The role of secondary interactions on the preferred conformers of the fenchone-ethanol complex.
Phys Chem Chem Phys
; 21(6): 2938-2945, 2019 Feb 06.
Article
em En
| MEDLINE
| ID: mdl-30675879
ABSTRACT
New atomic-level experimental data on the intermolecular non-covalent interactions between a common odorant and a relevant residue at odorant binding sites are reported. The preferred arrangements and binding interactions of fenchone, a common odorant and ethanol, a mimic of serine's side chain, have been unambiguously identified using a combination of high resolution rotational spectroscopy and computational methods. The observed conformers include homochiral (RR) and heterochiral (RS) conformers, with a slight preference for a heterochiral form, and exhibit primary OH-O hydrogen bonds between fenchone and ethanol. Secondary interactions play a key role in determining the relative configurations of fenchone and ethanol, and in shaping quite a flat potential energy surface, with many conformers close in energy and small barriers for interconversion.
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MEDLINE
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En
Ano de publicação:
2019
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Article