Determination of stigmasterol hydroperoxides using high-performance liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization

S. Kemmo, V. Ollilainen, A.-M. Lampi and V. Piironen
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S. Kemmo: Department of Applied Chemistry and Microbiology, Division of Food Chemistry, University of Helsinki, Finland
V. Ollilainen: Department of Applied Chemistry and Microbiology, Division of Food Chemistry, University of Helsinki, Finland
A.-M. Lampi: Department of Applied Chemistry and Microbiology, Division of Food Chemistry, University of Helsinki, Finland
V. Piironen: Department of Applied Chemistry and Microbiology, Division of Food Chemistry, University of Helsinki, Finland

Czech Journal of Food Sciences, 2004, vol. 22, issue SpecialIssue, S144-S146

Abstract: A new specific method using high-performance liquid chromatography-mass spectrometry (HPLC-MS) for the detection of stigmasterol hydroperoxides was developed. Hydroperoxides of stigmasterol were obtained by photo-oxidation (90 min) in the presence of methylene blue as a sensitizer. The separation was performed using normal-phase chromatographic conditions. The MS detection was carried out with an ion-trap mass spectrometer using atmospheric pressure chemical ionization (APCI) and positive ion mode. Stigmasterol hydroperoxides were seen to produce no protonated molecular ions [M + H]+ but instead fragments representing loss of one or two water molecules [M - H2O + H]+, [M - 2H2O + H]+, loss of hydrogen peroxide [M - H2O2 + H]+ or loss of hydrogen peroxide and water [M - H2O2 - H2O + H]+. The results showed that positional isomers of hydroperoxides had different fragmentation patterns and relative ion abundances. On the other hand anomeric isomers had more similar fragmentation. As a conclusion the method developed showed to be a useful tool for investigation the oxidation mechanism of sterols.

Keywords: HPLC-MS; APCI; stigmasterol; hydroperoxide (search for similar items in EconPapers)
Date: 2004
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Persistent link: https://EconPapers.repec.org/RePEc:caa:jnlcjf:v:22:y:2004:i:specialissue:id:10639-cjfs

DOI: 10.17221/10639-CJFS

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