title: Glucosyl phosphotriesters of nucleosides: exchange mechanism of transmembrane transport and application to 5-fluoro-deoxyuridine.
abstract: The structure and membrane interactions of lipophilic glucosyl phosphotriester derivatives of thymidine and 5-fluoro-deoxy thymidine are investigated by NMR spectroscopy. The self-association of these molecules, found in different solvents, presents a diastereoisomeric effect which is also observed in the transmembrane transport inside large unilamellar vesicles. The influence of the hydrophobic chain and the nature of the nucleoside in the water-membrane exchange process is discussed.
authors: CEN Saclay, Service de Biophysique, Gif/Yvette, France.
authors: J C
authors: JC
authors: Debouzy
authors: M
authors: M
authors: Hervé
authors: J M
authors: JM
authors: Neumann
authors: C
authors: C
authors: Gouyette
authors: B
authors: B
authors: Dupraz
authors: T
authors: T
authors: Huynh-Dinh
mesh_terms: D001692:Biological Transport; D055598:Chemical Phenomena; D002621:Chemistry; D005467:Floxuridine / Q000031:analogs & derivatives* / Q000378:metabolism; D005958:Glucosephosphates / Q000378:metabolism; D008051:Lipid Bilayers; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010755:Organophosphates / Q000378:metabolism; D009943:Organophosphorus Compounds / Q000378:metabolism; D012997:Solvents; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D005958:Glucosephosphates; D008051:Lipid Bilayers; D010755:Organophosphates; D009943:Organophosphorus Compounds; D012997:Solvents; D005467:Floxuridine