Isolation and Structure of the Eicosenoic, Docosenoic, Octadecatetraenoic, Eicosapentaenoic and Docosahexaenoic Acid in Skipper Oil

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  • ITO Suketaka
    Department of Applied Chemistry Faculty of Engineering, Nagoya University
  • FUKUZUMI Kazuo
    Department of Applied Chemistry Faculty of Engineering, Nagoya University

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  • サンマ油中のエイコセン酸, ドコセン酸, オクタデカテトラエン酸, エイコサペンタエン酸およびドコサヘキサエン酸の単離とその構造
  • サンマユチュウ ノ エイコセンサン , ドコセンサン , オクタデカトラエンサン , エイコサペンタエンサン オヨビ ドコサヘキサエンサン ノ タンリ ト ソノ コウゾウ

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The methyl eicosenoate, docosenoate, octadecatetraenoate, eicosapentaenoate and docosahexaenoate were isolated from the fatty acid methyl ester of skipper oil by urea fractionation, followed by vacuum fractional distillation.<BR>The process of the fractionations and the purity of each individual ester were checked by gasliquid chromatography.<BR>The structures of these acids were determined by oxidative ozonolysis with identification of the fragments (as benzyl and or methyl esters) by gas-liquid chromatographic analysis.<BR>These five acids were identified as : <BR>Δ9 eicosenoic acid<BR>Δ11 docosenoic acid<BR>Δ6, 9, 12, 15 octadecatetraenoic acid<BR>Δ5, 8, 11, 14, 17 eicosapentaenoic acid<BR>Δ4, 7, 10, 13, 16, 19 docosahexaenoic acid<BR>The procedure, benzyl-esterification followed by gas-liquid chromatography, may be available for semi-quantitative analysis of low molecular monobasic acids in water, for its simple process and fairly high yield (8090%).

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