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(-)-R-mevalonolactone Studied by ROA and SERS Spectroscopy

Katarzyna Chruszcz-Lipska, Aleksandra Jaworska, Ewelina Szczurek, Malgorzata Baranska

Chirality. 2014 Sep;26(9):453-61.

PMID: 24431105

Abstract:

Here we present for the first time the experimental and theoretical (DFT/B3LYP/6-311++G**) Raman optical activity (ROA) spectra of (-)-R-mevalonic acid as the δ-lactone form in neat liquid and in the aqueous solution. Quantum chemical calculations show the conformational diversity of (-)-R-mevalonolactone originated from small energy differences between the various conformation of the six-membered ring and the arrangement of the hydroxyl group. According to calculations, the investigated compound takes predominantly the chair conformation with the hydroxyl group in axial position, but the contribution of the other chair and boat conformers in the equilibrium at room temperature is not negligible. Additionally, we present normal Raman and the surface enhanced Raman (SERS) spectra of (-)-R-mevalonolactone adsorbed on the colloidal silver.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP19115492 (R)-(−)-Mevalonolactone (R)-(−)-Mevalonolactone 19115-49-2 Price
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