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Molecular umbrella transport: exceptions to the classic size/lipophilicity rule.

ABSTRACT: The ability of a series of molecular umbrellas, derived from cholic acid, L-lysine, spermidine, and Cascade Blue, to cross fluid liposomal membranes made from 1-palmitoyl-2-oleyol-sn-glycero-3-phosphocholine (POPC)/1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol (POPG) (95/5, mol/mol) has been determined. In sharp contrast to the classic "size/lipophilicity" rule of membrane transport, those molecular umbrellas that were larger in size and less lipophilic crossed these liposomal membranes more readily. The likely origin for this unusual behavior is briefly discussed.

SUBMITTER: Mehiri M

PROVIDER: S-EPMC2632765 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

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Molecular umbrella transport: exceptions to the classic size/lipophilicity rule.

Mehiri Mohamed M Chen Wen-Hua WH Janout Vaclav V Regen Steven L SL

Journal of the American Chemical Society 20090201 4

The ability of a series of molecular umbrellas, derived from cholic acid, L-lysine, spermidine, and Cascade Blue, to cross fluid liposomal membranes made from 1-palmitoyl-2-oleyol-sn-glycero-3-phosphocholine (POPC)/1-palmitoyl-2-oleoyl-sn-glycero-3-phosphatidylglycerol (POPG) (95/5, mol/mol) has been determined. In sharp contrast to the classic "size/lipophilicity" rule of membrane transport, those molecular umbrellas that were larger in size and less lipophilic crossed these liposomal membranes ...[more]

PMID: 19140686

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