Structure and Stability of Carbohydrate–Lipid Interactions. Methylmannose Polysaccharide–Fatty Acid Complexes

Abstract

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 (1) H 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.

Biosynthesis of mycobacterial methylmannose polysaccharides requires a unique 1- O -methyltransferase specific for 3- O -methylated mannosides

“…It was initially proposed that fatty acyl-CoAs can induce a helical conformation in PMPSs, favoring the formation of a methyl group-lined hydrophobic channel where the apolar acyl-CoA ligand is accommodated (8,9). Although this postulated architecture of MMPlipid tight interactions has been recently challenged, a possible biological role in storage of fatty acid precursors for the diverse mycobacterial lipids remains undisputed (10). These properties of PMPSs likely impact the assembly of cell envelope lipids, namely mycolic acids, distinctive components of the mycomembrane (11).…”

Anti-SpCas9 IgY Polyclonal Antibodies Production for CRISPR Research Use

“…The hydrophobic interior of these structures provides a suitable environment for accommodating lipids during the de-lipidation process. 18 These properties could positively impact the isolation processes to obtain the anti-SpCas9 IgY polyclonal antibodies in the present study.…”

“…These polymers can form hydrogen bonds with the polar heads of lipids and establish hydrophobic interactions through the formation of helical structures. The hydrophobic interior of these structures provides a suitable environment for accommodating lipids during the de-lipidation process . These properties could positively impact the isolation processes to obtain the anti-SpCas9 IgY polyclonal antibodies in the present study.…”

Morphological, Thermal, and Cytotoxicity Features Assessment of Starch–Myristic Acid Complex‐Derived Nanostructured Materials

“…[1] Moreover, carbohydrate-carbohydrate and carbohydrate-lipid interfaces play an essential role. [2] Lipids possess hydrocarbon chains and cosmetics, myristic acid is employed as a cleansing agent, emollient, opacifying agent, surfactant, texture enhancer, and emulsifier. Also, its esters and salts are applied in personal care products.…”

“…[ 1 ] Moreover, carbohydrate–carbohydrate and carbohydrate–lipid interfaces play an essential role. [ 2 ] Lipids possess hydrocarbon chains that can easily interact with a carbohydrate's helical structure to form the carbohydrate–lipid inclusion complex. [ 3 ] A perceptual approach to perceiving how these interfaces appear during food processing could lead to developing new foods with the necessary microstructure and functionality.…”