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Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Fisheries Sciences / Faculty of Fisheries Sciences >
北海道大学水産科学研究彙報 = Bulletin of Fisheries Sciences, Hokkaido University >
第57巻 第3号 >
ホシゴマシズ筋肉脂質由来1-O-アルキルグリセロールのキラル高速液体クロマトグラフィー/大気圧化学イオン化質量分析
| Title: | ホシゴマシズ筋肉脂質由来1-O-アルキルグリセロールのキラル高速液体クロマトグラフィー/大気圧化学イオン化質量分析 |
| Other Titles: | Chiral-phase High-performance Liquid Chromatography/Atmospheric Pressure Chemical Ionization Mass Spectrometry of 1-O-alkylglycerols Derived from Muscle Lipids of Stromateus stellatus |
| Authors: | 山科, 智裕1 Browse this author | | 李, 鍾壽2 Browse this author | | 板橋, 豊3 Browse this author →KAKEN DB |
| Authors(alt): | Yamashina, Tomohiro1 | | Lee, Jong-Soo2 | | Itabashi, Yutaka3 |
| Keywords: | Alkylglycerol | | Alkyldiacylglycerol | | Atmospheric pressure chemical ionization mass spectrometry | | Chiral-phase HPLC | | 3,5-Dinitrophenylurethane | | Enantiomer | | Molecular species | | Post-column solvent addition | | Stromateus Stellatus |
| Issue Date: | Dec-2007 |
| Publisher: | 北海道大学大学院水産科学研究院 |
| Journal Title: | 北海道大学水産科学研究彙報 |
| Journal Title(alt): | BULLETIN OF FISHERIES SCIENCES, HOKKAIDO UNIVERSITY |
| Volume: | 57 |
| Issue: | 3 |
| Start Page: | 43 |
| End Page: | 48 |
| Abstract: | The chirality and molecular species of 1-O-alkylglycerols derived from muscle lipids from a Stromateidei fish, Stromateus Stellatus, were determined by chiral-phase high-performance liquid chromatography (HPLC) and mass spectrometry (MS). For this purpose, 1-O-alkylglycerols were derived from 1-O-alkyl-2, 3-diacylglycerols by methanolysis and were then converted into bis-3,5-dinitrophenylurethane (DNPU) derivatives. These were then analyzed by chiral-phase HPLC in conjunction with atmospheric pressure chemical ionization mass spectrometry (APCI-MS). The HPLC separation was performed on a column (25cm×4.6mm i.d., 5μm particle size) having a chiral phase of N-[(S)-1-(1-naphthyl) ethylaminocarbonyl]-(S)-tert-leucine and using hexane/dichloromethane/ethanol (40:12:4, by vol) as the mobile phase. The APCI-MS was carried out using an iontrap mass spectrometer. Post-column addition of 2-propanol was used to assure APCI in the negative mode. In addition to a prominent solvent adduct ion [DNPU＋CH3CH(OH)CH3－H]- (base peak), the spectra showed [M－DNPU]-, [M－DNPU＋Cl]- and [M＋Cl]-ions, from which the major molecular species could be identified. The results clearly showed that the glycerol moieties in all the alkylglycerols had an S-configuration (sn-1-O-) and that the major molecular species were 14:0,16:0,and 18:1. The fragment ions related to the minor components (18:0,16:1,17:0 and 20:1), which were previously detected by chiral-phase HPLC/electrospray ionization MS [Yamashina, Lee and Itabashi : Bunseki Kagaku, 55, 643-650 (2006)], were not observed under the conditions employed. Thus, the present method demonstrates that the chiral-phase HPLC/APCI-MS provides unambiguous information about the chirality and can be used for identification of the major molecular species of natural 1-O-alkylglycerols. |
| Type: | bulletin (article) |
| URI: | http://hdl.handle.net/2115/32488 |
| Appears in Collections: | 北海道大学水産科学研究彙報 = Bulletin of Fisheries Sciences, Hokkaido University > 第57巻 第3号
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