Identification of the Composition of Isomeric Canthaxanthin Sample by NMR, HPLC, and Mass Spectrometry
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Identification of the Composition of Isomeric Canthaxanthin Sample by NMR, HPLC, and Mass Spectrometry Dan Qiu & Wen-Li Zhu & Cheng-Ke Tang & Li-Fang Shi & Hao-Qi Gao
Received: 28 March 2013 / Accepted: 3 June 2013 # Springer Science+Business Media New York 2013
Abstract Canthaxanthin crystal and three isomeric samples generated by different processes (solvent dissolving, iodine catalysis, and melting) were selected to study the chemical changes during different isomerization processing. No sharp difference could be found when the nuclear magnetic resonance spectra of canthaxanthin crystal and canthaxanthin obtained by solvent dissolving and iodine catalysis were compared, suggesting that only isomerization occurred in those isomeric samples. However, the content of unsaturated hydrogen decreased during the melting of canthaxanthin, and the measurements of gel permeation chromatography and UV/Vis spectroscopy showed that the canthaxanthin melt contained few compositions of polymer and degradation products. A high-performance liquid chromatography (HPLC) analysis system consisting of a C30 column and an elution system of methanol/methyl tert-butyl ether/water/dichloromethane (60:25:12:3, v/v/v/v) was employed to identify the Electronic supplementary material The online version of this article (doi:10.1007/s12161-013-9660-2) contains supplementary material, which is available to authorized users. D. Qiu (*) : C.peak 5 (0.26)>peak 6 (0.20), could be identified as 9,15-di-cis, 9,13′-di-cis, and 13,15-di-cis, respectively. Table 3 Chromatographic purities (CP) and canthaxanthin contents of 10 % canthaxanthin powders a–d measured by C30HPLC and UV methods
Values of same sample with the different letters are significantly different (p
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