INVESTIGADORES
ZUNINO Maria Paula
artículos
Título:
Stereoselective effects of monoterpenes on the microviscosity and curvature of model membranes assessed by DPH steady state fluorescence anisotropy and light scattering analysis
Autor/es:
ZUNINO M.P; TURINA A.V; ZYGADLO J.A; PERILLO M.A.
Revista:
CHIRALITY
Editorial:
WILEY-LISS, DIV JOHN WILEY & SONS INC
Referencias:
Año: 2011 vol. 23 p. 867 - 877
ISSN:
0899-0042
Resumen:
Here we evaluated stereoselectivity in monoterpenes (MTs) ability to disturb
membrane dynamics. Correlations between molecular structure and physicochemical
properties of pinenes, menthols and carvones enantiomers were investigated through cluster
and principal component analysis. So, MTs´ concentration-dependent changes in lightscattering
and DPH-fluorescence polarization induced by MTs were measured on large
unilamellar vesicles (LUVs) of dipalmitoylphosphatidylcholine.
The behavior of the less polar compounds (hydrocarbons) were characterized by a
membrane expansion (increase in light-scattering), detectable within the low-concentration
range. They remained in the membrane up to the highest concentrations tested exhibiting a
concentration-dependent anisotropy decrease. Within the more polar terpenes (alcohols)
prevailed a budding phenomenon with the production of small LUVs with roughly constant
curvature (more evident at medium and high concentrations) which explains the slight change
in microviscosity (DPH fluorescence anisotropy). These behaviors were compatible with the
deeper localization within the membrane core of the formers compared with the latters as
predicted from the corresponding polar charge distribution in their molecular structures.
The enantioselectivity was expressed by neomenthol at low concentration and carvone
at medium concentration. Inhibition and potentiation was evidenced, within the lowconcentration
range, by the racemic mixtures in neomenthol and beta-pinenes, respectively.-pinenes, respectively.