Molecular umbrella transport: exceptions to the classic size/lipophilicity rule.
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.
Mehiri
Mohamed
M
Department of Chemistry, Lehigh University, Bethlehem, Pennsylvania 18015, USA.
Chen
Wen-Hua
WH
Janout
Vaclav
V
Regen
Steven L
SL
D057927:Hydrophobic and Hydrophilic Interactions; D008051:Lipid Bilayers / Q000737:chemistry*; D008081:Liposomes / Q000737:chemistry*; D015394:Molecular Structure
D008051:Lipid Bilayers; D008081:Liposomes