A novel phosphatidylcholine which contains pentadecanoic acid at sn-1 and docosahexaenoic acid at sn-2 in Schizochytrium sp. F26-b

Eriko Abe, Yasuhiro Hayashi, Yoichiro Hama, Masahiro Hayashi, Masanori Inagaki, Makoto Ito

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

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."

Original languageEnglish
Pages (from-to)247-253
Number of pages7
JournalJournal of Biochemistry
Volume140
Issue number2
DOIs
Publication statusPublished - Aug 1 2006

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Docosahexaenoic Acids
Phosphatidylcholines
Phospholipids
Fatty Acids
High performance liquid chromatography
High Pressure Liquid Chromatography
Fast Atom Bombardment Mass Spectrometry
Phosphorylcholine
pentadecanoic acid
Phospholipases A2
Neurology
Reverse-Phase Chromatography
Phosphatidylinositols
Eukaryota
Names
Purification
Mass spectrometry
Retina
Triglycerides
Central Nervous System

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology

Cite this

A novel phosphatidylcholine which contains pentadecanoic acid at sn-1 and docosahexaenoic acid at sn-2 in Schizochytrium sp. F26-b. / Abe, Eriko; Hayashi, Yasuhiro; Hama, Yoichiro; Hayashi, Masahiro; Inagaki, Masanori; Ito, Makoto.

In: Journal of Biochemistry, Vol. 140, No. 2, 01.08.2006, p. 247-253.

Research output: Contribution to journalArticle

Abe, Eriko ; Hayashi, Yasuhiro ; Hama, Yoichiro ; Hayashi, Masahiro ; Inagaki, Masanori ; Ito, Makoto. / A novel phosphatidylcholine which contains pentadecanoic acid at sn-1 and docosahexaenoic acid at sn-2 in Schizochytrium sp. F26-b. In: Journal of Biochemistry. 2006 ; Vol. 140, No. 2. pp. 247-253.
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