An enzymatic method for the synthesis of mixed-acid phosphatidylcholine
(2004) In Journal of the American Oil Chemists Society 81(6). p.553-557- Abstract
- The enzymatic synthesis of PC with decanoic acid in the sn-1 and hexanoic acid in the sn-2 position is described. The procedure comprises the following enzymatic steps: (i) treatment of egg yolk with phospholipase A(2) (PLA(2)) to hydrolyze egg yolk PC to 1-acyl lysophosphaticlylcholine (LPC) (ii) esterification of I-acyl LPC with hexanoic acid catalyzed by PLA(2) to yield PC with hexanoic acid in the sn-2 position; (iii) removal of the FA in the sn-1 position by lipase-catalyzed ethanolysis to yield 2-hexanoyl LPC; and finally (iv) introduction of decanoic acid in this position by lipase-catalyzed esterification of 2-hexanoyl LPC to yield 1-decanoyl-2-hexanoyl-PC. Two egg yolks with a weight of 16 g were required to obtain 160 mg of the... (More)
- The enzymatic synthesis of PC with decanoic acid in the sn-1 and hexanoic acid in the sn-2 position is described. The procedure comprises the following enzymatic steps: (i) treatment of egg yolk with phospholipase A(2) (PLA(2)) to hydrolyze egg yolk PC to 1-acyl lysophosphaticlylcholine (LPC) (ii) esterification of I-acyl LPC with hexanoic acid catalyzed by PLA(2) to yield PC with hexanoic acid in the sn-2 position; (iii) removal of the FA in the sn-1 position by lipase-catalyzed ethanolysis to yield 2-hexanoyl LPC; and finally (iv) introduction of decanoic acid in this position by lipase-catalyzed esterification of 2-hexanoyl LPC to yield 1-decanoyl-2-hexanoyl-PC. Two egg yolks with a weight of 16 g were required to obtain 160 mg of the desired product. The chemical purity of the PC product and the positional purity of the FA were around 99%. The method is applicable for the synthesis of other mixed-acid PC species as well. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/140632
- author
- Adlercreutz, Dietlind LU and Wehtje, Ernst LU
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of the American Oil Chemists Society
- volume
- 81
- issue
- 6
- pages
- 553 - 557
- publisher
- The American Oil Chemists' Society
- external identifiers
-
- wos:000222709700006
- scopus:3242747515
- ISSN
- 0003-021X
- DOI
- 10.1007/s11746-006-0940-5
- language
- English
- LU publication?
- yes
- id
- 321d2aae-6a42-433e-931c-5c87f9e2c75d (old id 140632)
- alternative location
- http://www.aocs.org/press/jabs.asp?abs_id=3324&mo=6&yr=2004
- date added to LUP
- 2016-04-01 12:38:36
- date last changed
- 2022-02-04 00:56:10
@article{321d2aae-6a42-433e-931c-5c87f9e2c75d, abstract = {{The enzymatic synthesis of PC with decanoic acid in the sn-1 and hexanoic acid in the sn-2 position is described. The procedure comprises the following enzymatic steps: (i) treatment of egg yolk with phospholipase A(2) (PLA(2)) to hydrolyze egg yolk PC to 1-acyl lysophosphaticlylcholine (LPC) (ii) esterification of I-acyl LPC with hexanoic acid catalyzed by PLA(2) to yield PC with hexanoic acid in the sn-2 position; (iii) removal of the FA in the sn-1 position by lipase-catalyzed ethanolysis to yield 2-hexanoyl LPC; and finally (iv) introduction of decanoic acid in this position by lipase-catalyzed esterification of 2-hexanoyl LPC to yield 1-decanoyl-2-hexanoyl-PC. Two egg yolks with a weight of 16 g were required to obtain 160 mg of the desired product. The chemical purity of the PC product and the positional purity of the FA were around 99%. The method is applicable for the synthesis of other mixed-acid PC species as well.}}, author = {{Adlercreutz, Dietlind and Wehtje, Ernst}}, issn = {{0003-021X}}, language = {{eng}}, number = {{6}}, pages = {{553--557}}, publisher = {{The American Oil Chemists' Society}}, series = {{Journal of the American Oil Chemists Society}}, title = {{An enzymatic method for the synthesis of mixed-acid phosphatidylcholine}}, url = {{http://dx.doi.org/10.1007/s11746-006-0940-5}}, doi = {{10.1007/s11746-006-0940-5}}, volume = {{81}}, year = {{2004}}, }