Pyrene-Labeled Amphiphiles: Dynamic And Structural Probes Of Membranes And Lipoproteins

Lipids and proteins are important functional and structural components of living organisms. Although proteins are frequently found as soluble components of plasma or the cell cytoplasm, many lipids are much less soluble and separate into complex assemblies that usually contain proteins. Cell membranes and plasma lipoproteins' are two important macro-molecular assemblies that contain both lipids and proteins. Cell membranes are composed of a variety of lipids and proteins that form an insoluble bilayer array that has relatively little curvature over distances of several nm. Plasma lipoproteins are different in that they are much smaller, water-soluble, and have highly curved surfaces. A model of a high density lipoprotein (HDL) is shown in Figure 1. This model (d - 10 nm) contains a surface of polar lipids and proteins that surrounds a small core of insoluble lipids, mostly triglycerides and cholesteryl esters. The low density (LDL) (d - 25 nm) and very low density (VLDL) (d 90 nm) lipoproteins have similar architectures, except the former has a cholesteryl ester core and the latter a core that is almost exclusively triglyceride (Figure 1). The surface proteins of HDL are amphiphilic and water soluble; the single protein of LDL is insoluble, whereas VLDL contains both soluble and insoluble proteins. The primary structures of all of these proteins are known.

[1]  D M Benson,et al.  Digital imaging fluorescence microscopy: spatial heterogeneity of photobleaching rate constants in individual cells , 1985, The Journal of cell biology.

[2]  H. Pownall,et al.  Pyrenedodecanoylcarnitine and pyrenedodecanoyl coenzyme A: kinetics and thermodynamics of their intermembrane transfer. , 1984, Biochemistry.

[3]  S. Razin Reconstitution of biological membranes , 1972 .

[4]  A. Soutar,et al.  Phase transitions in bilamellar vesicles. Measurements by pyrene excimer fluorescence and effect on transacylation by lecithin: cholesterol acyltransferase. , 1974, Biochemistry.

[5]  B. Shen,et al.  Apolipoproteins and the structural organization of plasma lipoproteins: human plasma high density lipoprotein-3. , 1979, Journal of lipid research.

[6]  J. B. Massey,et al.  Kinetics and mechanism of the spontaneous transfer of fluorescent phosphatidylcholines between apolipoprotein-phospholipid recombinants. , 1982, Biochemistry.

[7]  P. Kinnunen,et al.  1-Palmitoyl-2-pyrenedecanoyl glycerophospholipids as membrane probes: evidence for regular distribution in liquid-crystalline phosphatidylcholine bilayers. , 1985, Biochemistry.

[8]  S. Gatt,et al.  Induction of lipid storage in cultured leukemic myeloid cells by pyrene-dodecanoic acid. , 1984, Biochimica et biophysica acta.

[9]  D. Small,et al.  Surface-to-core and interparticle equilibrium distributions of triglyceride-rich lipoprotein lipids. , 1983, The Journal of biological chemistry.

[10]  T. F. Hunter,et al.  Absorption and emission studies of solubilization in micelles. Part 1.—Pyrene in long-chain cationic micelles , 1972 .

[11]  H. Hendrickson,et al.  Continuous fluorometric assay of phospholipase A2 with pyrene-labeled lecithin as a substrate. , 1981, Analytical biochemistry.

[12]  Y. Barenholz,et al.  Effect of the vesicular stomatitis virus matrix protein on the lateral organization of lipid bilayers containing phosphatidylglycerol: use of fluorescent phospholipid analogues. , 1985, Biochemistry.

[13]  A. Gotto,et al.  Action of lecithin:cholesterol acyltransferase on model lipoproteins. Preparation and characterization of model nascent high density lipoprotein. , 1982, Biochimica et biophysica acta.

[14]  R. Pagano,et al.  Defining lipid transport pathways in animal cells. , 1985, Science.

[15]  B. Lentz,et al.  Phase behavior of large unilamellar vesicles composed of synthetic phospholipids. , 1984, Biochemistry.

[16]  E. Sackmann,et al.  Lateral diffusion in the hydrophobic region of membranes: use of pyrene excimers as optical probes. , 1974, Biochimica et biophysica acta.

[17]  H. Pownall,et al.  Mechanism and kinetics of transfer of a fluorescent fatty acid between single-walled phosphatidylcholine vesicles. , 1980, Biochemistry.

[18]  J. B. Massey,et al.  Kinetics of lipid--protein interactions: interaction of apolipoprotein A-I from human plasma high density lipoproteins with phosphatidylcholines. , 1978, Biochemistry.

[19]  J. B. Massey,et al.  Kinetics of spontaneous and plasma-stimulated sphingomyelin transfer. , 1982, Biochimica et biophysica acta.

[20]  J. B. Massey,et al.  Spontaneous and plasma factor-mediated transfer of pyrenyl cerebrosides between model and native lipoproteins. , 1985, Biochimica et biophysica acta.

[21]  T. E. Thompson,et al.  Lateral distribution of a pyrene-labeled phosphatidylcholine in phosphatidylcholine bilayers: fluorescence phase and modulation study. , 1986, Biochemistry.

[22]  H. Pownall,et al.  (I-pyrenebutyryl)carnitine and 1-pyrenebutyryl coenzyme A: fluorescent probes for lipid metabolite studies in artificial and natural membranes. , 1982, Biochemistry.

[23]  J. B. Massey,et al.  Fluorescence assay of the specificity of human plasma and bovine liver phospholipid transfer proteins. , 1985, Biochimica et biophysica acta.

[24]  D. Atkinson,et al.  Solubilization of low-density lipoprotein with sodium deoxycholate and recombination of apoprotein B with dimyristoylphosphatidylcholine. , 1983, Biochemistry.

[25]  J. B. Massey,et al.  Measurement and prediction of the rates of spontaneous transfer of phospholipids between plasma lipoproteins. , 1984, Biochimica et biophysica acta.

[26]  B. Shen,et al.  Structure of human serum lipoproteins inferred from compositional analysis. , 1977, Proceedings of the National Academy of Sciences of the United States of America.

[27]  J. Olson,et al.  Stopped flow kinetics of pyrene transfer between human high density lipoproteins. , 1976, The Journal of biological chemistry.

[28]  A. Jonas,et al.  Micellar complexes of human apolipoprotein A-I with phosphatidylcholines and cholesterol prepared from cholate-lipid dispersions. , 1982, The Journal of biological chemistry.

[29]  H. Pownall,et al.  VISCOSITY OF THE HYDROCARBON REGION OF MICELLES, MEASUREMENT BY EXCIMER FLUORESCENCE , 1973 .

[30]  A. Kleinfeld,et al.  Transfer of long-chain fluorescent free fatty acids between unilamellar vesicles. , 1986, Biochemistry.

[31]  R. D. Carlson,et al.  A simple method for the preparation of homogeneous phospholipid vesicles. , 1977, Biochemistry.

[32]  J. Segrest,et al.  Detergent removal during membrane reconstitution. , 1980, Biochimica et biophysica acta.

[33]  G. Shipley,et al.  X‐RAY AND NEUTRON SCATTERING STUDIES OF PLASMA LIPOPROTEINS * , 1980, Annals of the New York Academy of Sciences.