S. Pathirana et al., CONDENSING AND EXPANDING EFFECTS OF THE ODORANTS (-CARVONE AND (-)-CARVONE ON PHOSPHOLIPID MONOLAYERS()), Langmuir, 14(3), 1998, pp. 679-682
Interactions of the odorants (+) and (-)-carvone (5-isopropenyl-2-meth
yl-2-cyclohexenone) with alpha-1,2-dipalmitoyl-sn-glycerol-3-phosphoch
oline (L-DPPC) monolayers are studied using surface pressure versus ar
ea isotherms measured in the temperature range 10-35 degrees C in the
presence and absence of 5 mM odorants in the subphase. The data indica
te that the molecular area occupied by the L-DPPC monolayer becomes la
rger when the monolayer is spread on the subphase containing (-)-carvo
ne and that, in contrast, it becomes smaller when the monolayer is exp
osed to (+)-carvone. Both expanding and condensing effects are depende
nt on temperature. L-DPPC monolayers with (-)-carvone absorb twice as
much heat as those with (+)-carvone when compressed at 30 degrees C. U
nder the same conditions, monolayers with (-)-carvone undergo a larger
entropy change than monolayers with(+)-carvone. Variations in molecul
ar areas and thermodynamic properties may contribute to membrane recog
nition of optical isomers.