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Quantitation of acyl migration during lipase‐catalyzed acidolysis, and of the regioisomers of structured triacylglycerols formed
Author(s) -
Mu Huiling,
Kurvinen JuhaPekka,
Kallio Heikki,
Xu Xuebing,
Høy CarlErik
Publication year - 2001
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-001-0371-3
Subject(s) - chemistry , structural isomer , lipase , chromatography , fatty acid , mass spectrometry , chemical ionization , organic chemistry , enzyme , ionization , ion
Various MLM‐type (M, medium‐chain fatty acids; L, long‐chain fatty acids) structured triacylglycerols were produced in pilot‐ or small‐scale packed‐bed reactors by lipasecatalyzed acidolysis. The incorporation and acyl migration of octanoic acid were measured by gas chromatography and Grignard degradation, and ranged from 39.0 to 48.7% and 0.6 to 9.3%, respectively. Quantitation of triacylglycerol molecular species was performed by ammonia negative ion chemical ionization (NICI) mass spectrometry (MS). The proportion of ACN (acyl carbon number) 34 species that contained one C 18 fatty acid and two C 8∶0′ in samples analyzed, varied from 12.5 to 23.2%. The selected regioisomers 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 migration during lipase‐catalyzed esterification and the level of regioisomers of the selected MLM‐type triacylglycerols in the structured lipid samples.