Targeting Cholesterol in a Liquid-Disordered Environment by Theonellamides Modulates Cell Membrane Order and Cell Shape
Tài liệu tham khảo
Abe, 2012, A role for sphingomyelin-rich lipid domains in the accumulation of phosphatidylinositol-4,5-bisphosphate to the cleavage furrow during cytokinesis, Mol. Cell. Biol., 32, 1396, 10.1128/MCB.06113-11
Baltz, 2009, Daptomycin: mechanisms of action and resistance, and biosynthetic engineering, Curr. Opin. Chem. Biol., 13, 144, 10.1016/j.cbpa.2009.02.031
Bewley, 1994, Theonegramide, an antifungal glycopeptide from the Philippine lithistid sponge Theonella swinhoei, J. Org. Chem., 59, 4849, 10.1021/jo00096a028
Coskun, 2011, Cell membranes: the lipid perspective, Structure, 19, 1543, 10.1016/j.str.2011.10.010
Dinic, 2013, Actin filaments attachment at the plasma membrane in live cells cause the formation of ordered lipid domains, Biochim. Biophys. Acta, 1828, 1102, 10.1016/j.bbamem.2012.12.004
Drabikow, 1973, Filipin as a fluorescent probe for location of cholesterol in membranes of fragmented sarcoplasmic reticulum, Biochim. Biophys. Acta, 291, 61, 10.1016/0005-2736(73)90060-6
Espiritu, 2013, Interaction between the marine sponge cyclic peptide theonellamide A and sterols in lipid bilayers as viewed by surface plasmon resonance and solid-state (2)H nuclear magnetic resonance, Biochemistry, 52, 2410, 10.1021/bi4000854
Gimpl, 2010, Cholesterol-protein interaction: methods and cholesterol reporter molecules, Subcell. Biochem., 51, 1, 10.1007/978-90-481-8622-8_1
Ho, 2009, A molecular barcoded yeast ORF library enables mode-of-action analysis of bioactive compounds, Nat. Biotechnol., 27, 369, 10.1038/nbt.1534
Houdai, 2004, Membrane-permeabilizing activities of amphidinol 3, polyene-polyhydroxy antifungal from a marine dinoflagellate, Biochim. Biophys. Acta, 1667, 91, 10.1016/j.bbamem.2004.09.002
Ikenouchi, 2012, Lipid polarity is maintained in absence of tight junctions, J. Biol. Chem., 287, 9525, 10.1074/jbc.M111.327064
Jin, 2005, Cholesterol-enriched lipid domains can be visualized by di-4-ANEPPDHQ with linear and nonlinear optics, Biophys. J., 89, L04, 10.1529/biophysj.105.064816
Jin, 2006, Characterization and application of a new optical probe for membrane lipid domains, Biophys. J., 90, 2563, 10.1529/biophysj.105.072884
Kahya, 2003, Probing lipid mobility of raft-exhibiting model membranes by fluorescence correlation spectroscopy, J. Biol. Chem., 278, 28109, 10.1074/jbc.M302969200
Kenworthy, 2008, Have we become overly reliant on lipid rafts? Talking Point on the involvement of lipid rafts in T-cell activation, EMBO Rep., 9, 531, 10.1038/embor.2008.92
Kobayashi, 1991, Transport of exogenous fluorescent phosphatidylserine analogue to the Golgi apparatus in cultured fibroblasts, J. Cell Biol., 113, 235, 10.1083/jcb.113.2.235
Laganowsky, 2014, Membrane proteins bind lipids selectively to modulate their structure and function, Nature, 510, 172, 10.1038/nature13419
Lee, 2011, Biological membranes: the importance of molecular detail, Trends Biochemical Sciences, 36, 493, 10.1016/j.tibs.2011.06.007
Lingwood, 2010, Lipid rafts as a membrane-organizing principle, Science, 327, 46, 10.1126/science.1174621
Liu, 2006, Actin polymerization serves as a membrane domain switch in model lipid bilayers, Biophys. J., 91, 4064, 10.1529/biophysj.106.090852
Liu, 2008, Membrane-induced bundling of actin filaments, Nat. Phys., 4, 789, 10.1038/nphys1071
Matsunaga, 1995, Theonellamides A-E, cytotoxic bicyclic peptides, from a marine sponge Theonella sp, J. Org. Chem., 60, 1177, 10.1021/jo00110a020
Matsunaga, 1989, Theonellamide-F–a novel antifungal bicyclic peptide from a marine sponge Theonella sp, J. Am. Chem. Soc., 111, 2582, 10.1021/ja00189a035
Miller, 1984, The use and abuse of filipin to localize cholesterol in membranes, Cell Biol. Int. Rep., 8, 519, 10.1016/0309-1651(84)90050-X
Morone, 2006, Three-dimensional reconstruction of the membrane skeleton at the plasma membrane interface by electron tomography, J. Cell Biol., 174, 851, 10.1083/jcb.200606007
Munro, 2003, Lipid rafts: elusive or illusive?, Cell, 115, 377, 10.1016/S0092-8674(03)00882-1
Murata, 2009, Ion channel complex of antibiotics as viewed by NMR, Pure Appl. Chem., 81, 1123, 10.1351/PAC-CON-08-08-37
Nishimura, 2010, Marine antifungal theonellamides target 3β-hydroxysterol to activate Rho1 signaling, Nat. Chem. Biol., 6, 519, 10.1038/nchembio.387
Nishimura, 2013, Visualization of sterol-rich membrane domains with fluorescently-labeled theonellamides, PLoS One, 8, e83716, 10.1371/journal.pone.0083716
Nishimura, 2014, Balance between exocytosis and endocytosis determines the efficacy of sterol-targeting antibiotics, Chem. Biol., 21, 1690, 10.1016/j.chembiol.2014.10.014
Ohno-Iwashita, 2010, Cholesterol-binding toxins and anti-cholesterol antibodies as structural probes for cholesterol localization, Subcell. Biochem., 51, 597, 10.1007/978-90-481-8622-8_22
Owen, 2012, Quantitative imaging of membrane lipid order in cells and organisms, Nat. Protoc., 7, 24, 10.1038/nprot.2011.419
Samsonov, 2001, Characterization of cholesterol-sphingomyelin domains and their dynamics in bilayer membranes, Biophys. J., 81, 1486, 10.1016/S0006-3495(01)75803-1
Schmidt, 1998, Theopalauamide, a bicyclic glycopeptide from filamentous bacterial symbionts of the lithistid sponge Theonella swinhoei from Palau and Mozambique, J. Org. Chem., 63, 1254, 10.1021/jo9718455
Sharma, 2004, Nanoscale organization of multiple GPI-anchored proteins in living cell membranes, Cell, 116, 577, 10.1016/S0092-8674(04)00167-9
Shimada, 2002, The C-terminal domain of perfringolysin O is an essential cholesterol-binding unit targeting to cholesterol-rich microdomains, Eur. J. Biochem., 269, 6195, 10.1046/j.1432-1033.2002.03338.x
Simons, 1997, Functional rafts in cell membranes, Nature, 387, 569, 10.1038/42408
Simons, 2004, Model systems, lipid rafts, and cell membranes, Annu. Rev. Biophys. Biomol. Struct., 33, 269, 10.1146/annurev.biophys.32.110601.141803
Singer, 1972, The fluid mosaic model of the structure of cell membranes, Science, 175, 720, 10.1126/science.175.4023.720
Veatch, 2003, Separation of liquid phases in giant vesicles of ternary mixtures of phospholipids and cholesterol, Biophys. J., 85, 3074, 10.1016/S0006-3495(03)74726-2
Volmer, 2010, Synthesis and biological evaluation of amphotericin B derivatives, Nat. Prod. Rep., 27, 1329, 10.1039/b820743g
Wada, 1999, Theonellamide F, a bicyclic peptide marine toxin, induces formation of vacuoles in 3Y1 rat embryonic fibroblast, Mar. Biotechnol. (NY), 1, 337, 10.1007/PL00011783
Wada, 2002, Accumulation of H+ in vacuoles induced by a marine peptide toxin, theonellamide F, in rat embryonic 3Y1 fibroblasts, Mar. Biotechnol. (NY), 4, 571, 10.1007/s10126-002-0044-7
Waheed, 2001, Selective binding of perfringolysin O derivative to cholesterol-rich membrane microdomains (rafts), Proc. Natl. Acad. Sci. USA, 98, 4926, 10.1073/pnas.091090798
Yamaji, 1998, Lysenin, a novel sphingomyelin-specific binding protein, J. Biol. Chem., 273, 5300, 10.1074/jbc.273.9.5300
Youssef, 2014, Theonellamide G, a potent antifungal and cytotoxic bicyclic glycopeptide from the Red Sea marine sponge Theonella swinhoei, Mar. Drugs, 12, 1911, 10.3390/md12041911