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:
https://lup.lub.lu.se/record/1831904
- author
- Kaki, Shiva Shanker
and Adlercreutz, Patrick
LU
- organization
- publishing date
- 2011
- 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
- pmid:21315701
- 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
- 2016-04-01 13:51:06
- date last changed
- 2022-01-27 21:27:17
@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}},
doi = {{10.1016/j.chemphyslip.2011.02.001}},
volume = {{164}},
year = {{2011}},
}