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1H–13C HMBC NMR experiments as a structural and analytical tool for the characterization of elusive trans/cis hydroperoxide isomers from oxidized unsaturated fatty acids in solution
Authors:Raheel Ahmed  Hina Siddiqui  Muhammad Iqbal Choudhary  Ioannis P Gerothanassis
Institution:1. H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan;2. H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan

Department of Biochemistry, Faculty of Science, King Abdul-Aziz University, Jeddah, Saudi Arabia

Abstract:The radical-dependent oxidation of unsaturated fatty acids is a fundamental reaction in lipid chemistry, biochemistry, and technology. We report herein the first successful application of 1H–13C HMBC NMR experiment for the identification and quantification of complex and minor (3.9% to 0.85%) components of cis and trans primary hydroperoxide isomers of oxidized oleate and linoleate methyl esters in solution, without the need of laborious isolation of the individual components.
Keywords:1H–13C HMBC  chemical shifts  coupling constants  hydroperoxides  NMR  unsaturated lipids
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