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Re-characterization of three conjugated linolenic acid isomers by GC-MS and NMR
Authors:Cao Ying  Yang Lin  Gao Hong-Li  Chen Jing-Nan  Chen Zhen-Yu  Ren Qiu-Shi
Institution:College of Chemistry & Chemical Engineering, Lanzhou University, Lanzhou, Gansu Province 730000, PR China.
Abstract:Conjugated linolenic acids (CLN) refer to a group of octadecatrienoic acids with three conjugated double bonds. Minor positional and geometrical differences among CLN isomers make their separation and identification difficult. We have used GC-MS and NMR to study three common CLN isomers namely alpha-eleostearic acid, beta-eleostearic acid and punicic acid, finding that some signals of olefinic carbon atoms in NMR spectra were mistakenly assigned in the literature. The present study was therefore undertaken to re-characterize the location of CC double bonds and assign the chemical signals of proton and carbon atoms using (1)H NMR, (13)C NMR, (1)H-(1)H two-dimensional correlation spectra ((1)H-(1)H COSY) and (13)C-(1)H two-dimensional correlation spectra ((13)C-(1)H COSY). The geometrical structure of double bonds in these three CLN isomers was identified using homonuclear decoupling technique.
Keywords:α-Eleostearic acid  β-Eleostearic acid  Punicic acid  Conjugated linolenic acid  GC-MS  NMR
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