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A fine line between molecular umbrella transport and ionophoric activity.


ABSTRACT: A persulfated molecular umbrella derived from one spermine, four lysine, and eight deoxycholic acid molecules was found to exhibit ionophoric activity, as shown by pH discharge and Na(+) and Cl(-) transport experiments. In sharp contrast, a moderately more hydrophilic analogue derived from cholic acid showed no such ionophoric activity. Both molecular umbrellas crossed liposomal membranes by passive transport with experimental rates that were similar. These findings show how the interactions between such amphomorphic molecules and phospholipid bilayers are a sensitive function of the umbrella's hydrophilic/lipophilic balance (HLB). They also raise the possibility of exploiting molecular umbrellas in fundamentally new ways.

SUBMITTER: Chen WH 

PROVIDER: S-EPMC2746926 | biostudies-other | 2009 Sep

REPOSITORIES: biostudies-other

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A fine line between molecular umbrella transport and ionophoric activity.

Chen Wen-Hua WH   Janout Vaclav V   Kondo Masaharu M   Mosoian Arevik A   Mosoyan Goar G   Petrov Ravil R RR   Klotman Mary E ME   Regen Steven L SL  

Bioconjugate chemistry 20090901 9


A persulfated molecular umbrella derived from one spermine, four lysine, and eight deoxycholic acid molecules was found to exhibit ionophoric activity, as shown by pH discharge and Na(+) and Cl(-) transport experiments. In sharp contrast, a moderately more hydrophilic analogue derived from cholic acid showed no such ionophoric activity. Both molecular umbrellas crossed liposomal membranes by passive transport with experimental rates that were similar. These findings show how the interactions bet  ...[more]

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