[Modulation of interactions of pyridopyrines with membrane systems: an NMR study of the role of side chains].
Interactions of three pryridopurines differing by their side chain, -SCH2-Phe [1], -SCH2-CHOH-CH3 [2], and -SCH2-CHOH-CH2OH [3], with model membranes were studied by proton, phosphorus and carbon NMR. Their incorporation in phospholipid multilayers induced a membrane rigidification without altering ther main bilayer structure nor the phase transition. Depending on the more or less amphiphilic properties, these molecule have different behavior when included in small unilamellar vesicles: hydrophobic [1] is found in the deepest part of the membrane, while [2] lies at an intermediate location in the layer. [3] is more hydrophilic: its aromatic moiety is in the intermediate part of the membrane whereas the side chain is found oriented towards the superficial part of the layer. Furthermore, the amphiphilic molecule [2] has transmembrane transport abilities when in the presence of large unilamellar vesicles.
Debouzy
J C
JC
Unité de Biophysique (Centre de Recherches du Service de Santé des Armées), La Tronche.
Gueiffier
A
A
Dabouis
V
V
D007700:Kinetics; D008051:Lipid Bilayers / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods; D010743:Phospholipids / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*; D013329:Structure-Activity Relationship
D008051:Lipid Bilayers; D010743:Phospholipids; D011687:Purines; D011725:Pyridines