Identification of (12-ricinoleoylricinoleoyl)diricinoleoylglycerol, an acylglycerol containing four acyl chains, in castor (Ricinus communis L.) oil by LC-ESI-MS

Jiann Tsyh Lin, Arthur Arcinas, Leslie R. Harden, Clifton K. Fagerquist

Research output: Contribution to journalArticlepeer-review

36 Scopus citations


An acylglycerol (AG) containing four acyl chains, (12- ricinoleoylricinoleoyl)diricinoleoylglycerol (RRRR), was positively identified for the first time in a natural source in castor oil using electrospray ionization tandem mass spectrometry (ESI-MS/MS). HPLC-purified RRRR from castor oil was subjected to ion trap and high-resolution ESI-MS/MS. The precursor and fragment ions of [RRRR + Na]+ showed the expected masses, and the sodiated fragment ions of both diacylglycerols and fatty acids were detected. Because fragment ions of fatty acids from [AG + NH4]+ adducts cannot be detected by ESI-MS/MS, [AG + Na]+ adducts are more informative. Radiolabeled triricinolein (RRR) was incorporated into RRRR in castor microsomes, indicating that RRRR is biosynthesized in castor bean. This newly identified and biosynthesized RRRR represents a new AG subclass of tetra-acylglycerols (or acylacyldiacylglycerol).

Original languageEnglish (US)
Pages (from-to)3498-3504
Number of pages7
JournalJournal of Agricultural and Food Chemistry
Issue number10
StatePublished - May 17 2006
Externally publishedYes


  • Acylacyldiacylglycerol
  • Acylglycerol
  • Biosynthesis
  • Castor oil
  • HPLC
  • Ricinoleate
  • Ricinus communis L.
  • Tetra-acylglycerol

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)


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