular-dynamics

• Type of Item

  Article (Published)

• DOI

  https://doi.org/10.7939/R3TT4G67Z

• License

  © 2016 Liu, L., Siuda, I., Richards, M. R., Renaud, J., Kitova, E. N., Mayer, P. M., Tieleman, D. P., Lowary, T. L., & Klassen, J. S. This version of this article is open access and can be downloaded and shared. The original author(s) and source must be cited.