Carballeira Néstor M, Oyola Delise, Vicente Jan, Rodriguez Abimael D
Department of Chemistry, University of Puerto Rico, Rio Piedras Campus, PO Box 23346, San Juan, PR, USA.
Lipids. 2007 Nov;42(11):1047-53. doi: 10.1007/s11745-007-3110-0. Epub 2007 Aug 21.
The phospholipid fatty acid composition of the Caribbean sponge Erylus goffrilleri is described for the first time. A total of 70 fatty acids with chain lengths between 13 and 29 carbons were identified in the sponge. Methyl-branched fatty acids predominated in E. goffrilleri suggesting the presence of a considerable number of bacterial symbionts. The novel fatty acids (5Z,9Z)-2-methoxy-5,9-hexadecadienoic acid, (5Z,9Z)-2-methoxy-5,9-octadecadienoic acid, (5Z,9Z)-2-methoxy-5,9-nonadecadienoic acid, and (5Z,9Z)-2-methoxy-5,9-eicosadienoic acid are described for the first time in the literature. In addition, the iso-methyl-branched fatty acids (9Z)-2-methoxy-15-methyl-9-hexadecenoic acid and (5Z,9Z)-2-methoxy-15-methyl-5,9-hexadecadienoic acid, also identified in E. goffrilleri, were identified for the first time in nature. Based on the identified metabolites it is proposed that the unprecedented biosynthetic sequence: i-17:1Delta9 --> 2-OMe-i-17:1Delta9 --> 2-OMe-i-17:2Delta5,9 might be responsible for the biosynthesis of the novel iso-alpha-methoxylated fatty acids in E. goffrilleri.
首次描述了加勒比海绵Erylus goffrilleri的磷脂脂肪酸组成。在该海绵中总共鉴定出70种碳链长度在13至29个碳之间的脂肪酸。甲基支链脂肪酸在E. goffrilleri中占主导地位，表明存在大量细菌共生体。新型脂肪酸(5Z,9Z)-2-甲氧基-5,9-十六碳二烯酸、(5Z,9Z)-2-甲氧基-5,9-十八碳二烯酸、(5Z,9Z)-2-甲氧基-5,9-十九碳二烯酸和(5Z,9Z)-2-甲氧基-5,9-二十碳二烯酸在文献中首次被描述。此外，在E. goffrilleri中鉴定出的异甲基支链脂肪酸(9Z)-2-甲氧基-15-甲基-9-十六碳烯酸和(5Z,9Z)-2-甲氧基-15-甲基-5,9-十六碳二烯酸在自然界中也是首次被鉴定。基于鉴定出的代谢产物，有人提出前所未有的生物合成序列：i-17:1Δ9 --> 2-OMe-i-17:1Δ9 --> 2-OMe-i-17:2Δ5,9可能负责E. goffrilleri中新型异α-甲氧基化脂肪酸的生物合成。
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