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A new eicosapentaenoic acid formed from arachidonic acid in the coralline red algaeBossiella orbigniana
Authors:John R Burgess  Roger I de la Rosa  Robert S Jacobs  Alison Butler
Affiliation:(1) Department of Biological Sciences, University of California, 93106 San Barbara, California;(2) Department of Chemistry, University of California, 93106 Santa Barbara, California;(3) Present address: Department of Foods and Nutrition, Purdue University, Stone Hall, 47907 West Lafayette, IN
Abstract:Aqueous extracts of the coralline red algaeBossiella orbigniana have been shown to catalyze the enzymatic oxidation of arachidonic acid to a previously unreported ω6 eicosapentaenoic acid product. This unique fatty acid contains a conjugated tetraene with absorption maxima at 293, 306, and 321 nm, and was identified by spectral methods as 5(Z),8(Z),10(E),12(E),14(Z)-eicosapentaenoic acid. The compound was given the trivial name bosseopentaenoic acid. Under experimental conditions, production of bosseopentaenoic acid was linear up to 2 hr and dioxygen was consumed. Bosseopentaenoic acid, along with several other conjugated tetraenes, was also present in the algae endogenously as revealed by a comparison of the ultraviolet (UV) spectra and the high-performance liquid chromatographic (HPLC) pattern of the purified product and the organic extract ofBossiella.
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