H. Matsuki et al., INCORPORATION OF MICELLE-FORMING LOCAL-ANESTHETICS INTO SURFACE-ADSORBED FILMS AND MICELLES OF DECYLAMMONIUM CHLORIDE, Langmuir, 13(10), 1997, pp. 2687-2693
The incorporation of two micelle-forming local anesthetics, dibucaine
hydrochloride (DC . HCl) and tetracaine hydrochloride (TC . HCl), into
surface-adsorbed films and micelles formed by decylammonium chloride
(DeAC) was studied by measuring the surface tension of aqueous solutio
ns of DeAC-DC . HCl and DeAC-TC . HCl binary mixtures. The quantities
of the anesthetics incorporated into the adsorbed film and micelle of
DeAC were estimated from the compositions of the anesthetics in the ad
sorbed film and micelle, which were obtained by thermodynamic analysis
of surface tension data. The phase diagrams of surface adsorption and
micelle formation constructed on the basis of composition in the mole
cular aggregates indicated that although significant amounts of both a
nesthetics were incorporated into the adsorbed film and micelle, large
r quantities of DC . HCl than of TC . HCl were present in the hydropho
bic environment of the aggregates. The relative ease with which these
two anesthetics were incorporated into the model membranes correlates
with their observed clinical potency. Interactions between DeAC and th
e anesthetic molecules in the adsorbed and micellar states were also a
nalyzed by calculating the ideal mixing lines in both states. It was s
hown that the bulky polar head groups of the anesthetics were more fav
orable for micelle formation than for surface adsorption by comparing
the incorporation of the anesthetics into the adsorbed film with that
into the micelle at the critical micelle concentration.