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

Vivien Jagalski; Robert Barker; Daniel Topgaard; Thomas Günther-Pomorski; Björn Robert Hamberger; Marite Cardenas Gomez

doi:10.1016/j.bbamem.2016.08.008

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

Vivien Jagalski, Robert Barker, Daniel Topgaard, Thomas Günther-Pomorski, Björn Robert Hamberger, Marite Cardenas Gomez

11 Citations (Scopus)

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, 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.

Original language	English
Journal	BBA Biomembranes
Volume	1858
Issue number	11
Pages (from-to)	2827-2838
Number of pages	12
ISSN	0005-2736
DOIs	https://doi.org/10.1016/j.bbamem.2016.08.008
Publication status	Published - 1 Nov 2016

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title = "Biophysical study of resin acid effects on phospholipid membrane structure and properties",

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, 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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T1 - Biophysical study of resin acid effects on phospholipid membrane structure and properties

AU - Jagalski, Vivien

AU - Barker, Robert

AU - Topgaard, Daniel

AU - Günther-Pomorski, Thomas

AU - Hamberger, Björn Robert

AU - Cardenas Gomez, Marite

PY - 2016/11/1

Y1 - 2016/11/1

N2 - 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.

AB - 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.

U2 - 10.1016/j.bbamem.2016.08.008

DO - 10.1016/j.bbamem.2016.08.008

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SP - 2827

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JO - BBA Biomembranes

JF - BBA Biomembranes

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ER -

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

Abstract

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