Characterization of alkyl beta-D-glucoside (C(n)G) and alkyl beta-D-ma
ltoside (C(n)M) micelles has been studied. A (-) to (+) bisignate CD o
f(4Z, 15Z)-bilirubin-IX alpha (BR) is induced by C(n)G or C(n)M micell
es, indicating that BR bound to the glycolipid micelles preferentially
takes an (S)-helix configuration. The intensity of the CD induced by
the C(n)M micelle is stronger than that induced by the C(n)G micelle.
In order to understand such a phenomenon, the characterization of the
C(n)G and C(n)M micelles has been investigated. The fluorescent probe
method using 1,3-bis(1-pyrenyl)propane (P3P), pyrene and 1-pyrenecarba
ldehyde suggests that C(n)M provides less lipophilic and less fluid mi
celles compared with C(n)G. Such a difference in micelle properties is
reflected in the solubilization phenomena of C(n)G and C(n)M micelles
. The C(n)G micelles solubilize well the lipophilic solutes such as P3
P and 5,10,15,20-tetraphenylporhyrin. The less fluid microenvironment
and higher microscopic concentration of the glucopyranose unit of the
C(n)M micelle seems to be preferable for forming an optically active B
R-glycolipid complex.