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Cyclopropane fatty acid : ウィキペディア英語版 | Cyclopropane fatty acid Cyclopropane fatty acids (CPA) are a subgroup of fatty acids that contain a cyclopropane group.〔http://lipidlibrary.aocs.org/lipids/fa_cycl/index.htm〕 Although they are usually rare, the seed oil from lychee contains nearly 40% CPAs in the form of triglycerides.〔Gaydou, E. M.; Ralaimanarivo, A.; Bianchini, J. P. "Cyclopropanoic Fatty-Acids of Litchi (Litchi-Chinensis) Seed Oil - a Reinvestigation" J. Agr. Food Chem. 1993, vol. 41, pp. 886-890. 〕 : ==Biosynthesis== CPAs are derived from unsaturated fatty acids by cyclopropanation. The methylene donor is a methyl group on S-adenosylmethionine (SAM). The conversion is catalyzed by cyclopropane-fatty-acyl-phospholipid synthase.〔Grogan DW, Cronan JE Jr: Cyclopropane ring formation in membrane lipids of bacteria" Microbiol Mol Biol Rev 1997, vol. 61, pp. 429-441. http://mmbr.asm.org/content/61/4/429.full.pdf+html〕 The mechanism is proposed to involve transfer of a CH3+ group from SMM to the alkene, followed by deprotonation of the newly attached methyl group and ring closure.〔Ludger A. Wessjohann and Wolfgang Brandt, Thies Thiemann "Biosynthesis and Metabolism of Cyclopropane Rings in Natural Compounds" Chem. Rev., 2003, volume 103, pp 1625–1648. 〕
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