title: 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.
authors.affiliation: Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015, USA.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Mehiri
authors.forename: Wen-Hua
authors.initials: WH
authors.lastname: Chen
authors.forename: Vaclav
authors.initials: V
authors.lastname: Janout
authors.forename: Steven L
authors.initials: SL
authors.lastname: Regen
mesh_terms: D057927:Hydrophobic and Hydrophilic Interactions; D008051:Lipid Bilayers / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D008051:Lipid Bilayers; D008081:Liposomes