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Occurrence of all-cis-5,8,11,14,17,20,23-hexacosaheptaenoic acid (26:7n-3) in roughscale sole Clidoderma asperrimum flesh lipids

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Title: Occurrence of all-cis-5,8,11,14,17,20,23-hexacosaheptaenoic acid (26:7n-3) in roughscale sole Clidoderma asperrimum flesh lipids
Other Titles: サメガレイClidoderma asperrimum の筋肉脂質における全-cis-5,8,11,14,17,20,23-ヘキサコサヘプタエン酸(26:7n-3)の存在
Authors: Fukuda, Yuuki1 Browse this author
Ando, Yasuhiro2 Browse this author →KAKEN DB
Authors(alt): 福田, 悠紀1
安藤, 靖浩2
Keywords: Hexacosaheptaenoic acid
Very long chain polyunsaturated fatty acid
Fatty acid
Roughscale sole
Clidoderma asperrimum
Issue Date: Sep-2011
Publisher: Japanese Society of Fisheries Science
Journal Title: Fisheries Science
Volume: 77
Issue: 5
Start Page: 875
End Page: 882
Publisher DOI: 10.1007/s12562-011-0387-y
Abstract: Fatty acid analysis of roughscale sole Clidoderma asperrimum flesh lipids was carried out by gas chromatography. An unidentified peak appeared in the chromatogram in the elution region of ≥C24 fatty acids. After enrichment by solvent partitioning, reversed-phase thin-layer chromatography (TLC), and argentation TLC, the peak component was subjected to structural analyses. The partially hydrogenated products after reaction with hydrazine hydrate gave seven isomers of cis-hexacosenoic acid (26:1). Gas chromatography-mass spectrometry (GC–MS) analyses of their dimethyl disulfide adducts identified the monounsaturates as 5-, 8-, 11-, 14-, 17-, 20-, and 23-26:1. The peak component was assigned to all-cis-5,8,11,14,17,20,23-hexacosaheptaenoic acid (26:7n-3). GC–MS analyses of the 4,4-dimethyloxazoline derivative and methyl ester confirmed this structure. This fatty acid is a rare, very long-chain polyunsaturated fatty acid (VLCPUFA). The concentrations of the acid found in roughscale sole were 0.69 ± 0.34% (N = 5) of total fatty acids in flesh lipids. Roughscale sole appears to be characterized by the occurrence of 26:7n-3, which is lacking in popular sources of methylene-interrupted VLCPUFA, such as vertebrate retina, spermatozoa, and herring.  
北海道産サメガレイの筋肉脂質の脂肪酸をGC で分析したところ,炭素数24 以上の領域に未知のピークが出現した。この成分を濃縮後,数種の誘導体に変換してGC-MSに供した結果,同成分は全-cis-5,8,11,14,17,20,23-ヘキサコサヘプタエン酸(26:7n-3)と同定された。総脂肪酸中の含有量は供試5 個体の平均で0.69±0.34%であった。サメガレイは,n-3 系およびn-6 系超長鎖ポリエン酸の給源として一般的な高等動物の網膜,精子,ニシン油などには見られない26:7n-3 を含む点で特徴的である。
Rights: © 2011 公益社団法人日本水産学会
© 2011 The Japanese Society of Fisheries Science
The final publication is available at
Type: article (author version)
Appears in Collections:水産科学院・水産科学研究院 (Graduate School of Fisheries Sciences / Faculty of Fisheries Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 安藤 靖浩

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