| Literature DB >> 24380377 |
Connor R Lamberson1, Libin Xu, Hubert Muchalski, J Rafael Montenegro-Burke, Vadim V Shmanai, Andrei V Bekish, John A McLean, Catherine F Clarke, Mikhail S Shchepinov, Ned A Porter.
Abstract
Substitution of -CD2- at the reactive centers of linoleic and linolenic acids reduces the rate of abstraction of D by a tocopheryl radical by as much as 36-fold, compared to the abstraction of H from a corresponding -CH2- center. This H atom transfer reaction is the rate-determining step in the tocopherol-mediated peroxidation of lipids in human low-density lipoproteins, a process that has been linked to coronary artery disease. The unanticipated large kinetic isotope effects reported here for the tocopherol-mediated oxidation of linoleic and linolenic acids and esters suggests that tunneling makes this process favorable.Entities:
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Year: 2014 PMID: 24380377 PMCID: PMC4578730 DOI: 10.1021/ja410569g
Source DB: PubMed Journal: J Am Chem Soc ISSN: 0002-7863 Impact factor: 15.419