Studies on the Antarctic Whale Oils by Gas-Liquid Chromatography Using a Hydrogen Flame Ionization Detector. IV.

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  • ガスクロマトグラフィーによる南氷洋産鯨油の研究 (第4報)
  • ガス クロマトグラフィー ニ ヨル ナンピョウヨウサン ゲイユ ノ ケンキュウ 4 シロナガスクジラコツユチュウ ノ フン シサ シボウサン ノ ブンセキ
  • Analysis of the Branched-Chain Fatty Acids from Blue Whale Bone Oil
  • シロナガスクジラ骨油中の分枝鎖脂肪酸の分析

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The author reports in the present paper the separation and tentative identification of non-ureacomplex-forming multibranched-chain fatty acids as well as urea-complex-forming branched-chain ones of the iso, anteiso and of other series.<BR>Blue whale bone oil was deacidified with a 20%-potassium hydroxide solution in n-hexane, followed by purification through a silicic acid column. The methyl esters, obtained by alkali-catalyzed methanolysis of the refined oil, were separated by silicic acid column chromatography and ureacomplex fractionation. Each fraction was then analyzed by gas-liquid chromatography (GLC) on a polyester (PEGA) column before and after hydrogenation.<BR>In order to separate the urea-complex-forming branched-chain fatty acids, some urea-complex-forming fractions separated as mentioned above were converted into isopropyl esters by a BF3isopropyl alcohol reagent. The purified isopropyl esters and their hydrogenated products were separated by urea-complex fractionation. These fractions were analyzed by thin-layer, GLC and infrared spectrometry.<BR>Isopropyl esters of the branched-chain fatty acid concentrated in the non-urea-complex-forming fractions were saponified to the free acids.<BR>The infrared absorption spectrum of thus fractionated fatty acids suggested the existence of an isopropyl group as a doublet at near 1380 cm-1, and consequently the presence of branched-chain fatty acids was corroborated. The branched-chain fatty acids having “fractional carbon numbers (FCN)” of 0.2, 0.4, 0.6 and 0.8 on the PEGA column were found in the isopropyl ester of nonurea-complex-forming fraction.<BR>The last two were tentatively identified to be iso and anteiso acids, respectively, according to the published data.<BR>In addition, the component of ECL value 17.5 in the multibranched-chain fatty acid fraction was presumed as phytanic acid (3, 7, 11, 15-tetramethylhexadecanoic acid) after comparison with dihydrophytol acetate synthesized from phytol.

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