Biomaterial Database

New delta 5,9 fatty acids in the phospholipids of the sea anemone Stoichactis helianthus. 1994

N M Carballeira, and J R Medina

Department of Chemistry, University of Puerto Rico, San Juan 00931-3346.

The diunsaturated fatty acids 5,9-heneicosadienoic acid, 5,9-docosadienoic acid and 5,9-tricosadienoic acid, the brominated fatty acids 6-bromo- 5,9-heneicosadienoic acid and 6-bromo-5,9-docosadienoic acid, and the polyunsaturated fatty acids 5,9,13-eicosatrienoic acid and 5,9,13-docosatrienoic acid, were identified for the first time in nature in the phospholipids (mainly phosphatidylethanolamine and phosphatidylserine) of the anemone Stoichactis helianthus. Structural elucidation was accomplished by means of mass spectrometry and chemical transformations such as pyrrolidide and dimethyldisulfide derivatization. Other delta 5,9 fatty acids such as 5,9-hexadecadienoic acid, 5,9-octadecadienoic acid, and 5,9-eicosadienoic acid were also identified in the anemone. Our results indicate that delta 5,9 phospholipid fatty acids are not unique to sponges, as previously recognized, but can be found in other marine invertebrates such as an anemone. 24-Methylated sterols predominated in the sterol composition of the anemone investigated.

UI	MeSH Term	Description	Entries
D010743	Phospholipids	Lipids containing one or more phosphate groups, particularly those derived from either glycerol (phosphoglycerides see GLYCEROPHOSPHOLIPIDS) or sphingosine (SPHINGOLIPIDS). They are polar lipids that are of great importance for the structure and function of cell membranes and are the most abundant of membrane lipids, although not stored in large amounts in the system.	Phosphatides,Phospholipid
D011647	Puerto Rico	An island in the Greater Antilles in the West Indies. Its capital is San Juan. It is a self-governing commonwealth in union with the United States. It was discovered by Columbus in 1493 but no colonization was attempted until 1508. It belonged to Spain until ceded to the United States in 1898. It became a commonwealth with autonomy in internal affairs in 1952. Columbus named the island San Juan for St. John's Day, the Monday he arrived, and the bay Puerto Rico, rich harbor. The island became Puerto Rico officially in 1932. (From Webster's New Geographical Dictionary, 1988, p987 & Room, Brewer's Dictionary of Names, 1992, p436)
D005227	Fatty Acids	Organic, monobasic acids derived from hydrocarbons by the equivalent of oxidation of a methyl group to an alcohol, aldehyde, and then acid. Fatty acids are saturated and unsaturated (FATTY ACIDS, UNSATURATED). (Grant & Hackh's Chemical Dictionary, 5th ed)	Aliphatic Acid,Esterified Fatty Acid,Fatty Acid,Fatty Acids, Esterified,Fatty Acids, Saturated,Saturated Fatty Acid,Aliphatic Acids,Acid, Aliphatic,Acid, Esterified Fatty,Acid, Saturated Fatty,Esterified Fatty Acids,Fatty Acid, Esterified,Fatty Acid, Saturated,Saturated Fatty Acids
D000447	Aldehydes	Organic compounds containing a carbonyl group in the form -CHO.	Aldehyde
D000818	Animals	Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA.	Animal,Metazoa,Animalia
D012615	Sea Anemones	The order Actiniaria, in the class ANTHOZOA, comprised of large, solitary polyps. All species are carnivorous.	Actiniaria,Actiniarias,Anemone, Sea,Anemones, Sea,Sea Anemone
D013058	Mass Spectrometry	An analytical method used in determining the identity of a chemical based on its mass using mass analyzers/mass spectrometers.	Mass Spectroscopy,Spectrometry, Mass,Spectroscopy, Mass,Spectrum Analysis, Mass,Analysis, Mass Spectrum,Mass Spectrum Analysis,Analyses, Mass Spectrum,Mass Spectrum Analyses,Spectrum Analyses, Mass