Quantum chemical study of the isomerization of 24-methylenecycloartanol, a potential marker of olive oil refining

Henry B Wedler; Ryan P Pemberton; Valère Lounnas; Gert Vriend; Dean J Tantillo; Selina C Wang

doi:10.1007/s00894-015-2652-y

Quantum chemical study of the isomerization of 24-methylenecycloartanol, a potential marker of olive oil refining

J Mol Model. 2015 May;21(5):111. doi: 10.1007/s00894-015-2652-y. Epub 2015 Apr 10.

Authors

Henry B Wedler¹, Ryan P Pemberton, Valère Lounnas, Gert Vriend, Dean J Tantillo, Selina C Wang

Affiliation

¹ Department of Chemistry, University of California-Davis, Davis, CA, 95616, USA.

PMID: 25860110
DOI: 10.1007/s00894-015-2652-y

Abstract

Quantum chemical calculations on the isomerization of 24-methylenecycloartanol are described. An energetically viable mechanism, with a rate-determining protonation step, is proposed. This rearrangement may find applicability in tests for determining if an olive oil has been refined.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Isomerism
Models, Molecular*
Olea / chemistry*
Olive Oil / chemistry*
Olive Oil / isolation & purification
Quantum Theory
Triterpenes / chemistry*

Substances

24-methylenecycloartenol
Olive Oil
Triterpenes