Dolichol biosynthesis: The occurrence of epoxy dolichol in skipjack tuna liver

Terumi Ishiguro, Yuiko Morita-Fujimura, Yoshihiro Shidoji, Hiroshi Sagami

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

Polyisoprenoid alcohols from the livers of temperate sea fish (skipjack tuna, chub mackerel, red sea bream and rainbow trout) were analyzed by using 2D-TLC, electrospray ionization (ESI) mass spectrometry and NMR methods. Dolichols (Dols) were detected in all the fish livers, and they were composed of 19-22 isoprene units with Dol-20 as the predominant prenolog. In addition, Dol-like family compounds were found by using 2D-TLC on skipjack tuna samples. These compounds were found to have a larger molecular mass than the Dol family by 16 mass units. NMR analysis indicated that the Dol-like compounds were consistent with the terminal epoxide structure of Dols (the ω-oxirane derivatives of Dols). ESI analysis also revealed the occurrence of dehydro molecules in both Dols and epoxy Dols (Dol-like) fractions. The occurrence of epoxy Dols in fish is discussed in context with the biosynthesis of Dols, which is responsible for forming Dol phosphate, which lead to Dol-PP-oligosaccharide.

Original languageEnglish
Pages (from-to)277-281
Number of pages5
JournalBiochemical and biophysical research communications
Volume453
Issue number2
DOIs
Publication statusPublished - 2014 Oct 17

Keywords

  • Betulaprenol
  • Dolichol
  • Epoxide
  • Glycoprotein
  • Isoprenoid
  • Midbrain

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Molecular Biology
  • Cell Biology

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