Determination of astaxanthin and astaxanthin esters in the microalgae Haematococcus pluvialis by LC-(APCI)MS and characterization of predominant carotenoid isomers by NMR spectroscopy
| Autor: | Jens Rehbein, Paul Schuler, Graeme J. Nicholson, Klaus Albert, Maximilian Kuehnle, Karsten Holtin |
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| Rok vydání: | 2009 |
| Předmět: |
chemistry.chemical_classification
Haematococcus pluvialis Chromatography Magnetic Resonance Spectroscopy biology Fatty acid Esters Nuclear magnetic resonance spectroscopy Xanthophylls biology.organism_classification Biochemistry High-performance liquid chromatography Carotenoids Mass Spectrometry Analytical Chemistry chemistry.chemical_compound chemistry Isomerism Astaxanthin Chlorophyta Organic chemistry Two-dimensional nuclear magnetic resonance spectroscopy Carotenoid Cis–trans isomerism Chromatography High Pressure Liquid |
| Zdroj: | Analytical and bioanalytical chemistry. 395(6) |
| ISSN: | 1618-2650 |
| Popis: | The oily product ZANTHIN consists of natural astaxanthin, which is manufactured from the microalgae Haematococcus pluvialis by supercritical CO(2) extraction. An HPLC method was developed to separate all of the components of the complex astaxanthin extract using a C(30) column. The separation resulted in different isomers of astaxanthin accompanied by two other carotenoids. The main component consisted of astaxanthin singly esterified with several different fatty acids. C18:3, C18:2, C18:1 and C16:0 were identified as the most commonly occurring fatty acids. Doubly esterified astaxanthin was also found, although in lower concentrations compared to singly esterified astaxanthin. After performing a detailed fatty acid analysis by GC-MS, the peaks from the extract were assigned via HPLC-MS. A trans to cis transmutation of the all-trans compound was performed by thermal treatment in order to obtain an enrichment of cis isomers as the basis for unambiguous identification via NMR experiments. The all-trans as well as the 9- and 13-cis isomers of astaxanthin were characterized in detail by UV/Vis, (1)H, and (1)H,(1)H COSY NMR spectroscopy. |
| Databáze: | OpenAIRE |
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