Identification of acylglycerols containing dihydroxy fatty acids in castor oil by mass spectrometry

Jiann Tsyh Lin, Arthur Arcinas, Leslie A. Harden

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

Ricinoleate, a monohydroxy fatty acid, in castor oil has many industrial uses. Dihydroxy fatty acids can also be used in industry. The C18 HPLC fractions of castor oil were analyzed by electrospray ionization mass spectrometry of lithium adducts to identify the acylglycerols containing dihydroxy fatty acids and the dihydroxy fatty acids. Four diacylglycerols identified were diOH18:1-diOH18:1, diOH18:2-OH18:1, diOH18:1-OH18:1 and diOH18:0-OH18:1. Eight triacylglycerols identified were diOH18:1-diOH18:1- diOH18:1, diOH18:1-diOH18:1-diOH18:0, diOH18:2-diOH18:1-OH18:1, diOH18:1-diOH18:1-OH18:1, diOH18:1-diOH18:0-OH18:1, diOH18:2-OH18:1-OH18:1, diOH18:1-OH18:1-OH18:1 and diOH18:0-OH18:1-OH18:1. The locations of fatty acids on the glycerol backbone were not determined. The structures of these three newly identified dihydroxy fatty acids were proposed as 11,12-dihydroxy-9- octadecenoic acid, 11,12-dihydroxy-9,13-octadecadienoic acid and 11,12-dihydroxyoctadecanoic acid. These individual acylglycerols were at the levels of about 0.5% or less in castor oil and can be isolated from castor oil or overproduced in a transgenic oil seed plant for future industrial uses.

Original languageEnglish (US)
Pages (from-to)359-365
Number of pages7
JournalLipids
Volume44
Issue number4
DOIs
StatePublished - Apr 2009
Externally publishedYes

Keywords

  • 11,12-Dihydroxy-9,13-octadecadienoic acid
  • 11,12-Dihydroxy-9-octadecenoic acid
  • 11,12-Dihydroxyoctadecanoic acid
  • Castor oil
  • Diacylglycerols
  • Dihydroxy fatty acids
  • Mass spectrometry
  • Ricinus communis L.
  • Triacylglycerols

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Cell Biology

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