Advanced

Lipase-catalyzed synthesis and characterization of 1-butanoyl-2-palmitoyl phosphatidylcholine, a potential lipidic prodrug of butyric acid.

Kaki, Shiva Shanker and Adlercreutz, Patrick LU (2011) In Chemistry and Physics of Lipids 164. p.246-250
Abstract
1-Butanoyl-2-palmitoyl phosphatidylcholine was synthesized from dipalmitoylphosphatidylcholine (DPPC) and butyric acid using a lipase catalyzed transesterification in toluene at controlled water activity. A high fatty acid concentration and low water activity were essential for the enzymatic synthesis. The transesterification resulted in 97.3% incorporation of butyric acid in the sn-1 position with negligible incorporation in the sn-2-position. In mixtures with water, a liquid crystalline phase was formed in equilibrium with a micellar phase. The prepared phospholipid derivative could find applications as a lipidic anticancer prodrug of butyric acid.
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Chemistry and Physics of Lipids
volume
164
pages
246 - 250
publisher
Elsevier
external identifiers
  • wos:000289496600009
  • pmid:21315701
  • scopus:79952708984
ISSN
0009-3084
DOI
10.1016/j.chemphyslip.2011.02.001
language
English
LU publication?
yes
id
21ad2d70-bd0f-4cc0-b638-77a8bfeaddb1 (old id 1831904)
date added to LUP
2011-03-03 17:43:03
date last changed
2017-01-01 05:54:53
@article{21ad2d70-bd0f-4cc0-b638-77a8bfeaddb1,
  abstract     = {1-Butanoyl-2-palmitoyl phosphatidylcholine was synthesized from dipalmitoylphosphatidylcholine (DPPC) and butyric acid using a lipase catalyzed transesterification in toluene at controlled water activity. A high fatty acid concentration and low water activity were essential for the enzymatic synthesis. The transesterification resulted in 97.3% incorporation of butyric acid in the sn-1 position with negligible incorporation in the sn-2-position. In mixtures with water, a liquid crystalline phase was formed in equilibrium with a micellar phase. The prepared phospholipid derivative could find applications as a lipidic anticancer prodrug of butyric acid.},
  author       = {Kaki, Shiva Shanker and Adlercreutz, Patrick},
  issn         = {0009-3084},
  language     = {eng},
  pages        = {246--250},
  publisher    = {Elsevier},
  series       = {Chemistry and Physics of Lipids},
  title        = {Lipase-catalyzed synthesis and characterization of 1-butanoyl-2-palmitoyl phosphatidylcholine, a potential lipidic prodrug of butyric acid.},
  url          = {http://dx.doi.org/10.1016/j.chemphyslip.2011.02.001},
  volume       = {164},
  year         = {2011},
}