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 Citationer (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.

Originalsprog	Engelsk
Tidsskrift	BBA Biomembranes
Vol/bind	1858
Udgave nummer	11
Sider (fra-til)	2827-2838
Antal sider	12
ISSN	0005-2736
DOI	https://doi.org/10.1016/j.bbamem.2016.08.008
Status	Udgivet - 1 nov. 2016

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10.1016/j.bbamem.2016.08.008

Citationsformater

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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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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

EP - 2838

JO - BBA Biomembranes

JF - BBA Biomembranes

IS - 11

ER -

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

Abstract

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