Hl. Mu et al., Quantitation of acyl migration during lipase-catalyzed acidolysis, and of the regioisomers of structured triacylglycerols formed, J AM OIL CH, 78(9), 2001, pp. 959-964
Various MLM-type (M, medium-chain fatty acids; L, long-chain fatty acids) s
tructured triacylglycerols were produced in pilot- or small-scale packed-be
d reactors by lipase-catalyzed acidolysis. The incorporation and acyl migra
tion of octanoic acid were measured by gas chromatography and Grignard degr
adation, and ranged from 39.0 to 48.7% and 0.6 to 9.3%, respectively. Quant
itation of triacylglycerol molecular species was performed by ammonia negat
ive ion chemical ionization (NICI) mass spectrometry (MS). The proportion o
f ACN (acyl carbon number) 34 species that contained one C-18 fatty acid an
d two C-8:0, in samples analyzed, varied from 12.5 to 23.2%. The selected r
egioisomers MLM and MML within the ACN 34 species group were quantified by
NICI tandem MS (MS/MS) and were in the range of 97.1 to 98.4% and 1.6 to 2.
9%, respectively. There was no correlation between the level of acyl migrat
ion during lipase-catalyzed esterification and the level of regioisomers of
the selected MLM-type triacylglycerols in the structured lipid samples.