Synthesis of new deuterated lipid probes for membrane fluidity measurements

被引:1
|
作者
Nuss, S
Oudet, P
Mioskowski, C
Lebeau, L
机构
[1] UNIV LOUIS PASTEUR STRASBOURG 1,CNRS,LAB SYNTHESE BIOORGAN,F-67401 ILLKIRCH GRAFFENS,FRANCE
[2] UNIV STRASBOURG 1,INST GENET & BIOL MOL & CELLULAIRE,F-67404 ILLKIRCH GRAFFENS,FRANCE
关键词
phospholipid; deuterated lipid; fluidity; H-2-NMR; monolayer;
D O I
10.1016/S0009-3084(96)02614-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
New phosphatidylcholine analogs have been synthesized in order to be used as probes for membrane fluidity measurements in H-2-NMR experiments. A 1,3-asymmetrical diether glycerophosphatidylcholine pentadeuterated at the glycerol moiety is elaborated starting from propiolic acid in a 8-steps procedure whereas the corresponding monodeuterated compound is prepared from epibromohydrin.
引用
收藏
页码:13 / 20
页数:8
相关论文
共 50 条
  • [1] SYNTHESIS OF FLUORESCENT-PROBES FOR LOCALIZED MEMBRANE FLUIDITY MEASUREMENTS
    BECK, A
    HEISSLER, D
    DUPORTAIL, G
    TETRAHEDRON, 1991, 47 (08) : 1459 - 1472
  • [2] RAMAN-SPECTROSCOPY AS A PROBE OF LIPID FLUIDITY IN DEUTERATED LIPID BILAYERS
    BANSIL, R
    DAY, J
    BULLETIN OF THE AMERICAN PHYSICAL SOCIETY, 1978, 23 (03): : 282 - 282
  • [3] MEMBRANE FLUIDITY AS DETECTED BY DIPHENYLHEXATRIENE PROBES
    LENTZ, BR
    CHEMISTRY AND PHYSICS OF LIPIDS, 1989, 50 (3-4) : 171 - 190
  • [4] Quantifying Fluorescence Lifetime Responsiveness of Environment-Sensitive Probes for Membrane Fluidity Measurements
    Ragaller, Franziska
    Sjule, Ellen
    Urem, Yagmur Balim
    Schlegel, Jan
    El, Rojbin
    Urbancic, Dunja
    Urbancic, Iztok
    Blom, Hans
    Sezgin, Erdinc
    JOURNAL OF PHYSICAL CHEMISTRY B, 2024, 128 (09): : 2154 - 2167
  • [5] New and efficient synthesis of regiospecifically deuterated covalent probes for cannabinoid receptors
    Thakur, Ganesh A.
    Sharma, Rishi
    Makriyannis, Alexandros
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [6] LECTIN AGGLUTINABILITY AND MEMBRANE LIPID FLUIDITY
    LEPOCK, JR
    RULE, GS
    KRUUV, J
    JOURNAL OF SUPRAMOLECULAR STRUCTURE, 1979, : 191 - 191
  • [7] DIFFERENTIAL EFFECT OF LIPID-PEROXIDATION ON MEMBRANE FLUIDITY AS DETERMINED BY ELECTRON-SPIN RESONANCE PROBES
    BRUCH, RC
    THAYER, WS
    BIOCHIMICA ET BIOPHYSICA ACTA, 1983, 733 (02) : 216 - 222
  • [8] MEASUREMENTS OF MEMBRANE FLUIDITY IN DYSTROPHIC MICE
    MIZOBE, F
    MARTIAL, E
    LIVETT, BC
    CANADIAN JOURNAL OF NEUROLOGICAL SCIENCES, 1980, 7 (02) : 122 - 122
  • [9] Lipid composition in fungal membrane models: effect of lipid fluidity
    Florek, Olga B.
    Clifton, Luke A.
    Wilde, Marleen
    Arnold, Thomas
    Green, Rebecca J.
    Frazier, Richard A.
    ACTA CRYSTALLOGRAPHICA SECTION D-STRUCTURAL BIOLOGY, 2018, 74 : 1233 - 1244
  • [10] FLUIDITY AND OXYGEN PENETRATION OF LIPID VESICLES STUDIED BY FLUORESCENCE PROBES
    GEIGER, MW
    TURRO, NJ
    PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1977, 26 (03) : 221 - 224