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Triglyceride interesterification by lipases : 2. Reaction parameters for the reduction of trisaturated impurities and diglycerides in batch reactions

Bloomer, S. ; Adlercreutz, P. LU orcid and Mattiasson, B. LU (1991) In Biocatalysis and Biotransformation 5(2). p.145-162
Abstract

A model system consisting of pure triolein and palmitic acid and LipozymeTM, an immobilized lipase (E.C. 3.1.1.3.). has been used to determine the effects of various reaction parameters on the reaction rate and the formation of by-products in the interesterification reaction. The goal was to minimize the level of diglycerides and eliminate trisaturated triglycerides at an endpoint chosen so that the results could be applied to the production of cocoa butter substitutes. The levels of diglycerides, which are essential reaction intermediates, and trisaturated glycerides, which are believed to be formed as a result of spontaneous acyl migration of mono- and diglyceride intermediates, were determined at a defined endpoint. A lag period was... (More)

A model system consisting of pure triolein and palmitic acid and LipozymeTM, an immobilized lipase (E.C. 3.1.1.3.). has been used to determine the effects of various reaction parameters on the reaction rate and the formation of by-products in the interesterification reaction. The goal was to minimize the level of diglycerides and eliminate trisaturated triglycerides at an endpoint chosen so that the results could be applied to the production of cocoa butter substitutes. The levels of diglycerides, which are essential reaction intermediates, and trisaturated glycerides, which are believed to be formed as a result of spontaneous acyl migration of mono- and diglyceride intermediates, were determined at a defined endpoint. A lag period was observed in which no tripalmitate was formed. The content of Lipozyme used was the most powerful factor in eliminating tripalmitate formation and reducing diglycerides; by using large quantities of Lipozyme, the reaction reached the endpoint before the tripalmitate formation became measurable and low levels of diglycerides were formed. The effects of varying the ratio of palmitic acid to triolein were investigated. A complex relationship between the ratio of substrate components emerged in which the diglyceride content increased with increasing triolein concentration and the tripalmitate content was lowest at a molar ratio of palmitic acid to triolein of 3.5. The reaction was run at 70, 80, and 90°C; best results were obtained at 70° The water activity of the reaction was adjusted prior to catalysis and maintained during the reaction by equilibrating the reaction mixture and enzyme and running the reaction in an atmosphere of controlled water activity. A direct relationship between diglycerides and water activity was observed, and the level of tripalmitate formed corresponded to the time required to reach the endpoint. The reaction system was tested using ethyl palmitate instead of palmitic acid as acyl donor; the diglyceride content again increased with increasing water activity, but larger amounts of diglycerides were formed. Much shorter reaction times were required, with small quantities of tripalmitate formed.

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author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Acyl migration, Diglyceride, Interesterification, Lipozyme, Trisaturated triglycerides, Water activity
in
Biocatalysis and Biotransformation
volume
5
issue
2
pages
18 pages
publisher
Taylor & Francis
external identifiers
  • scopus:84907038129
ISSN
1024-2422
DOI
10.3109/10242429109014863
language
English
LU publication?
yes
id
0cda13d9-1c77-47a0-b430-15070700b01d
date added to LUP
2019-06-22 18:42:17
date last changed
2021-01-03 10:17:06
@article{0cda13d9-1c77-47a0-b430-15070700b01d,
  abstract     = {{<p>A model system consisting of pure triolein and palmitic acid and LipozymeTM, an immobilized lipase (E.C. 3.1.1.3.). has been used to determine the effects of various reaction parameters on the reaction rate and the formation of by-products in the interesterification reaction. The goal was to minimize the level of diglycerides and eliminate trisaturated triglycerides at an endpoint chosen so that the results could be applied to the production of cocoa butter substitutes. The levels of diglycerides, which are essential reaction intermediates, and trisaturated glycerides, which are believed to be formed as a result of spontaneous acyl migration of mono- and diglyceride intermediates, were determined at a defined endpoint. A lag period was observed in which no tripalmitate was formed. The content of Lipozyme used was the most powerful factor in eliminating tripalmitate formation and reducing diglycerides; by using large quantities of Lipozyme, the reaction reached the endpoint before the tripalmitate formation became measurable and low levels of diglycerides were formed. The effects of varying the ratio of palmitic acid to triolein were investigated. A complex relationship between the ratio of substrate components emerged in which the diglyceride content increased with increasing triolein concentration and the tripalmitate content was lowest at a molar ratio of palmitic acid to triolein of 3.5. The reaction was run at 70, 80, and 90°C; best results were obtained at 70° The water activity of the reaction was adjusted prior to catalysis and maintained during the reaction by equilibrating the reaction mixture and enzyme and running the reaction in an atmosphere of controlled water activity. A direct relationship between diglycerides and water activity was observed, and the level of tripalmitate formed corresponded to the time required to reach the endpoint. The reaction system was tested using ethyl palmitate instead of palmitic acid as acyl donor; the diglyceride content again increased with increasing water activity, but larger amounts of diglycerides were formed. Much shorter reaction times were required, with small quantities of tripalmitate formed.</p>}},
  author       = {{Bloomer, S. and Adlercreutz, P. and Mattiasson, B.}},
  issn         = {{1024-2422}},
  keywords     = {{Acyl migration; Diglyceride; Interesterification; Lipozyme; Trisaturated triglycerides; Water activity}},
  language     = {{eng}},
  month        = {{01}},
  number       = {{2}},
  pages        = {{145--162}},
  publisher    = {{Taylor & Francis}},
  series       = {{Biocatalysis and Biotransformation}},
  title        = {{Triglyceride interesterification by lipases : 2. Reaction parameters for the reduction of trisaturated impurities and diglycerides in batch reactions}},
  url          = {{http://dx.doi.org/10.3109/10242429109014863}},
  doi          = {{10.3109/10242429109014863}},
  volume       = {{5}},
  year         = {{1991}},
}