TY - JOUR
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
N1 - Copyright © 2016 Elsevier B.V. All rights reserved.
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
M3 - Journal article
C2 - 27544924
SN - 0005-2736
VL - 1858
SP - 2827
EP - 2838
JO - B B A - Biomembranes
JF - B B A - Biomembranes
IS - 11
ER -