Binding of bupivacaine to human serum proteins, isolated albumin and isolated alpha-1-acid glycoprotein. Differences between the two enantiomers are partly due to cooperativity

Journal of Pharmacology and Experimental Therapeutics

Volumn 276, Issue 1, 1996, Pages 109-115

  Mazoit, Jean Xavier ^a   Cao, Lin Sen ^a   Samii, Kamran ^a  

^a UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BUPIVACAINE; HUMAN SERUM ALBUMIN; OROSOMUCOID;

ARTICLE; BINDING SITE; DRUG BINDING; DRUG BLOOD LEVEL; DRUG PROTEIN BINDING; ENANTIOMER; HUMAN; PRIORITY JOURNAL; PROTEIN BINDING;

ADULT; ANESTHETICS, LOCAL; BLOOD PROTEINS; BUFFERS; BUPIVACAINE; HUMANS; KINETICS; MALE; MIDDLE AGED; OROSOMUCOID; PROTEIN BINDING; SERUM ALBUMIN; SOLUTIONS; STEREOISOMERISM;

EID: 15844367098     PISSN: 00223565     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. ÁBERG, G.: Toxicological and local anaesthetic effects of optically active isomers of two local anaesthetic compounds. Acta Pharmacol. Toxicol. 31: 273-286, 1972.
2. ALBRIGHT, G. A.: Cardiac arrest following regional anesthesia with etidocaine and bupivacaine. Anesthesiology 51: 285-286, 1979.
3. BURM, A. G. L., VAN DER MEER, A. D., VAN KLEEF, J. W., ZEIJLMANS, P. W. M. AND GROEN, K.: Pharmacokinetics of the enantiomers of bupivacaine following intravenous administration of the racemate Br. J. Clin. Pharmacol. 38: 125-129, 1994.
4. CHEN, Y., POTTER, J. M. AND RAVENSCROFT, P. J.: A quick, sensitive high-performance liquid chromatography assay for monoethylglycinexylidide and lignocaine in serum/plasma using solid-phase extraction. Ther. Drug. Monit. 14: 317-321, 1992.
5. DENSON, D. D., BEHBEHANI, M. M. AND GREGG, R. V.: Enantiomer-specific effect of an intravenously administred arrhythmogenic dose of bupivacaine on neurons of nucleus tractus solitarius and the cardiovascular system in the anesthetized rat. Reg. Anesthesia 17: 311-316, 1992.
6. DENSON, D. D., COYLE, D. E., THOMPSON, G. A. AND MYERS, J. A.: Alpha1-acid glycoprotein and albumin in human serum bupivacaine binding. Clin. Pharmacol. Ther. 35: 409-415, 1984.
7. HOLFORD, N.: MKMODEL v 5.0. A quantitative modelling system for pharmacologists. Biosoft, Cambridge, MA, 1994.
8. KLOTZ, I. M.: Ligand-receptor interactions: what we can and cannot learn from binding measurements. Trends Pharmacol. Sci. 4: 253-255, 1983.
9. KLOTZ, I. M.: A perspective into ligand-receptor affinities using complex numbers. Proc. Natl. Acad. Sci. U.S A. 90: 7191-7194, 1993.
10. KLOTZ, I. M. AND HUNSTON, D. L.: Protein interactions with small molecules. Relationships between stoichometric binding constants, site binding constants, and empirical binding parameters. J. Biol. Chem. 250: 3001-3009, 1975
11. KRAUSS, E , POLNASZEK, C. F., SCHEELER, D. A., HALSALL, H B., ECKELDT, J. H., AND HOLTZMAN, J. L.: Interaction between human serum albumin and α1-acid glycoprotein in the binding of lidocaine to purified protein fractions and sera. J. Pharmacol. Exp. Ther. 239: 754-759, 1992.
12. LEE-SON, S., WANG, G. K., CONCUS, A., CRILL, E. AND STRICHARTZ, G.: Stereoselective inhibition of neuronal sodium channels by local anesthetics. Evidence for two sites of action? Anesthesiology 77: 324-335, 1992.
13. MATHER, L. E. AND THOMAS, J.: Bupivacaine binding to plasma protein fractions. J. Pharm. Pharmacol. 30: 653, 1978.
14. MAZOIT, J. X , BOICO, O. AND SAMII, K.: Myocardial uptake of bupivacaine: II. Pharmacokinetics and pharmacodynamics of bupivacaine enantiomers in the isolated perfused rabbit heart. Anesth. Analg. 77: 477-482, 1993.
15. MCNAMARA, P. J., SLAUGHTER, R. L., PIEPER, J. A , WYMAN, M. G. AND LALKA, D.: Factors influencing serum protein binding of lidocaine in humans. Anesth. Analg. 60: 395-400, 1981.
16. RUTTEN, A. J., MATHER, L. E., PLUMMER, J. L. AND HENNING, J. L.: Postoperative course of plasma protein binding of lignocaine, ropivacaine and bupivacaine in sheep. J. Pharm. Pharmacol. 44: 355-358, 1991.
17. SCATCHARD, G.: The attraction of proteins for small molecules and ions. Ann. N.Y. Acad Sci. 51: 660-672, 1949.
18. SCHWARZ, G.: Estimating the dimension of a model. Ann. Stat. 6: 461-464, 1978.
19. TUCKER, G. T., BOYES, R. N., BRIDENBAUGH, P. O. AND MOORE, D. C.: Binding of anilide-type local anesthetics in human plasma: I. Relationships between binding, physicochemical properties, and anesthetic activity. Anesthesiology 33: 287-303, 1970.
20. WU, C. F. J.: Jackknife, bootstrap and other resampling methods in regression analysis. Ann Stat 14: 1261-1327, 1986.