Biosensor analysis of the interaction between immobilized human serum albumin and drug compounds for prediction of human serum albumin binding levels

Journal of Medicinal Chemistry

Volumn 43, Issue 10, 2000, Pages 1986-1992

  Frostell Karlsson, Åsa ^a   Remaeus, Annika ^a   Roos, Håkan ^a   Andersson, Karl ^a   Borg, Peter ^a   Hämäläinen, Markku ^a   Karlsson, Robert ^a  

^a BIACORE AB   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

DELAVIRDINE; DIAZEPAM; HUMAN SERUM ALBUMIN; KETANSERIN; NAPROXEN; OROSOMUCOID; RIFAMPICIN; RITONAVIR; SULFADIMETHOXINE; TIPRANAVIR; WARFARIN;

ANALYTIC METHOD; ARTICLE; BIOSENSOR; COMPLEX FORMATION; DRUG EFFECT; DRUG SYNTHESIS; GEL ELECTROPHORESIS; IMMOBILIZATION; PROTEIN BINDING; RECEPTOR AFFINITY; SURFACE PLASMON RESONANCE; ULTRAFILTRATION;

BINDING SITES; BIOSENSING TECHNIQUES; DIGITOXIN; DRUG STABILITY; HUMANS; MOLECULAR WEIGHT; NAPROXEN; OROSOMUCOID; PHARMACEUTICAL PREPARATIONS; PROTEIN BINDING; QUININE; RIFAMPIN; RITONAVIR; SERUM ALBUMIN; SOLVENTS; WARFARIN;

EID: 0034087890     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm991174y     Document Type: Article

References (37)

1. Oravcová, J.; Böhs, B.; Lindner, W. Drug - Protein Binding Studies. New Trends in Analytical and Experimental Methodology. J. Chromatogr. 1996, 677, 1-28.
2. Hage, D.; Tweed, S. Review. Recent Advances in Chromatographic and Electrophoretic Methods for the Study of Drug -Protein Interactions. J. Chromatogr. 1997, 699, 499-525.
3. Domenici, E.; Bertucci, C.; Salvadori, P.; Motellier, S.; Wainer, I. W. Immobilized Serum Albumin: Rapid HPLC Probe of Stereoselective Protein Binding Interactions. Chirality 2 1990, 263-268.
4. Domenici, E.; Bertucci, C.; Salvadori, P.; Wainer, I. W. Use of a Human Serum Albumin-Based Chiral Stationary Phase for High-Performance Liquid Chromatography for the Investigation of Protein Binding: Detection of the Allosteric Interaction Between Warfarin and Benzodiazepine Binding Sites. J. Pharm. Sci. 1991, 80, 164-169.
5. Jonsson, U.; Malmqvist, M. Real-Time Biospecific Interaction Analysis. The Integration of Surface Plasmon Resonance Detection, General Biospecific Interface Chemistry and Microfluidics into one Analytical System. Adv. Biosens. 1992, 2, 291-336.
6. Szabo, A.; Stolz, L.; Granzow, R. Surface plasmon resonance and its use in biomolecular interaction analysis (BIA). Curr. Opin. Struct. Biol. 1995, 5, 699-705.
7. Johnsson, B.; Löfås, S.; Lindquist, G. Immobilization of proteins to a carboxymethyldextran modified gold surface for biospecific interaction analysis in surface plasmon resonance sensors. Anal. Biochem. 1991, 198, 268-277.
8. F. Schwende, Pharmacia & Upjohn, Kalamazoo, MI, personal communication.
9. Cheruvallath, V.; Riley, C.; Narayanan, S.; Lindenbaum, S.; Perrin, J. A Quantitative Circular Dichroic Investigation of the Binding of the Enantiomers of Ibuprofen and Naproxen to Human Serum Albumin. J. Pharm. Biomed. Anal. 1997, 15, 1719-1724.
10. Vacca, J.; Condra, J. Clinically Effective HIV-1 Protease Inhibitors. DDT 1997, 2, 261-272.
11. 4-Acetylsulfadimethoxine, on Human and Rabbit Serum Albumin. Chem. Pharm. Bull. 1989, 37, 498-501.
12. Ferrer, J.; Leiton, M.; Zatón, A. The Binding of Benzopyranes to Human Serum Albumin. A Structure-Affinity Study. J. Protein Chem. 1998, 17, 115-119.
13. Chaput, A.; D'Ambrosio, R.; Morse, G. In Vitro Protein-Binding Characteristics of Delavirdine and its N-dealkylated Metabolite. Antiviral Res. 1996, 32, 81-89.
14. Viani, A.; Cappiello, M.; Pacifici, G. Binding of Diazepam, Salicylic Acid and Digitoxin to Albumin Isolated from Fetal and Adult Serum. Dev. Pharmacol. Ther. 1991, 17, 100-108.
15. Meuldermans, W.; Van Houdt, J.; Mostmans, E.; Knaeps, F.; Verluyten, W.; Heykants, J. Plasma Protein Binding of Ketanserin and its Distribution in Blood. Arzneim.-Forsch. 1988, 38, 794-800.
16. Rudy, A.; Poynor, W. Binding of Pyrimethamine to Human Plasma Proteins and Erythrocytes. Pharm. Res. 1990, 7, 1055-1060.
17. McNamara, P.; Blouin, R.; Brazzell, R. The Protein Binding of Phenytoin, Propranolol, Diazepam and AL01576 (an Aldose Reductase Inhibitor) in Human and Rat Diabetic Serum. Pharm. Res. 1988, 5, 261-265.
18. Gahramani, P.; Rowland-Yeo, K.; Yeo, W.; Jackson, P.; Ramsay, L. Pharmacokinetics and Drug Disposition; Protein Binding of Aspirin and Salicylate Measured by In Vivo Ultrafiltration. Clin. Pharmacol. Ther. 1998, 63, 285-295.
19. Lachau, S.; Rochas, M.; Tufenkji, A.; Martin, N.; Levillain, P.; Houin, G. First-Derivative Spectroscopic Determination of Binding Characteristics of Rifampicin to Human Albumin and Serum. J. Pharm. Sci. 1992, 81, 287-289.
20. Ferry, J.; Wagner, J. The Nonlinear Pharmacokinetics of Prednisone and Prednisohme. II. Plasma Protein Binding of Prednisone and Prednisolone in Rabbit and Human Plasma. Biopharm. Drug Dispos. 1987, 8, 261-272.
21. Påhlman, I.; Gozzi, P. Serum Protein Binding of Tolterodine and its Major Metabolites in Humans and Several Animal Species. Biopharm. Drug Dispos. 1999, 20, 91-99.
22. Wanwimolruk, S.; Denton, J. Plasma Protein Binding of Quinine: Binding to Human Serum Albumin, Alpha 1-Acid Glycoprotein and Plasma from Patients with Malaria. J. Pharm. Pharmacol. 1992, 44, 806-811.
23. Morgan, J.; Paul, J.; Richmond, B.; Wilson-Evered, E.; Ziccone, S. Pharmacokinetics of Intravenous and Oral Salbutamol and Its Sulphate Conjugate. Br. J. Clin. Pharmacol. 1986, 22, 587-593.
24. Stenberg, E.; Persson, B.; Roos, H.; Urbaniczky, C. Quantitative Determination of Surface Concentration of Protein with Surface Plasmon Resonance using Radiolabeled Proteins. J. Colloid Interface Sci. 1991, 143, 513-526.
25. Karlsson, R.; Ståhlberg, R. Surface Plasmon Resonance Detection and Multi-Spot Sensing for Direct Monitoring of Interactions Involving Low Molecular Weight Analytes and for Determination of Low Affinities. Anal. Biochem. 1995, 228, 274-280.
26. Karlsson, R.; Michaelsson, A.; Mattson, L. Kinetic Analysis of Monoclonal Antibody-Antigen Interactions with a New Biosensor Based Analytical System. J. Immunol. Methods 1991, 145, 229-240.
27. Karlsson, R.; Kullman-Magnusson, M.; Hämäläinen, M.; Remaeus, A.; Andersson, K.; Borg, P.; Gyzander, E.; Deinum, J. BIACORE Analysis of Drug Target Interactions. Direct and Competitive Binding Assays for Investigation of Interactions between Thrombin and Thrombin Inhibitors. Anal. Biochem. 2000, 278, 1-13.
28. Zatón, A.; Ferrer, J.; Ruiz de Gordoa, J.; Marquinez, M. Binding of Coumarins to Site I of Human Serum Albumin. Effect of the Fatty Acids. Chem.-Biol. Interact. 1995, 97, 169-174.
29. Kragh-Hansen, U. Relations between High-Affinity Binding Sites of Markers for Binding Regions on Human Serum Albumin. Biochem. J. 1985, 225, 629-638.
30. Vestberg, K.; Galliano, M.; Minchiotti, L.; Kragh-Hansen, U. High-Affinity Binding of Warfarin, Salicylate and Diazepam to Natural Mutants of Human Serum Albumin Modified in the C-Terminal End. Biochem. Pharmacol. 1992, 44, 1515-1521.
31. Lazdins, J.; Mestan, J.; Goutte, G.; Walker, M.; Bold, G.; Caparo, H.; Klimkait, T. In Vitro Effect of Alpha1-Acid Glycoprotein on the Anti-Human Immunodeficiency Virus (HIV) Activity of the Protease Inhibitor CGP 61755: a Comparative Study with other Relevant HIV Protease Inhibitors. J. Infect. Dis. 1997, 175, 1063-1070.
32. 2 Receptor Antagonist Ketanserin in Man. J. Cardiovasc. Pharmacol. 1983, 5, 1034-1039.
33. Karlsson, R. Real Time Competitive Kinetic Analysis of Interactions between Low Molecular Weight Ligands in Solution and Surface Immobilised Receptors. Anal. Biochem. 1994, 221, 142-151.
34. McDonnell, P.; Caldwell, G.; Masucci, J. Using Capillary Electrophoresis/Frontal Analysis to Screen Drugs Interacting with Human Serum Proteins. Electrophoresis 1998, 19, 448-454.
35. Belpair, F.; Bogaert, M.; Rosseneu, M. Binding of b-Adrenoceptor Blocking Drugs to Human Serum Albumin, to al-Acid Glycoprotein and to Human Serum. Eur. J. Clin. Pharmacol. 1982, 22, 253-256.
36. MacGregor, T.; Sardi, E. In Vitro Protein Behaviour of Dipyridamole. J. Pharm. Sci. 1991, 80, 119-120.
37. Löfås, S.; Johnsson, B.; Edström, Å.; Hansson, A.; Lindquist, G.; Muller Hillgren, R.-M.; Stigh, L. Methods for Site Controlled Coupling to Carboxymethyldextran Surfaces in Surface Plasmon Resonance Sensors. Biosens. Bioelectron. 1995, 10, 813-822.