Enzymatic fatty acid exchange in glycerophospholipids
(2003) In European Journal of Lipid Science and Technology 105(10). p.638-645- Abstract
- Lipases can be used to exchange fatty acids in the sn-1 position of glycerophospholipids and phospholipase A2 is useful for the corresponding exchange reaction in the sn-2 position. In both cases, the exchange can be done in a one-step acidolysis process or in a two-step process. In the latter case, the original fatty acid in the desired position is removed by enzymatic hydrolysis or alcoholysis and after isolation of the resulting lysophospholipid, the new fatty acid is introduced, using the same enzyme, in an esterification reaction. Several synthesis examples from the literature are reviewed. Incorporation of a new fatty acid into the sn-1 position is more favourable than incorporation into the sn-2 position because of the magnitudes of... (More)
- Lipases can be used to exchange fatty acids in the sn-1 position of glycerophospholipids and phospholipase A2 is useful for the corresponding exchange reaction in the sn-2 position. In both cases, the exchange can be done in a one-step acidolysis process or in a two-step process. In the latter case, the original fatty acid in the desired position is removed by enzymatic hydrolysis or alcoholysis and after isolation of the resulting lysophospholipid, the new fatty acid is introduced, using the same enzyme, in an esterification reaction. Several synthesis examples from the literature are reviewed. Incorporation of a new fatty acid into the sn-1 position is more favourable than incorporation into the sn-2 position because of the magnitudes of the equilibrium constants of the reactions and because lipases can be used at much lower water activity than phospholipase A2. With the consecutive use of both enzymes highly pure products with defined fatty acids in both positions can be obtained. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/129028
- author
- Adlercreutz, Patrick LU ; Lyberg, Ann-Marie LU and Adlercreutz, Dietlind LU
- organization
- publishing date
- 2003
- type
- Contribution to journal
- publication status
- published
- subject
- in
- European Journal of Lipid Science and Technology
- volume
- 105
- issue
- 10
- pages
- 638 - 645
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- wos:000185995100013
- scopus:0242266573
- ISSN
- 1438-7697
- DOI
- 10.1002/ejlt.200300832
- language
- English
- LU publication?
- yes
- id
- d556d85c-9942-41a1-b10a-ee97649286fe (old id 129028)
- date added to LUP
- 2016-04-01 12:23:35
- date last changed
- 2022-02-18 02:24:32
@article{d556d85c-9942-41a1-b10a-ee97649286fe, abstract = {{Lipases can be used to exchange fatty acids in the sn-1 position of glycerophospholipids and phospholipase A2 is useful for the corresponding exchange reaction in the sn-2 position. In both cases, the exchange can be done in a one-step acidolysis process or in a two-step process. In the latter case, the original fatty acid in the desired position is removed by enzymatic hydrolysis or alcoholysis and after isolation of the resulting lysophospholipid, the new fatty acid is introduced, using the same enzyme, in an esterification reaction. Several synthesis examples from the literature are reviewed. Incorporation of a new fatty acid into the sn-1 position is more favourable than incorporation into the sn-2 position because of the magnitudes of the equilibrium constants of the reactions and because lipases can be used at much lower water activity than phospholipase A2. With the consecutive use of both enzymes highly pure products with defined fatty acids in both positions can be obtained.}}, author = {{Adlercreutz, Patrick and Lyberg, Ann-Marie and Adlercreutz, Dietlind}}, issn = {{1438-7697}}, language = {{eng}}, number = {{10}}, pages = {{638--645}}, publisher = {{John Wiley & Sons Inc.}}, series = {{European Journal of Lipid Science and Technology}}, title = {{Enzymatic fatty acid exchange in glycerophospholipids}}, url = {{http://dx.doi.org/10.1002/ejlt.200300832}}, doi = {{10.1002/ejlt.200300832}}, volume = {{105}}, year = {{2003}}, }