title: Molecular simulations of hevein/(GlcNAc)3 complex with weakened OH/O and CH/π hydrogen bonds: implications for their role in complex stabilization.
abstract: Carbohydrate-protein complexes are often characterized by interactions via aromatic amino acid residues. Several mechanisms have been proposed to explain these stacking-like interactions between pyranose sugars and aromatic moieties. The physical basis of these interactions is being explained as either dispersion CH/π or hydrophobic. In order to elucidate the nature of these interactions, we performed a series of molecular dynamics simulation of hevein domain (HEV32) in complex with (β-D-GlcNAc)3. Selected OH/O and CH/π hydrogen bonds involved in carbohydrate recognition were artificially weakened in 100 ns molecular dynamics simulations. Separate weakening of either OH/O or CH/π hydrogen bonds was not sufficient to destabilize the complex. This indicates that other effects, not solely CH/π dispersion interactions, contribute significantly to the stability of the complex. Significant destabilization of complexes was reached only by simultaneous weakening of OH/O and CH/π hydrogen bonds. This also shows that classical hydrogen bonds and CH/π interactions are working in concert to stabilize this carbohydrate-protein test case.
authors: Department of Biochemistry and Microbiology, University of Chemistry and Technology, Prague, Technická 3, Prague 6, 166 28, Czech Republic.
authors: Václav
authors: V
authors: Mareška
authors: Department of Structure and Function of Saccharides, Institute of Chemistry, Center for Glycomics, Slovak Academy of Sciences, Dúbravska cesta 9, 84538, Bratislava, Slovak Republic.
authors: Igor
authors: I
authors: Tvaroška
authors: Department of Biochemistry and Microbiology, University of Chemistry and Technology, Prague, Technická 3, Prague 6, 166 28, Czech Republic.
authors: Blanka
authors: B
authors: Králová
authors: Department of Biochemistry and Microbiology, University of Chemistry and Technology, Prague, Technická 3, Prague 6, 166 28, Czech Republic. Electronic address: spiwokv@vscht.cz.
authors: Vojtěch
authors: V
authors: Spiwok
mesh_terms: D023181:Antimicrobial Cationic Peptides / Q000737:chemistry* / Q000378:metabolism; D001665:Binding Sites; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D037121:Plant Lectins / Q000737:chemistry* / Q000378:metabolism; D014312:Trisaccharides / Q000737:chemistry*
chemical_list: D023181:Antimicrobial Cationic Peptides; D037121:Plant Lectins; D014312:Trisaccharides; C045875:hevein; D006859:Hydrogen
keywords: CH/π interactions; Carbohydrate–aromatic interactions; Hevein domain; Hydrophobic effect; Molecular dynamics simulation