Interaction of β-lactam antibiotics with the mitochondrial carnitine/acylcarnitine transporter

Chemico-Biological Interactions

Volumn 173, Issue 3, 2008, Pages 187-194

  Pochini, Lorena ^a   Galluccio, Michele ^a   Scumaci, Domenica ^a   Giangregorio, Nicola ^b,c   Tonazzi, Annamaria ^b,c   Palmieri, Ferdinando ^b,c   Indiveri, Cesare ^a  

^a UNIVERSITY OF CALABRIA   (Italy)

^b UNIVERSITY OF BARI   (Italy)

^c CNR   (Italy)

Author keywords

Lactams; Carnitine; Mitochondria; Transport

Indexed keywords

AMPICILLIN; BETA LACTAM ANTIBIOTIC; CARNITINE; CEFALOTIN; CEFAZOLIN; CEFEPIME; CEFODIZIME; CEFONICID; CEFOTAXIME; CEFTRIAXONE; CEFUROXIME; PENICILLIN G; PIPERACILLIN;

ARTICLE; BINDING SITE; IC 50; INCUBATION TIME; KINETICS; PROTEOLIPOSOME;

ANIMALS; ANTI-BACTERIAL AGENTS; BETA-LACTAMS; BINDING, COMPETITIVE; CARNITINE ACYLTRANSFERASES; DOSE-RESPONSE RELATIONSHIP, DRUG; MITOCHONDRIA, LIVER; MOLECULAR STRUCTURE; RATS;

EID: 44349147795     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2008.03.003     Document Type: Article

References (29)

1. Szewczyk A., and Wojtczak L. Mitochondria as a pharmacological target. Pharmacol. Rev. 54 (2002) 101-127
2. Tune B.M., and Hsu C.Y. Toxicity of cephaloridine to carnitine transport and fatty acid metabolism in rabbit renal cortical mitochondria: structure-activity relationships. J. Pharmacol. Exp. Ther. 270 (1994) 873-880
3. Tune B.M., and Hsu C.Y. Toxicity of cephalosporins to fatty acid metabolism in rabbit renal cortical mitochondria. Biochem. Pharmacol. 49 (1995) 727-734
4. Tune B.M. Nephrotoxicity of beta-lactam antibiotics: mechanisms and strategies for prevention. Pediatr. Nephrol. 11 (1997) 768-772
5. Oppedisano F., Fanello D., Calvani M., and Indiveri C. Interaction of mildronate with the mitochondrial carnitine/acylcarnitine transport protein. J. Biochem. Mol. Toxicol. 22 (2008) 8-14
6. Indiveri C., Tonazzi A., and Palmieri F. Identification and purification of the carnitine carrier from rat liver mitochondria. Biochim. Biophys. Acta 1020 (1990) 81-86
7. Indiveri C., Tonazzi A., and Palmieri F. The reconstituted carnitine carrier from rat liver mitochondria: evidence for a transport mechanism different from that of the other mitochondrial translocators. Biochim. Biophys. Acta 1189 (1994) 65-73
8. Indiveri C., Giangregorio N., Iacobazzi V., and Palmieri F. Site-directed mutagenesis and chemical modification of the six native cysteine residues of the rat mitochondrial carnitine carrier: implications for the role of cysteine-136. Biochemistry 41 (2002) 8649-8656
9. Kramer R., and Heberger C. Functional reconstitution of carrier proteins by removal of detergent with a hydrophobic ion exchange column. Biochim. Biophys. Acta 863 (1986) 289-296
10. Palmieri F., Indiveri C., Bisaccia F., and Iacobazzi V. Mitochondrial metabolite carrier proteins: purification, reconstitution, and transport studies. Methods Enzymol. 260 (1995) 349-369
11. Palmieri F., and Klingenberg M. Direct methods for measuring metabolite transport and distribution in mitochondria. Methods Enzymol. 56 (1979) 279-301
12. Dulley J.R., and Grieve P.A. A simple technique for eliminating interference by detergents in the Lowry method of protein determination. Anal. Biochem. 64 (1975) 136-141
13. Dixon M. The determination of enzyme inhibitor constants. Biochem. J. 55 (1953) 170-171
14. Indiveri C., Tonazzi A., Giangregorio N., and Palmieri F. Probing the active site of the reconstituted carnitine carrier from rat liver mitochondria with sulfhydryl reagents. A cysteine residue is localized in or near the substrate binding site. Eur. J. Biochem. 228 (1995) 271-278
15. Tonazzi A., Giangregorio N., Palmieri F., and Indiveri C. Relationships of Cysteine and Lysine residues with the substrate binding site of the mitochondrial ornithine/citrulline carrier: an inhibition kinetic approach combined with the analysis of the homology structural model. Biochim. Biophys. Acta 1718 (2005) 53-60
16. Ganapathy M.E., Huang W., Rajan D.P., Carter A.L., Sugawara M., Iseki K., Leibach F.H., and Ganapathy V. Beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter. J. Biol. Chem. 275 (2000) 1699-1707
17. Dougherty D.A. Cation-π interactions in chemistry and biology: a new view of benzene, Phe, Tyr and Trp. Science 271 (1996) 163-167
18. Browning M.C., and Tune B.M. Reactivity and binding of beta-lactam antibiotics in rabbit renal cortex. J. Pharmacol. Exp. Ther. 226 (1983) 640-644
19. Gordon E., Mouz N., Duée E., and Dideberg O. The crystal structure of the penicillin-binding protein 2x from Streptococcus pneumoniae and its acyl-enzyme form: implication in drug resistance. J. Mol. Biol. 299 (2000) 477-485
20. Fourtillan J.B., Leroy A., Lefebvre M.A., Humbert G., Fillastre J.P., Reumont G., and Ramis N. Cross-over study of the pharmacokinetics of cefonicid administered intravenously or intramuscularly to healthy adult humans. Eur. J. Drug Metab. Pharmacokinet. 10 (1985) 225-230
21. Kalman D., and Barriere S.L. Review of the pharmacology, pharmacokinetics, and clinical use of cephalosporins. Tex. Heart Inst. J. 17 (1990) 203-215
22. Xia C.H., Xiong Y.Q., and Wang G.J. An improved high-performance liquid chromatographic method with a solid-phase extraction for the determination of piperacillin and tazobactam: application to pharmacokinetic study of different dosage in Chinese healthy volunteers. Biomed. Chromatogr. 21 (2007) 680-686
23. Champoux N., Du Souich P., Ravaoarinoro M., Phaneuf D., Latour J., and Cusson J.R. Single-dose pharmacokinetics of ampicillin and tobramycin administered by hypodermoclysis in young and older healthy volunteers. Br. J. Clin. Pharmacol. 42 (1996) 325-331
24. Barbhaiya R.H., Forgue S.T., Gleason C.R., Knupp C.A., Pittman K.A., Weidler D.J., Movahhed H., Tenney J., and Martin R.R. Pharmacokinetics of cefepime after single and multiple intravenous administrations in healthy subjects. Antimicrob. Agents Chemother. 36 (1992) 552-557
25. Meyer B., Traunmueller F., Bojic A., Locker G., Schmid R., Winkler S., and Thalhammer F. Single-dose pharmacokinetics of cefodizime in critically ill elderly patients. Int. J. Antimicrob. Agents 27 (2006) 335-338
26. Huizing M., Iacobazzi V., Ijlst L., Savelkoul P., Ruitenbeek W., van en Heuvel L., Indiveri C., Smeitink J., Trijbels F., Wanders R., and Palmieri F. Cloning of the human carnitine-acylcarnitine carrier cDNA and identification of the molecular defect in a patient. Am. J. Hum. Genet. 61 (1997) 1239-1245
27. Bartlett K., and Eaton S. Mitochondrial beta-oxidation. Eur. J. Biochem. 271 (2004) 462-469
28. Lopaschuk G.D., Belke D.D., Gamble J., Itoi T., and Schonekess B.O. Regulation of fatty-acid oxidation in the mammalian heart in health and disease. Biochim. Biophys. Acta 1213 (1994) 263-276
29. McGarry J.D., and Foster D.W. Regulation of hepatic fatty acid oxidation and ketone body production. Ann. Rev. Biochem. 49 (1980) 395-420