M. Hebrant et al., AOT REVERSED MICELLES AS CARRIERS OF AMINO-ACIDS ACROSS LIQUID MEMBRANES - SEARCH FOR SELECTIVITY AND CHIRALITY EFFECT, Colloids and surfaces. A, Physicochemical and engineering aspects, 75, 1993, pp. 257-267
Reversed micelles of diethylhexyl sodium sulphosuccinate (AOT) are use
d in this work as mobile carriers to transport amino acids between a s
ource (S) and a receiving (R) aqueous phase across an organic liquid m
embrane (M) (iso-octane). For most experiments the aqueous and organic
phases were those of a pre-equilibrated Winsor II system. Semipermeab
le membranes have been introduced between the S and M phases as well a
s between the M and R phases for technical reasons. The rates of trans
port of p-iodophenylalanine and tryptophan were compared and discussed
in relation to their partition coefficients between water and the AOT
palisade layer, showing completely different behaviour between the tw
o amino acids. As the selectivity of the transport process may depend
on the water content of the membrane phase and also on the carrier/sol
ute interactions, we have investigated the rate of water uptake by the
AOT reversed micelles as well as the influence of the ionization stat
e of amino acids. The last part of the work is concerned with an attem
pt to perform enantioselective transports using chiral AOT. The analys
is of the receiving phase required in that case a chromatographic reso
lution of amino acid enantiomers. This resolution was affected by the
nature of the background salt, which had to be specifically adapted fo
r this purpose. The failure of these experiments in producing enantiom
eric enrichments suggests that the rigidity of the surfactant film is
not sufficient to permit chiral recognition in that case.