ARS | Publication request: Identification of diacylglycerol and triacylglycerols containing 11,12,13-trihydroxy-9,14-octadecadienoic acid in castor oil by mass spectrometry

Submitted to: American Oil Chemists' Society Meeting
Publication Type: Abstract Only
Publication Acceptance Date: November 10, 2011
Publication Date: N/A

Technical Abstract: Castor oil has many industrial uses. Molecular species of acylglycerols containing monohydroxy, dihydroxy and trihydroxy fatty acids in castor oil have been reported. The identification of acylglycerols containing a triOH18:2 fatty acid in castor oil is reported here. The structure of this novel fatty acid was proposed as 11,12,13-trihydroxy-9,14-octadecadienoic acid by the electrospray ionization - mass spectrometry of the lithiated adducts of acylglycerols in the HPLC fractions of castor oil. The fragmentation pathways of the lithiated adduct of 11,12,13-trihydroxy-9,14-octadecadienoic acid were proposed. This fatty acid is predominately located at the sn-1,3 position of the glycerol backbone of triacylglycerols, triOH18:2-OH18:1-OH18:1. The regiospecific location was identified by the fragment ion from the loss of fatty acid as a,ß-unsaturated fatty acid specific at the sn-2 position. The proposed biosynthetic pathway of polyhydroxy fatty acids in castor is also reported.