A novel phosphatidylcholine which contains pentadecanoic acid at sn-1 and docosahexaenoic acid at sn-2 in Schizochytrium sp. F26-b.
Docosahexaenoic acid (DHA, 22:6n-3)-containing phospholipids are a ubiquitous component of the central nervous system and retina, however their physiological and pharmacological functions have not been fully elucidated. Here, we report a novel DHA-containing phosphatidylcholine (PC) in a marine single cell eukaryote, Schizochytrium sp. F26-b. Interestingly, 31.8% of all the fatty acid in F26-b is DHA, which is incorporated into triacylglycerols and various phospholipids. In phospholipids, DHA was found to make up about 50% of total fatty acid. To identify phospholipid species containing DHA, the fraction of phospholipids from strain F26-b was subjected to normal phase high-performance liquid chromatography (HPLC). It was found that DHA was incorporated into PC, lyso-PC, phosphatidylethanolamine, and phosphatidylinositol. The major DHA-containing phospholipid was PC in which 32.5% of the fatty acid was DHA. The structure of PC was analyzed further by phospholipase A2 treatment, fast atom bombardment mass spectrometry, and 1H- and 13C-NMR after purification of the PC with reverse phase HPLC. Collectively, it was clarified that the major PC contains pentadecanoic acid (C15:0) at sn-1 and DHA at sn-2; the systematic name of this novel PC is therefore "1-pentadecanoyl-2-docosahexaenoyl-sn-glycero-3-phosphocholine."
Abe
Eriko
E
Department of Bioscience and Biotechnology, Graduate School of Bioresource and Bioenviromental Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581.
Hayashi
Yasuhiro
Y
Hama
Yoichiro
Y
Hayashi
Masahiro
M
Inagaki
Masanori
M
Ito
Makoto
M
D000818:Animals; D004281:Docosahexaenoic Acids / Q000737:chemistry*; D056890:Eukaryota / Q000737:chemistry / Q000378:metabolism*; D005227:Fatty Acids / Q000737:chemistry*; D010713:Phosphatidylcholines / Q000737:chemistry* / Q000378:metabolism; D010743:Phospholipids / Q000737:chemistry / Q000378:metabolism
D005227:Fatty Acids; D010713:Phosphatidylcholines; D010743:Phospholipids; D004281:Docosahexaenoic Acids; C117025:pentadecanoic acid