Are hydrogen bonds responsible for glycine conformational preferences?

作者：Cormanich Rodrigo A; Ducati Lucas C; Rittner Roberto^*

来源：Chemical Physics, 2011, 387(1-3): 85-91.

DOI：10.1016/j.chemphys.2011.07.006

• Conformational analysis
• Amino acids
• Glycine
• Natural bond orbital analysis
• Quantum theory of atoms in molecules

Glycine conformational preferences have mostly been explained as due to the formation of intramolecular hydrogen bonding, despite other possible relevant intramolecular interactions that may be present in this molecular system. This paper, within the framework of the quantum theory of atoms in molecules and natural bond orbital analysis, at the B3LYP/aug-cc-pVDZ level, shows that hydrogen bonding formally stabilizes just one of the glycine conformers. Indeed, these theoretical calculations suggest that both steric hindrance and hyperconjugative effects rule conformational preferences of this model compound and may not be ignored in discussions of amino acid conformational analyses.

• 出版日期2011-8-25