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Cyclic and linear monoterpenes in phospholipid membranes: Phase behavior, bilayer structure, and molecular dynamics.

Pham, Dat LU ; Topgaard, Daniel LU and Sparr, Emma LU (2015) In Langmuir 31(40). p.11067-11077
Abstract
Monoterpenes are abundant in essential oil extracted from plants. These relatively small and hydrophobic molecules have shown many important biological fucntions, including antimicrobial activity and membrane penetration enhancement. The interaction between the monoterpenes and lipid bilayers is considered important to the understanding of the biological functions of monoterpenes. In this study we investigate the effect of cyclic and linear monoterpenes on the structure and dynamics of lipids in model membrane. We study the ternary system 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) - monoterpene - water as a model with a focus on dehydrated conditions. By combining complementary techniques, including differential scanning... (More)
Monoterpenes are abundant in essential oil extracted from plants. These relatively small and hydrophobic molecules have shown many important biological fucntions, including antimicrobial activity and membrane penetration enhancement. The interaction between the monoterpenes and lipid bilayers is considered important to the understanding of the biological functions of monoterpenes. In this study we investigate the effect of cyclic and linear monoterpenes on the structure and dynamics of lipids in model membrane. We study the ternary system 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) - monoterpene - water as a model with a focus on dehydrated conditions. By combining complementary techniques, including differential scanning calorimetry (DSC), solid-state nuclear magnetic resonance (ss NMR) and small and wide angle X-ray scattering (SAXS and WAXS), bilayer structure, phase transitions and lipid molecular dynamics are investigated at different water contents. Monoterpenes cause pronounced melting point depression and phase segregation in lipid bilayers, and the extent of these effects depends on the hydration conditions. The addition of a small amount of thymol to the fluid bilayer (volume fraction of 0.03 in the bilayer) leads to an increased order in the acyl-chain close to the bilayer interface. The findings are discussed in relation to biological systems and lipid formulations. (Less)
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Langmuir
volume
31
issue
40
pages
11067 - 11077
publisher
The American Chemical Society
external identifiers
  • pmid:26375869
  • wos:000362920900016
  • scopus:84944128628
ISSN
0743-7463
DOI
10.1021/acs.langmuir.5b00856
language
English
LU publication?
yes
id
ecca9899-8bd4-44ef-a503-46f0002c5ed2 (old id 8039003)
date added to LUP
2015-10-30 13:09:32
date last changed
2017-10-01 03:30:21
@article{ecca9899-8bd4-44ef-a503-46f0002c5ed2,
  abstract     = {Monoterpenes are abundant in essential oil extracted from plants. These relatively small and hydrophobic molecules have shown many important biological fucntions, including antimicrobial activity and membrane penetration enhancement. The interaction between the monoterpenes and lipid bilayers is considered important to the understanding of the biological functions of monoterpenes. In this study we investigate the effect of cyclic and linear monoterpenes on the structure and dynamics of lipids in model membrane. We study the ternary system 1,2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC) - monoterpene - water as a model with a focus on dehydrated conditions. By combining complementary techniques, including differential scanning calorimetry (DSC), solid-state nuclear magnetic resonance (ss NMR) and small and wide angle X-ray scattering (SAXS and WAXS), bilayer structure, phase transitions and lipid molecular dynamics are investigated at different water contents. Monoterpenes cause pronounced melting point depression and phase segregation in lipid bilayers, and the extent of these effects depends on the hydration conditions. The addition of a small amount of thymol to the fluid bilayer (volume fraction of 0.03 in the bilayer) leads to an increased order in the acyl-chain close to the bilayer interface. The findings are discussed in relation to biological systems and lipid formulations.},
  author       = {Pham, Dat and Topgaard, Daniel and Sparr, Emma},
  issn         = {0743-7463},
  language     = {eng},
  number       = {40},
  pages        = {11067--11077},
  publisher    = {The American Chemical Society},
  series       = {Langmuir},
  title        = {Cyclic and linear monoterpenes in phospholipid membranes: Phase behavior, bilayer structure, and molecular dynamics.},
  url          = {http://dx.doi.org/10.1021/acs.langmuir.5b00856},
  volume       = {31},
  year         = {2015},
}