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Biophysical study of resin acid effects on phospholipid membrane structure and properties

Jagalski, Vivien ; Barker, Robert ; Topgaard, Daniel LU ; Günther-Pomorski, Thomas ; Hamberger, Björn and Cárdenas, Marité LU (2016) In Biochimica et Biophysica Acta - Biomembranes 1858(11). p.2827-2838
Abstract

Hydrophobic resin acids (RAs) are synthesized by conifer trees as part of their defense mechanisms. One of the functions of RAs in plant defense is suggested to be the perturbation of the cellular membrane. However, there is a vast diversity of chemical structures within this class of molecules, and there are no clear correlations to the molecular mechanisms behind the RA's toxicity. In this study we unravel the molecular interactions of the three closely related RAs dehydroabietic acid, neoabietic acid, and the synthetic analogue dichlorodehydroabietic acid with dipalmitoylphosphatidylcholine (DPPC) model membranes and the polar lipid extract of soybeans. The complementarity of the biophysical techniques used (NMR, DLS, NR, DSC,... (More)

Hydrophobic resin acids (RAs) are synthesized by conifer trees as part of their defense mechanisms. One of the functions of RAs in plant defense is suggested to be the perturbation of the cellular membrane. However, there is a vast diversity of chemical structures within this class of molecules, and there are no clear correlations to the molecular mechanisms behind the RA's toxicity. In this study we unravel the molecular interactions of the three closely related RAs dehydroabietic acid, neoabietic acid, and the synthetic analogue dichlorodehydroabietic acid with dipalmitoylphosphatidylcholine (DPPC) model membranes and the polar lipid extract of soybeans. The complementarity of the biophysical techniques used (NMR, DLS, NR, DSC, Cryo-TEM) allowed correlating changes at the vesicle level with changes at the molecular level and the co-localization of RAs within DPPC monolayer. Effects on DPPC membranes are correlated with the physical chemical properties of the RA and their toxicity.

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author
; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
DPPC, Lipid, Neutron reflectometry, Resin acids, ssNMR, Toxicity
in
Biochimica et Biophysica Acta - Biomembranes
volume
1858
issue
11
pages
12 pages
publisher
Elsevier
external identifiers
  • pmid:27544924
  • wos:000385318800028
  • scopus:84983504233
ISSN
0005-2736
DOI
10.1016/j.bbamem.2016.08.008
language
English
LU publication?
yes
id
5972c75c-3cce-4b86-a94c-dd5ada8f23b3
date added to LUP
2016-10-13 10:29:58
date last changed
2025-02-22 16:46:54
@article{5972c75c-3cce-4b86-a94c-dd5ada8f23b3,
  abstract     = {{<p>Hydrophobic resin acids (RAs) are synthesized by conifer trees as part of their defense mechanisms. One of the functions of RAs in plant defense is suggested to be the perturbation of the cellular membrane. However, there is a vast diversity of chemical structures within this class of molecules, and there are no clear correlations to the molecular mechanisms behind the RA's toxicity. In this study we unravel the molecular interactions of the three closely related RAs dehydroabietic acid, neoabietic acid, and the synthetic analogue dichlorodehydroabietic acid with dipalmitoylphosphatidylcholine (DPPC) model membranes and the polar lipid extract of soybeans. The complementarity of the biophysical techniques used (NMR, DLS, NR, DSC, Cryo-TEM) allowed correlating changes at the vesicle level with changes at the molecular level and the co-localization of RAs within DPPC monolayer. Effects on DPPC membranes are correlated with the physical chemical properties of the RA and their toxicity.</p>}},
  author       = {{Jagalski, Vivien and Barker, Robert and Topgaard, Daniel and Günther-Pomorski, Thomas and Hamberger, Björn and Cárdenas, Marité}},
  issn         = {{0005-2736}},
  keywords     = {{DPPC; Lipid; Neutron reflectometry; Resin acids; ssNMR; Toxicity}},
  language     = {{eng}},
  month        = {{11}},
  number       = {{11}},
  pages        = {{2827--2838}},
  publisher    = {{Elsevier}},
  series       = {{Biochimica et Biophysica Acta - Biomembranes}},
  title        = {{Biophysical study of resin acid effects on phospholipid membrane structure and properties}},
  url          = {{http://dx.doi.org/10.1016/j.bbamem.2016.08.008}},
  doi          = {{10.1016/j.bbamem.2016.08.008}},
  volume       = {{1858}},
  year         = {{2016}},
}