Unprecedented Occurrence of Δ5,9- and Δ9,15-Dienoic Fatty Acids in Ovaries of the Archaeogastropod Limpet Cellana toreuma

• Published in: Lipids Vol. 51; no. 2; pp. 257 - 262
• Main Authors: Kawashima, Hideki, Ohnishi, Masao
• Format: Journal Article
• Language: English
• Published: Berlin/Heidelberg Springer Berlin Heidelberg 01.02.2016
• Subjects: Animals; Archaeogastropods; biomarkers; Biomedical and Life Sciences; Chromatography, Thin Layer; Communication; dienoic fatty acids; Esters - chemistry; Fatty Acids - chemistry; Fatty Acids - classification; Fatty Acids - isolation & purification; Female; food webs; Gas Chromatography-Mass Spectrometry; Gastropoda; Gastropoda - chemistry; Life Sciences; Limpet; Lipidology; Medical Biochemistry; Medicinal Chemistry; Microbial Genetics and Genomics; Neurochemistry; Non‐methylene‐interrupted fatty acid; Nutrition; Ovary; Ovary - chemistry; thin layer chromatography; triacylglycerols; Triglycerides - chemistry; Triglycerides - classification; Δ5,9‐Dienoic fatty acid; Δ9,15‐Dienoic fatty acid; Δ9,15-Dienoic fatty acid; Ovary; Δ5,9-Dienoic fatty acid; Limpet; Non-methylene-interrupted fatty acid; Archaeogastropods
• ISSN: 0024-4201; 1558-9307
• DOI: 10.1007/s11745-015-4107-8

A detailed structural diversity of dienoic fatty acids (FA), including non-methylene-interrupted dienoic FA, of triacylglycerols and polar lipids in ovaries of Cellana toreuma was clarified for the first time by using capillary gas chromatography–mass spectrometry of their 3-pyridylcarbinol esters and argentation thin-layer chromatography. Interestingly, in addition to 5,9-octadecadienoic (18:2Δ5,9), 5,9-eicosadienoic (20:2Δ5,9), 5,9-heneicosadienoic (21:2Δ5,9), 5,9-docosadienoic (22:2Δ5,9), 5,9-tricosadienoic (23:2Δ5,9), and 5,9-tetracosadienoic (24:2Δ5,9) acids, previously identified in ovaries of C. grata, rare FA 5,9-hexadecadienoic (16:2Δ5,9), 5,9-nonadecadienoic (19:2Δ5,9), and 21-methyl-5,9-docosadienoic (iso 23:2Δ5,9) were newly recognized in ovaries of C. toreuma. Detectable amounts of four Δ9,15-dienoic FA were present in the ovary lipids. The FA identified were one novel 9,15-heneicosadienoic (21:2Δ9,15) acid and known 9,15-docosadienoic (22:2Δ9,15), 9,15-tricosadienoic (23:2Δ9,15), and 9,15-tetracosadienoic (24:2Δ9,15) acids. The findings help to explain the broad evidence of the structural diversity in marine gastropods and suggest biomarkers to evaluate marine food web relations.