Determination of binding constants by analogous procedures in size exclusion chromatography and capillary electrophoresis

Analytical Biochemistry

Volumn 383, Issue 1, 2008, Pages 1-17

  Winzor, Donald J ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

CAPILLARY ELECTROPHORESIS;

BINDING CONSTANT;

SIZE EXCLUSION CHROMATOGRAPHY;

BINDING AFFINITY; CAPILLARY ELECTROPHORESIS; CHEMICAL BINDING; ELUTION; GEL PERMEATION CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIGAND BINDING; PRIORITY JOURNAL; REVIEW; THERMODYNAMICS;

CHROMATOGRAPHY, GEL; ELECTROPHORESIS, CAPILLARY;

EID: 53049095794     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2008.08.008     Document Type: Review

References (96)

1. Nimmo I.A., and Bauermeister A. A theoretical analysis of the use of gel filtration in the detection and purification of protein-ligand complexes. Biochem. J. 169 (1978) 437-440
2. Loo J.K.C., Jordan N., and Ngoc A.H. Application of a high-performance gel permeation liquid chromatographic procedure to the determination of the binding of prednisolone to high-affinity sites in human serum. J. Chromatogr. 305 (1984) 194-198
3. Smith R.F., and Briggs D.R. Electrophoretic analysis of protein interaction: I. The interaction of bovine serum albumin with methyl orange. J. Phys. Colloid Chem. 54 (1950) 33-47
4. Alberty R.A., and Marvin Jr. H.H. Study of protein-ion interaction by the moving boundary method: Theory of the method. J. Phys. Colloid Chem. 54 (1950) 47-55
5. Longsworth L.G. Moving boundary electrophoresis-theory. In: Bier M. (Ed). Electrophoresis: Theory, Methods, and Applications (1959), Academic Press, New York 91-136
6. Gilbert G.A., and Jenkins R.C.L. Sedimentation and electrophoresis of interacting substances: II. Asymptotic boundary shape for two substances interacting reversibly. Proc. R. Soc. (Lond.) A 253 (1959) 420-437
7. Cann J.R., and Klapper J.A. Electrophoretic demonstration of specific enzyme-substrate complexes between pepsin and serum albumin. J. Biol. Chem. 236 (1961) 2446-2451
8. Hummel J.P., and Dreyer W.J. Measurement of protein-binding phenomena by gel filtration. Biochim. Biophys. Acta 46 (1962) 530-532
9. Nichol L.W., and Winzor D.J. The determination of equilibrium constants from transport data on rapidly reacting systems of the type A + B ⇆ C. J. Phys. Chem. 68 (1964) 2455-2463
10. Nichol L.W., and Ogston A.G. A generalized approach to the description of interaction boundaries in migrating systems. Proc. R. Soc. (Lond.) B 163 (1965) 343-368
11. Cooper P.F., and Wood G.C. Protein-binding of small molecules: a new gel filtration method. J. Pharm. Pharmacol. 20 (1968) 150S-156S
12. Nichol L.W., and Winzor D.J. Migration of Interacting Systems (1972), Clarendon, Oxford, UK
13. Nichol L.W., Smith G.D., and Winzor D.J. Interpretation of migration patterns for interacting mixtures of reactants that travel in opposite directions. J. Phys. Chem. 77 (1973) 2912-2918
14. Jönsson U., Fägerstam L., Ivarrson B., Karlsson R., Lund K., Löfäs S., Persson B., Roos H., Rönnberg I., Sjölander S., Stenberg E., Stählberg C., and Malmqvist M. Real-time biospecific interaction analysis using surface plasmon resonance and a sensor-chip technology. BioTechniques 11 (1991) 620-628
15. Cush R., Cronin J.M., Stewart W.J., Maule C.H., and Goddard N.J. The resonant mirror: a novel optical biosensor for direct sensing of biomolecular interactions: I. Principle of operation and associated instrumentation. Biosens. Bioelectron. 8 (1993) 347-364
16. Bernard A., and Bosshard H.R. Real-time monitoring of antigen-antibody recognition on a metal oxide surface by an optical grating coupler sensor. Eur. J. Biochem. 230 (1995) 416-423
17. de Mol N.J., Plomp E., Fischer M.J.E., and Ruijtenbeek R. Kinetic analysis of the mass transport limited interaction between the tyrosine lck SH-2 domain and a phosphorylated peptide studied by a new cuvette-based surface plasmon resonance instrument. Anal. Biochem. 279 (2000) 61-70
18. Tiselius A. A new apparatus for electrophoretic analysis of colloidal mixtures. Trans. Faraday Soc. 33 (1937) 524-531
19. Smithies O. Zonal electrophoresis in starch gels: group variations in the serum proteins of normal human adults. Biochem. J. 61 (1955) 629-641
20. Raymond S., and Weintrub L. Acrylamide gel as a supporting medium for zone electrophoresis. Science 130 (1959) 711
21. Kraak J.C., Busch S., and Poppe H. Study of protein-drug binding using capillary zone electrophoresis. J. Chromatogr. 608 (1992) 257-264
22. Ohara T., Shibukawa A., and Nakagawa T. Capillary electrophoresis/frontal analysis for microanalysis of enantioselective protein binding of a basic drug. Anal. Chem. 67 (1995) 3520-3525
23. Busch M.H.A., Carels L.B., Boelens H.F.M., Kraak J.C., and Poppe H. Comparison of five methods for the study of drug-protein binding in affinity capillary electrophoresis. J. Chromatogr. A 777 (1997) 311-328
24. Gao J.Y., Dubin P.L., and Muhoberac B.B. Measurement of the binding of proteins to polyelectrolytes by frontal analysis continuous capillary electrophoresis. Anal. Chem. 69 (1997) 2945-2951
25. Hattori T., Hallberg R., and Dubin P.L. Roles of electrostatic interaction and polymer structure in the binding of β-lactoglobulin to anionic polyelectrolytes: measurement of binding constants by frontal analysis continuous capillary electrophoresis. Langmuir 16 (2000) 9738-9743
26. Hattori T., Kimura K., Seyrek E., and Dubin P.L. Binding of bovine serum albumin to heparin determined by turbidometric titration and frontal analysis continuous capillary electrophoresis. Anal. Biochem. 295 (2001) 158-167
27. Tiselius A. Study of the electrophoresis of proteins by the moving boundary method. Nova Acta Regiae Soc. Sci. Upsaliensis 7 (1930) 1-107
28. Winzor D.J. Determination of the net charge (valence) of a protein: a fundamental but elusive parameter. Anal. Biochem. 325 (2004) 1-20
29. Gorin M.H. An equilibrium theory of ionic conductance. J. Chem. Phys. 7 (1939) 405-414
30. Abramson H.A., Gorin M.H., and Moyer L.S. The polar groups of proteins and amino acid surfaces in liquids. Chem. Rev. 24 (1939) 345-366
31. Abramson H.A., Moyer L.S., and Gorin M.H. Electrophoresis of Proteins (1942), Reinhold, New York
32. Tiselius A. New method for adsorption analysis of solutions. Ark. Kemi Mineral. Geol. B 14 22 (1940) 1-5
33. Tiselius A., and Claesson S. Adsorption analysis by means of interferometric study. Ark. Kemi Mineral. Geol. B 15 4 (1942) 1-6
34. Winzor D.J., and Scheraga H.A. Studies of chemically reacting systems on Sephadex: I. Chromatographic demonstration of the Gilbert theory. Biochemistry 2 (1963) 1263-1267
35. Winzor D.J., and Scheraga H.A. Studies of chemically reacting systems on Sephadex: II. Molecular weights of monomers in rapid association equilibrium. J. Phys. Chem. 68 (1964) 338-343
36. Ackers G.K., and Thompson T.E. Determination of the stoichiometry and equilibrium constant for reversibly associating systems by molecular sieve chromatography. Proc. Natl. Acad. Sci. USA 53 (1965) 342-349
37. Ackers G.K. Analytical gel chromatography of proteins. Adv. Protein Chem. 24 (1970) 343-446
38. Ackers G.K. Molecular sieve methods of analysis. In: Neurath H., and Hill R. (Eds). The Proteins (1975), Academic Press, New York 1-94
39. Valdes Jr. R., and Ackers G.K. Study of protein subunit association equilibria by elution gel chromatography. Methods Enzymol. 61 (1979) 125-142
40. Nichol L.W., Jackson W.J.H., and Smith G.D. The binding of methyl orange to bovine serum albumin studied by frontal analysis in gel chromatography. Arch. Biochem. Biophys. 144 (1971) 438-439
41. Morris M.J., and Brown J.R. Estimation of the plasma binding of drugs by size exclusion chromatography at medium pressure. J. Pharm. Pharmacol. 29 (1977) 642-644
42. Sebille B., Thuaud N., and Tillement J.-P. Study of binding of low-molecular-weight ligand to biological macromolecules by high-performance liquid chromatography: evaluation of binding parameters for two drugs bound to human serum albumin. J. Chromatogr. 167 (1978) 159-170
43. Thuaud N., Sebille B., Livertoux M.-H., and Bessiere J. Determination of diazepam-human serum albumin binding by polarography and high-performance liquid chromatography at different protein concentrations. J. Chromatogr. 282 (1983) 509-518
44. Østergaard J., Schou C., Larsen C., and Heegaard N.H.H. Evaluation of capillary electrophoresis-frontal analysis for the study of low molecular weight drug-human serum albumin interactions. Electrophoresis 23 (2002) 2842-2853
45. Ward L.D., and Winzor D.J. Adaptation of gel electrophoresis for the quantitative study of specific ion binding: interaction of phosphate with ovalbumin. Arch. Biochem. Biophys. 209 (1981) 650-654
46. Chu Y.-H., Avila L.Z., Biebuyck H.A., and Whitesides G.M. Use of affinity capillary electrophoresis to measure binding constants of ligands to proteins. J. Med. Chem. 35 (1992) 2915-2917
47. Chu Y.-H., and Whitesides G.M. Affinity capillary electrophoresis can simultaneously measure binding constants of multiple peptides to vancomycin. J. Org. Chem. 57 (1992) 3524-3525
48. Honda S., Taga A., Suzuki K., Suzuki S., and Kakehi K. Determination of the association constant of monovalent mode protein-sugar interaction by capillary zone electrophoresis. J. Chromatogr. 597 (1992) 377-382
49. Gomez F.A., Avila L.Z., Chu Y.-H., and Whitesides G.M. Determination of binding constants of ligands to proteins by affinity capillary electrophoresis: compensation for electroosmotic flow. Anal. Chem. 68 (1994) 1785-1791
50. Kuhn R., Frei R., and Christen M. Use of capillary affinity electrophoresis for the determination of lectin-sugar interactions. Anal. Biochem. 218 (1994) 131-135
51. Liu J., Volk K.J., Lee M.S., Pucci M., and Handwerger S. Binding studies of vancomycin to the cytoplasmic peptidoglycan precursors by affinity capillary electrophoresis. Anal. Chem. 66 (1994) 2412-2416
52. Sebille B., Thuaud N., and Tillemont L.P. Equilibrium saturation chromatographic method for studying the binding of ligands to human serum albumin by high-performance liquid chromatography: I. Influence of fatty acids and sodium dodecylsulfate on warfarin-human serum albumin binding. J. Chromatogr. 180 (1979) 103-110
53. Busch M.H.A., Boelens H.F.M., Kraak J.C., and Poppe H. Vacancy affinity capillary electrophoresis, a new method for measuring association constants. J. Chromatogr. A 775 (1997) 313-326
54. In: Grossman P.D., and Colbourn J.C. (Eds). Capillary Electrophoresis: Theory and Practice (1992), Academic Press, San Diego
55. Hjertèn S. High-performance electrophoresis: elimination of electroendosmosis and solute adsorption. J. Chromatogr. 347 (1985) 191-198
56. Kálmán F., Ma S., Fox R.O., and Horváth C. Capillary electrophoresis of S. nuclease mutants. J. Chromatogr. A 705 (1995) 135-154
57. Brumbaugh E.E., and Ackers G.J. Molecular sieve studies of interacting protein systems: VII. Direct optical scanning method for ligand-macromolecule binding studies. Anal. Biochem. 41 (1971) 543-559
58. Jones M.M., Harvey G.A., and Ackers G.K. Scanning gel chromatography: determination of transport parameters from dynamic profiles measured at low solute concentration. Biophys. Chem. 5 (1976) 327-337
59. Nichol L.W., Ogston A.G., and Winzor D.J. Reaction boundaries and elution profiles in column chromatography. J. Phys. Chem. 71 (1967) 726-730
60. Gilbert G.A. Elution volume versus reciprocal elution volume in the interpretation of gel filtration experiments. Nature 210 (1966) 299-300
61. Winzor D.J., and Nichol L.W. Effects of concentration dependence in gel filtration. Biochim. Biophys. Acta 104 (1965) 1-10
62. Goad W.B. Numerical methods. In: Cann J.R. (Ed). Interacting Macromolecules: the Theory and Practice of their Electrophoresis, Ultracentrifugation, and Chromatography (1970), Academic Press, New York 207-223
63. Claverie J.M., Dreux H., and Cohen R. Sedimentation of generalized systems of interacting particles: I. Solutions of systems of complete Lamm equations. Biopolymers 14 (1975) 1685-1700
64. Cox D.J., and Dale R.S. Simulation of transport experiments for interacting systems. In: Frieden C., and Nichol L.W. (Eds). Protein-Protein Interactions (1981), John Wiley, New York 173-211
65. Cann J.R., and Winzor D.J. Frontal gel chromatography of interacting systems: theoretical and experimental evaluation of the shapes of elution profiles for systems of the type A + B ⇆ C. Arch. Biochem. Biophys. 256 (1987) 78-89
66. Busch M.H.A., Kraak J.C., and Poppe H. Principles and limitations of methods available for the determination of binding constants with affinity capillary electrophoresis. J. Chromatogr. A 777 (1997) 323-353
67. Cann J.R., Appu Rao A.G., and Winzor D.J. Numerical and experimental demonstrations of the need for caution in the use of zonal gel chromatography for characterizing ligand interactions with small acceptors. Arch. Biochem. Biophys. 270 (1989) 173-183
68. Glueckauf E. Theory of chromatography: IX. The "theoretical plate" concept in column separations. Trans. Faraday Soc. 51 (1955) 34-44
69. Nichol L.W., and Ogston A.G. An examination of the Johnston-Ogston effect and the moving boundary equation. J. Phys. Chem. 69 (1965) 1754-1756
70. Winzor D.J. A need for caution in the use of frontal analysis continuous capillary electrophoresis for the determination of ligand binding data. Anal. Biochem. 349 (2006) 285-291
71. Cann J.R., and Fink N.H. Theory of counterion electrophoresis: guidelines for determination of ligand-binding parameters. Biophys. Chem. 21 (1985) 81-89
72. Ueng T.-H., and Bronner F. Cellular and luminal forms of rat intestinal calcium-binding protein as studied by counter ion electrophoresis. Arch. Biochem. Biophys. 197 (1979) 205-217
73. Klotz I.M. The application of the law of mass action to binding by proteins: interactions with calcium. Arch. Biochem. 9 (1946) 109-117
74. Busch M.H.A., Boelens H.F.M., Kraak J.C., Poppe H., Meekel A.A.P., and Resmini M. Critical evaluation of the applicability of capillary zone electrophoresis for the study of hapten-antibody complex formation. J. Chromatogr. A 744 (1996) 195-203
75. Pepe F.A., and Singer S.J. Physical-chemical studies of soluble antigen-antibody complexes: X. The reaction of a univalent protein antigen with antibody. J. Am. Chem. Soc. 81 (1959) 3878-3887
76. Gilbert L.M., and Gilbert G.A. Generalized treatment of reversibly reacting systems in transport experiments, illustrated by an antigen-antibody reaction. Biochem. J. 97 (1965) 7C-9C
77. Colman R.F. Determination by gel filtration of association constants for metal-nucleotide interaction. Anal. Biochem. 46 (1972) 358-363
78. Booth C.K., Nixon P.E., and Winzor D.J. Gel chromatographic evaluation of the binding constant for the interaction of thiamin diphosphate with magnesium ion. J. Chromatogr. 609 (1992) 83-87
79. Gilbert G.A., and Kellett G.L. Interacting systems of the type A + B ⇆ C. J. Biol. Chem. 246 (1971) 6079-6086
80. Drewe R.H., and Winzor D.J. An electrophoretic study of the reversible binding of phosphate by ovalbumin. Biochem. J. 159 (1976) 737-741
81. Scatchard G. The attraction of proteins for small molecules and ions. Ann. NY Acad. Sci. 51 (1949) 660-672
82. Longsworth L.G., and Jacobsen C.F. An electrophoretic study of the binding of salt ions by β-lactoglobulin and bovine serum albumin. J. Phys. Colloid Chem. 53 (1949) 126-135
83. Gao J., Gomez F.A., Härter R., and Whitesides G.M. Determination of the effective charge of a protein in solution by capillary electrophoresis. Proc. Natl. Acad. Sci. USA 91 (1994) 12027-12030
84. Mammen M., Gomez F.A., and Whitesides G.M. Determination of the binding of ligands containing the N-2,4-dinitrophenol group to bivalent monoclonal rat anti-DNP antibody using affinity capillary electrophoresis. Anal. Chem. 67 (1995) 3526-3535
85. Rickard E.C., Strohl M.M., and Nielsen R.G. Correlation of electrophoretic mobilities from capillary electrophoresis with physicochemical properties of proteins and peptides. J. Chromatogr. 197 (1991) 197-207
86. Winzor D.J. Measurement of binding constants by capillary electrophoresis. J. Chromatogr. A 696 (1995) 160-163
87. Nichol L.W., Ward L.D., and Winzor D.J. Multivalency of the partitioning species in quantitative affinity chromatography: evaluation of the site-binding constant for the aldolase-phosphate interaction from studies with cellulose phosphate as the affinity matrix. Biochemistry 20 (1981) 4856-4860
88. Sebille B., Zini R., Madiar C.-V., Thuaud N., and Tillement J.-P. Separation procedures used to reveal and follow drug-protein binding. J. Chromatogr. 531 (1990) 51-77
89. Shibukawa A., Yoshimoto Y., Ohara T., and Nakagawa T. High-performance electrophoresis/frontal analysis for the study of protein binding of a basic drug. J. Pharm. Sci. 83 (1994) 616-619
90. McDonnell P.A., Caldwell G.W., and Masucci J.A. Using capillary electrophoresis/frontal analysis to screen drugs interacting with human serum proteins. Electrophoresis 19 (1998) 448-454
91. Ding Y.S., Zhu X.F., and Lin B.C. Capillary electrophoresis study of human serum albumin binding to basic drugs. Chromatographia 49 (1999) 343-346
92. Ding Y.S., Zhu X.F., and Lin B.C. Study of interaction between drug enantiomers and serum albumin by capillary electrophoresis. Electrophoresis 20 (1999) 1890-1894
93. Zhang B., Fung Y.S., Lau K., and Lin B.C. Bilirubin-human serum albumin interaction monitored by capillary zone electrophoresis. Biomed. Chromatogr. 13 (1999) 267-271
94. Fung Y.S., Sun D.X., and Yeung C.Y. Capillary electrophoresis for determination of free and albumin-bound bilirubin and the investigation of drug interaction with bilirubin-bound albumin. Electrophoresis 21 (2000) 403-410
95. Ishihama Y., Miwa T., and Asakawa N. Drug-plasma protein binding assay by electrokinetic chromatography-frontal analysis. Electrophoresis 23 (2002) 951-955
96. Lu Q.-H., Ba C., and Chen D.-Y. Investigating noncovalent interactions of rutin-serum albumin by capillary electrophoresis-frontal analysis. J. Pharm. Biomed. Anal. 47 (2008) 888-891