Calorimetric Quantification of Cyclodextrin-Mediated Detergent Extraction for Membrane-Protein Reconstitution

Anderson, 2004, Calorimetric measurement of phospholipid interaction with methyl-β-cyclodextrin, Biochemistry, 43, 2251, 10.1021/bi0358869 Bernat, 2008, Inclusion complex of n-octyl β-D-glucopyranoside and α-cyclodextrin in aqueous solutions: Thermodynamic and structural characterization, Langmuir, 24, 3140, 10.1021/la7034906 Bouchemal, 2010, What can isothermal titration microcalorimetry experiments tell us about the self-organization of surfactants into micelles?, Journal of Molecular Recognition, 23, 335, 10.1002/jmr.998 Broecker, 2014, Polar interactions trump hydrophobicity in stabilizing the self-inserting membrane protein Mistic, Journal of the American Chemical Society, 136, 13761, 10.1021/ja5064795 Broecker, 2013, Impact of urea on detergent micelle properties, Langmuir, 29, 8502, 10.1021/la4013747 Broecker, 2011, Revisiting the optimal c value for isothermal titration calorimetry, Analytical Biochemistry, 18, 307, 10.1016/j.ab.2011.07.027 Brunner, 1976, Single bilayer vesicles prepared without sonication. Physic-chemical properties, Biochimica et Biophysica Acta, 455, 322, 10.1016/0005-2736(76)90308-4 Chattopadhyay, 1996, Dependence of critical micelle concentration of a zwitterionic detergent on ionic strength: Implications in receptor solubilization, FEBS Letters, 391, 199, 10.1016/0014-5793(96)00733-8 DeGrip, 1998, Selective detergent-extraction from mixed detergent/lipid/protein micelles, using cyclodextrin inclusion compounds: A novel generic approach for the preparation of proteoliposomes, Biochemical Journal, 330, 667, 10.1042/bj3300667 Draczkowski, 2014, Isothermal titration calorimetry in membrane protein research, Journal of Pharmaceutical and Biomedical Analysis, 87, 313, 10.1016/j.jpba.2013.09.003 Du, 2004, Spectroscopic study on binding behaviors of different structural nonionic surfactants to cyclodextrins, Journal of Colloid and Interface Science, 274, 645, 10.1016/j.jcis.2004.01.068 Engel, 1992, Assembly of 2-D membrane protein crystals: Dynamics, crystal order, and fidelity of structure analysis by electron microscopy, Journal of Structural Biology, 109, 219, 10.1016/1047-8477(92)90035-9 Frotscher, 2015, A fluorinated detergent for membrane-protein applications, Angewandte Chemie International Edition, 54, 5069, 10.1002/anie.201412359 Garidel, 2000, Thermodynamic characterization of bile salt aggregation as a function of temperature and ionic strength using isothermal titration calorimetry, Langmuir, 16, 5267, 10.1021/la9912390 Ghai, 2012, Applications of isothermal titration calorimetry in pure and applied research—Survey of the literature from 2010, Journal of Molecular Recognition, 25, 32, 10.1002/jmr.1167 Haller, 2009, Octylglucopyranoside and cyclodextrin in water. Self-aggregation and complex formation, The Journal of Physical Chemistry B, 113, 1940, 10.1021/jp808733p Heerklotz, 2008, Interactions of surfactants with lipid membranes, Quarterly Reviews of Biophysics, 41, 205, 10.1017/S0033583508004721 Heerklotz, 1999, A “release” protocol for isothermal titration calorimetry, Biophysical Journal, 76, 2606, 10.1016/S0006-3495(99)77413-8 Heerklotz, 1995, Application of isothermal titration calorimetry for detecting lipid membrane solubilization, Chemical Physics Letters, 235, 517, 10.1016/0009-2614(95)00139-U Heerklotz, 1996, Thermodynamic characterization of dilute aqueous lipid/detergent mixtures of POPC and C12EO8 by means of isothermal titration calorimetry, The Journal of Physical Chemistry, 100, 6764, 10.1021/jp9523534 Heerklotz, 2000, Titration calorimetry of surfactant-membrane partitioning and membrane solubilization, Biochimica et Biophysica Acta, 1508, 69, 10.1016/S0304-4157(00)00009-5 Heerklotz, 2009, Monitoring detergent-mediated solubilization and reconstitution of lipid membranes by isothermal titration calorimetry, Nature Protocols, 4, 686, 10.1038/nprot.2009.35 Helenius, 1981, Asymmetric and symmetric membrane reconstitution by detergent elimination. Studies with Semliki-forest-virus spike glycoprotein and penicillinase from the membrane of Bacillus licheniformis, European Journal of Biochemistry, 116, 27, 10.1111/j.1432-1033.1981.tb05296.x Herrmann, 2015, Modulating bilayer mechanical properties to promote the coupled folding and insertion of an integral membrane protein, European Biophysics Journal, 10.1007/s00249-015-1032-y Houtman, 2007, Studying multisite binary and ternary protein interactions by global analysis of isothermal titration calorimetry data in SEDPHAT: Application to adaptor protein complexes in cell signaling, Protein Science, 16, 30, 10.1110/ps.062558507 Huang, 2013, Effect of cyclodextrin and membrane lipid structure upon cyclodextrin-lipid interaction, Langmuir, 29, 14631, 10.1021/la4031427 Jahnke, 2014, Real-time monitoring of membrane-protein reconstitution by isothermal titration calorimetry, Analytical Chemistry, 86, 920, 10.1021/ac403723t Jiskoot, 1986, Preparation of liposomes via detergent removal from mixed micelles by dilution. The effect of bilayer composition and process parameters on liposome characteristics, Pharmaceutisch Weekblad. Scientific Edition, 8, 259, 10.1007/BF01960070 Kabiri, 2014, Application of isothermal titration calorimetry for characterizing thermodynamic parameters of biomolecular interactions: Peptide self-assembly and protein adsorption case studies, Biomacromolecules, 15, 3463, 10.1021/bm5004515 Keller, 2006, Monitoring lipid membrane translocation of sodium dodecyl sulfate by isothermal titration calorimetry, Journal of the American Chemical Society, 128, 1279, 10.1021/ja056389d Keller, 2006, Thermodynamics of lipid membrane solubilization by sodium dodecyl sulfate, Biophysical Journal, 90, 4509, 10.1529/biophysj.105.077867 Keller, 2012, High-precision isothermal titration calorimetry with automated peak-shape analysis, Analytical Chemistry, 84, 5066, 10.1021/ac3007522 Lasic, 1988, The mechanism of vesicle formation, Biochemical Journal, 256, 1, 10.1042/bj2560001 Lévy, 1990, A systematic study of liposome and proteoliposome reconstitution involving Bio-Bead-mediated Triton X-100 removal, Biochimica et Biophysica Acta, 1025, 179, 10.1016/0005-2736(90)90096-7 Lévy, 1992, Reconstitution of the sarcoplasmic reticulum Ca(2+)-ATPase: Mechanisms of membrane protein insertion into liposomes during reconstitution procedures involving the use of detergents, Biochimica et Biophysica Acta, 1107, 283, 10.1016/0005-2736(92)90415-I Lichtenberg, 1985, Characterization of the solubilization of lipid bilayers by surfactants, Biochimica et Biophysica Acta, 821, 470, 10.1016/0005-2736(85)90052-5 Lichtenberg, 1983, Solubilization of phospholipids by detergents: Structural and kinetic aspects, Biochimica et Biophysica Acta, 737, 285, 10.1016/0304-4157(83)90004-7 Loftsson, 2005, Cyclodextrins in drug delivery, Expert Opinion on Drug Delivery, 2, 335, 10.1517/17425247.2.1.335 Mahammad, 2015, Cholesterol depletion using methyl-β-cyclodextrin, Methods in Molecular Biology, 1232, 91, 10.1007/978-1-4939-1752-5_8 Mehta, 2008, Micellar behavior of aqueous solutions of dodecyldimethylethylammonium bromide, dodecyltrimethylammonium chloride and tetradecyltrimethylammonium chloride in the presence of α-, β-, HPβ- and γ-cyclodextrins, The Journal of Colloid and Interface Science, 321, 442, 10.1016/j.jcis.2008.02.030 Milsmann, 1978, The preparation of large single bilayer liposomes by a fast and controlled dialysis, Biochimica et Biophysica Acta, 512, 147, 10.1016/0005-2736(78)90225-0 Ollivon, 2000, Vesicle reconstitution from lipid-detergent mixed micelles, Biochimica et Biophysica Acta, 1508, 34, 10.1016/S0304-4157(00)00006-X Olofsson, 2009, On the use of titration calorimetry to study the association of surfactants in aqueous solutions, Journal of the Brazilian Chemical Society, 20, 577, 10.1590/S0103-50532009000400002 Overington, 2006, How many drug targets are there?, Nature Reviews Drug Discovery, 5, 993, 10.1038/nrd2199 Paula, 1995, Thermodynamics of micelle formation as a function of temperature: A high sensitivity titration calorimetry study, The Journal of Physical Chemistry, 99, 11742, 10.1021/j100030a019 Philippot, 1983, A very mild method allowing the encapsulation of very high amounts of macromolecules into very large (1000nm) unilamellar liposomes, Biochimica et Biophysica Acta (BBA) - Biomembranes, 734, 137, 10.1016/0005-2736(83)90111-6 Racker, 1979, Reconstitution of membrane processes, Methods in Enzymology, 55, 699, 10.1016/0076-6879(79)55078-2 Racker, 1975, A cholate-dilution procedure for the reconstitution of the Ca++ pump, 32Pi—ATP exchange, and oxidative phosphorylation, FEBS Letters, 57, 14, 10.1016/0014-5793(75)80141-4 Racker, 1979, Reconstitution, a way of biochemical research; some new approaches to membrane-bound enzymes, Archives of Biochemistry and Biophysics, 198, 470, 10.1016/0003-9861(79)90521-6 Rekharsky, 1998, Complexation thermodynamics of cyclodextrins, Chemical Reviews, 98, 1875, 10.1021/cr970015o Rhoden, 1979, Formation of unilamellar lipid vesicles of controllable dimensions by detergent dialysis, Biochemistry, 18, 4173, 10.1021/bi00586a020 Rigaud, 2000, Use of detergents in two-dimensional crystallization of membrane proteins, Biochimica et Biophysica Acta, 1508, 112, 10.1016/S0005-2736(00)00307-2 Rigaud, 2003, Reconstitution of membrane proteins into liposomes, Methods in Enzymology, 372, 65, 10.1016/S0076-6879(03)72004-7 Rigaud, 1998, Detergent removal by non-polar polystyrene beads. Applications to membrane protein reconstitution and two-dimensional crystallization, European Biophysics Journal, 27, 305, 10.1007/s002490050138 Rigaud, 1997, Bio-beads: An efficient strategy for two-dimensional crystallization of membrane proteins, Journal of Structural Biology, 118, 226, 10.1006/jsbi.1997.3848 Roosild, 2005, NMR structure of Mistic, a membrane-integrating protein for membrane protein expression, Science, 307, 1317, 10.1126/science.1106392 Ruysschaert, 2005, Liposome retention in size exclusion chromatography, BMC Biotechnology, 5, 1, 10.1186/1472-6750-5-11 Schurtenberger, 1984, Preparation of monodisperse vesicles with variable size by dilution of mixed micellar solutions of bile salt and phosphatidylcholine, Biochimica et Biophysica Acta, 775, 111, 10.1016/0005-2736(84)90241-4 Seddon, 2004, Membrane proteins, lipids and detergents: Not just a soap opera, Biochimica et Biophysica Acta, 1666, 105, 10.1016/j.bbamem.2004.04.011 Signorell, 2007, Controlled 2D crystallization of membrane proteins using methyl-β-cyclodextrin, Journal of Structural Biology, 157, 321, 10.1016/j.jsb.2006.07.011 Tellinghuisen, 2004, Statistical error in isothermal titration calorimetry, Methods in Enzymology, 383, 245, 10.1016/S0076-6879(04)83011-8 Textor, 2015, Automated analysis of calorimetric demicellization titrations, Analytical Biochemistry, 485, 119, 10.1016/j.ab.2015.06.009 Textor, 2015, Calorimetric quantification of linked equilibria in cyclodextrin/lipid/detergent mixtures for membrane-protein reconstitution, Methods, 76, 183, 10.1016/j.ymeth.2015.01.002 Tsamaloukas, 2007, Uptake and release protocol for assessing membrane binding and permeation by way of isothermal titration calorimetry, Nature Protocols, 2, 695, 10.1038/nprot.2007.98 Tsamaloukas, 2005, Interactions of cholesterol with lipid membranes and cyclodextrin characterized by calorimetry, Biophysical Journal, 89, 1109, 10.1529/biophysj.105.061846 Tsianou, 2014, Cyclodextrins and surfactants in aqueous solution above the critical micelle concentration: Where are the cyclodextrins located?, Langmuir, 30, 13754, 10.1021/la5013999 Young, 1997, How to make tubular crystals by reconstitution of detergent-solubilized Ca2(+)-ATPase, Biophysical Journal, 72, 2545, 10.1016/S0006-3495(97)78898-2