Liposomes from novel photolabile phospholipids: light-induced unloading of small molecules as monitored by PFG NMR.
A molecular dithiane-based approach to synthesis of novel photolabile phospholipids is developed. These lipids are used in formulations with egg-POPC and cholesterol to prepare light-sensitive liposomes. Irradiation of such liposomes in PBS buffer (medium pressure mercury lamp, Pyrex filter, lambda > 300 nm) significantly increases the bilayer permeability and accelerates the release of entrapped small organic molecules by an order of magnitude. A simple assay, based on (1)H or (19)F PFG NMR measurements of diffusion coefficients, is developed to monitor light-induced unloading of the probe molecules.
Wan
Yongqin
Y
Contribution from the Department of Chemistry and Biochemistry, University of Denver, Denver, Colorado 80208, USA.
Angleson
Joseph K
JK
Kutateladze
Andrei G
AG
D002784:Cholesterol / Q000737:chemistry; D008027:Light; D008081:Liposomes / Q000737:chemistry / Q000528:radiation effects*; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010713:Phosphatidylcholines / Q000737:chemistry; D010743:Phospholipids / Q000737:chemistry / Q000528:radiation effects*; D010777:Photochemistry; D011725:Pyridines / Q000737:chemistry; D011807:Quinolizines / Q000737:chemistry; D013457:Sulfur Compounds / Q000737:chemistry
D008081:Liposomes; D010713:Phosphatidylcholines; D010743:Phospholipids; D011725:Pyridines; D011807:Quinolizines; D013457:Sulfur Compounds; C438055:dithiane; D002784:Cholesterol; C028694:1-palmitoyl-2-oleoylphosphatidylcholine