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Permanent link (DOI): https://doi.org/10.7939/R3833NB39

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

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Author or creator
Liu, Lan
Siuda, Iwona
Richards, Michele R.
Renaud, Justin
Kitova, Elena N.
Mayer, Paul M.
Tieleman, D. Peter
Lowary, Todd L.
Klassen, John S.
Additional contributors
Subject/Keyword
NMR spectroscopy
Lipids
Mass spectrometry
Molecular dynamics
Carbohydrates
Type of item
Journal Article (Published)
Language
English
Place
Time
Description
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
DOI
doi:10.7939/R3833NB39
License information
© 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.
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Citation for previous publication
Liu, L., Siuda, I., Richards, M. R., Renaud, J., Kitova, E. N., Mayer, P. M., Tieleman, D. P., Lowary, T. L., & Klassen, J. S. (2016). Structure and stability of carbohydrate-lipid interactions: Methylmannose polysaccharide-fatty acid complexes. ChemBioChem, 17(16), 1571-1578.  http://doi.org/10.1002/cbic.201600123

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