Stankovic, Ivana M.; Blagojevic Filipovic, Jelena P.; Zaric, Snezana D. published the artcile< Carbohydrate - Protein aromatic ring interactions beyond CH/π interactions: A Protein Data Bank survey and quantum chemical calculations>, Name: (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol, the main research area is glucose carbohydrate protein aromatic ring interaction quantum chem method; Aromatic amino acids; CH/π interactions; Carbohydrates; Stacking interactions.
The geometries of the contacts between monosaccharides and aromatic rings of amino acids found in X-ray crystallog. structures, in the Protein Data Bank (PDB), were analyzed, while the energies of the interactions were calculated using quantum chem. method. We found 1913 sugar/aromatic ring contacts, 1054 of them (55%) with CH/π interactions and 859 of them (45%) without CH/π interactions. We showed that only the carbohydrate/aromatic contacts with CH/π interactions are preferentially parallel and enable sliding in the plane parallel to aromatic ring. The calculated interaction energies in systems with CH/π interactions are in the range from -1.7 kcal/mol to -6.8 kcal/mol, while in the systems without CH/π interactions are in the range -0.2 to -3.2 kcal/mol. Hence, the binding that does not include CH/π interactions, can also be important for aromatic amino acid and carbohydrate binding processes, since some of these interactions can be as strong as the CH/π interactions. At the same time, these interactions can be weak enough to enable releasing of small carbohydrate fragments after the enzymic reaction. The anal. of the protein-substrate patterns showed that every second or third carbohydrate unit in long substrates stacks with protein aromatic amino acids.
International Journal of Biological Macromolecules published new progress about Carbohydrates Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 492-62-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Name: (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol.
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