Non-monooxygenase cytochromes P450 as potential human autoantigens in anticonvulsant hypersensitivity reactions

Pharmacogenetics

Volumn 8, Issue 3, 1998, Pages 211-225

  Leeder, J Steven ^a,b,c   Lu, Xiaoli ^a   Timsit, Yoav ^a   Gaedigk, Andrea ^a,b  

^a Research Institute   (Canada)

^b UNIVERSITY OF MISSOURI KANSAS CITY   (United States)

^c CHILDREN S MERCY HOSPITAL   (United States)

Author keywords

Bioactivation; Carbamazepine; Cytochrome P450; Idiosyncratic; Phenytoin

Indexed keywords

CARBAMAZEPINE; CYTOCHROME P450; PHENYTOIN;

AMINO ACID SEQUENCE; ARTICLE; DRUG HYPERSENSITIVITY; DRUG METABOLISM; ENZYME ACTIVITY; GENETIC SUSCEPTIBILITY; HUMAN; MOLECULAR RECOGNITION; PRIORITY JOURNAL; RISK ASSESSMENT; SEQUENCE ANALYSIS; SEQUENCE HOMOLOGY; SITE DIRECTED MUTAGENESIS;

EID: 0031746838     PISSN: 0960314X     EISSN: None     Source Type: Journal    
DOI: 10.1097/00008571-199806000-00004     Document Type: Article

References (53)

1. 4-restricted response. J Immunol 1983; 130:722-726.
2. Beaune P, Dansette PM, Mansuy D, Kiffel L, Finck M, Amar C et al. Human anti-endoplasmic reticulum autoantibodies appearing in a drug-induced hepatitis are directed against a human liver cytochrome P-450 that hydroxylates the drug. Proc Natl Acad Sci USA 1987; 84:551-555.
3. Belloc C, Gauffre A, André C, Beaune PH. Epitope mapping of human CYP1A2 in dihydralazine-induced autoimmune hepatitis Pharmacogenetics 1997; 7:181-186.
4. Berson A, Fréneaux E, Larrey D, Douay C, Mallet C, Fromenty B et al. Possible role of HLA hepatotoxicity. An exploratory study in 71 patients with drug-induced idiosyncratic hepatitis. J Hepatol 1994; 20:556-542.
5. Bourdi M, Larrey D, Nataf J, Bernuau J, Pessayre D, Iwasaki M et al. Anti-liver endoplasmic reticulum autoantibodies are directed against human cytochrome P-4501A2. J Clin Invest 1990; 85: 1967-1973.
6. Bourdi M, Tinel M, Beaune Ph, Pessayre D. Interactions of dihydralazine with cytochromes P4501A: A possible explanation for the appearance of anti-cytochrome P4501A2 autoantibodies. Mol Pharmacol 1995; 45:1287-1295.
7. Bourdi M, Chen W, Peter RM, Martin IL, Buters ITM, Nelson SD et al. Human cytochrome P450 2E1 is a major autoantigen associated with halothane hepatitis. Chem Res Toxicol 1996; 9:1159-1166.
8. Cali JJ, Russell DW. Characterization of human sterol 27-hydroxylase. A mitochondrial cytochrone P-450 that catalyzes multiple oxidation reactions in bile acid biosynthesis. J. Biol Chem 1991; 266:7774-7778.
9. Chiba M, Nishine JA, Lin JH. Potent and selective inactivation of human liver microsomal cytochrome P-450 isoforms by L-754, 394, an investigational HIV protease inhibitor. J Pharmacol Exp Ther 1995; 275:1527-1534.
10. Chicz RM, Urban RG, Gorga JC, Vignali AA, Lane WS, Strominger JL. Specificity and promiscuity among naturally process peptides bound to HLA-DR alleles. J Exp Med 1993; 178:27-47.
11. Correia MA, Decker C, Sugiyama K, Caldera P, Bornheim L, Wrighton SA et al. Degradation of rat hepatic cytochrome P-450 heme by 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine to irreversibly bound protein adducts. Arch Biochem Biophys 1987; 258:436-451.
12. Correia MA, Davoll SH, Wrighton SA, Thomas PE. Degradation of rat liver cytochromes P450 3A after their inactivation by 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine: Characterization of the proteolytic system. Arch Biochem Biophys 1992a; 297:228-238.
13. Correia MA, Yao K, Wrighton SA, Waxman DJ, Rettie AE. Differential apoprotein loss of rat liver cytochromes P450 after their inactivation by 3,5-dicarbethoxy-2,6-dimethyl-4-ethyl-1,4-dihydropyridine: a case for distinct proteolytic mechanisms? Arch Biochem Biophys 1992b; 294:493-503.
14. Eliasson E, Kenna JG, Cytochrome P450 2E1 is a cell surface autoantigen in halothane hepatitis. Mol Pharmacol 1996; 50:575-582.
15. Elliott T, Smith M, Driscoll P, McMichael A. Peptide selection by class I molecules of the major histocompatibility complex. Curr Biol 1993; 3:854-866.
16. Engelhard VH. Structure of peptides associated with MHC class I molecules. Curr Opin Immunol 1994; 6:13-23.
17. Friedmann PS, Strickland I, Pirmohamed M, Park BK. Investigation of mechanisms in toxic epidermal necrolysis induced by carbamazepine. Arch Dermatol 1994; 130:598-604.
18. Gotoh O. Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences. J Biol Chem 1993; 267:83-90.
19. Gueguen M, Meunier-Rotival M, Bernard O, Alvarez F. Anti-liver kidney microsome antibody recognizes a cytochrome P450 from the IID family. J Exp Med 1988; 168:801-806.
20. Gueguen M, Boniface O, Bernard O, Clerc F, Cartwright T, Alvarez F. Identification of the main epitope on human cytochrome P450 IID6 recognized by anti-liver kidney microsome antibody. J Autoimmun 1991; 4:607-615.
21. Hasemann CA, Kurumbail RG, Boddupalli SS, Peterson JA, Deisenhofer J. Structure and function of cytochromes P450: a comparative analysis of three crystal structures. Structure 1995; 3:41-62.
22. Haurand M, Ullrich V. Isolation and characterization of thromboxane synthase from human platelets as a cytochrome P-450 enzyme. J Biol Chem 1985; 260:15059-15067.
23. Krohn K, Uibo R, Aavik E, Peterson P, Savilahti K. Identification by molecular cloning of an autoantigen associated with Addison's disease as steriod 17α-hydroxylase. Lancet 1992; 339:770-773.
24. Laemmli UK. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 1970; 227:680-685.
25. Lecouer S, Bonierbale E, Challine D, Gautier JC, Valadon P, Dansette PM et al. Specificity of in vitro covalent binding of tienilic acid metabolites to human liver microsomes in relationship to the type of hepatotoxicity: Comparison with two directly hepatotoxic drugs. Chem Res Toxicol 1994; 7:434-442.
26. Lecouer S, André C, Beaune PH. Tienilic acid-induced autoimmune hepatitis: Anti-liver and -kidney microsomal type 2 autoantibodies recognize a three-site conformational epitope on cytochrome P4502C9. Mol Pharmacol 1996; 50:326-333.
27. Leeder JS, Riley RJ, Cook VA, Spielberg SP. Human anti-cylochrome P450 antibodies in aromatic anticonvulsant-induced hypersensitivity reactions. J Pharmacol Exp Ther 1992; 263:360-367.
28. Leeder JS, Gaedigk A, Lu X, Cook VA. Epitope mapping studies with human anti-cytochrome P450 3A antibodies. Mol Pharmacol 1996; 49:234-243.
29. Lopez-Garcia MP, Dansette PM, Valadon P, Amar C, Beaune PH, Guengerich FP et al. Human liver cytochromes P-450 expressed in yeast as tools for reactive-metabolite formation studies. Oxidative activation of tienilic acid by cytochromes P-450 2C9 and 2C10. Eur J Biochem 1993; 213:223-232.
30. Manns MP, Johnson EF, Griffin KJ, Tan EM, Sullivan KF. Major antigen of liver kidney microsomal autoantibodies in idiopathic autoimmune hepatitis is cytochrome P450db1. J Clin Invest 1989; 83:1066-1072.
31. Manns MP, Griffin KJ, Quattrochi LC, Sacher M, Thaler H, Tukey RH et al. Identification of cytochrome P4501A2 as a human autoantigen. Arch Biochem Biophys 1990; 280:229-232.
32. Manns MP, Griffen KJ, Sullivan KF, Johnson EF. LKM-1 autoantibodies recognize a short linear sequence in P450IID6, a cytochrome P450 monooxygenase. J Clin Invest 1991; 88:1370-1378.
33. Michaelek MT, Grant EP, Gramm C, Goldberg AI, Rock KL. A role for the ubiquitin-dependent proteolytic pathway in MHC class I-restricted antigen presentation. Nature 1993; 363:552-554.
34. Miyata A, Hara S, Yokoyama C, Inoue H, Ullrich V, Tanabe T. Molecular cloning and expression of human prostacyclin synthase. Biochem Biophys Res Commun 1994; 200:1728-1734.
35. Nelson DR, Koymans L, Kamataki T, Stegeman JJ, Feyereisen R, Waxman DJ et al. P450 superfamily: update on new sequences, gene mapping, accession numbers and nomenclature. Pharmacognetics 1996; 6:1-42.
36. Noshiro M, Okuda K. Molecular cloning and sequence analysis of cDNA encoding human cholesterol 7α-hydroxylase. FEBS Lett 1990; 268:137-140.
37. Park BK, Coleman JW, Kitteringham NR. Drug disposition and drug hypersensitivity. Biochem Pharmacol 1987; 36:581-590.
38. Peterson P, Krohn KTE. Mapping of B cell epitopes on steriod 17α-hydroxylase, an autoantigen in autoimmune polyglandular syndrome type I. Clin Exp Immunol 1994; 98:104-109.
39. Rammensee H-G, Friede T, Stevanović S. MHC ligands and peptide motifs: first listing. Immunogenetics 1995; 41:178-228.
40. Riley RJ, Smith G, Wolf CR, Cook VA, Leeder JS. Human anti-endoplasmic reticulum antibodies produced in aromatic anticonvulsant hypersensitivity reactions recognise rodent CYP3A proteins and a similarly regulated human P450 enzyme(s) Biochem Biophys Res Commun 1993; 191:32-40.
41. Roberts BJ. Evidence of proteosome-mediated cytochrome P-450 degradation. J Biol Chem 1997; 272:9771-9778.
42. Roberts BJ, Song B-J, Soh Y, Park SS, Shoaf SE. Ethanol induces CYP2E1 by protein stabilization. Role of ubiquitin conjugation in the rapid degradation of CYP2E1. J Biol Chem 1995; 270: 29632-29635.
43. Shear NH, Spielberg SP. Anticonvulsant hypersensitivity syndrome. In vitro assessment of risk. J. Clin Invest 1988; 82:1826-1832.
44. Song YH, Connor EL, Muir A, She JX, Zorovich B, Derovanesian D, Madaren N. Autoantibody epitope mapping of the 21-hydroxylase antigen in autoimmune Addison's disease. J Clin Endocrinol Metab 1994; 78:1108-1112.
45. Tierney DJ, Haas AL, Koop DR. Degradation of cytochrome P450 2E1: selective loss after labilization of the enzyme. Arch Biochem Biophys 1992; 293:9-16.
46. Ullrich V, Castle L, Weber P. Spectral evidence for the cytochrome P450 nature of prostacyclin synthetase. Biochem Pharmacol 1981; 30:2035-2036.
47. Waldorf HA, Walsh LJ, Schlechter NM, Murphy GF. Early cellular events in evolving cutaneous delayed hypersensitivity in humans. Am J Pathol 1991; 138:477-486.
48. Wedlock N, Asawa T, Baumann-Antczak A, Rees-Smith B, Furmaniak J. Autoimmune Addison's disease: analysis of antibody binding sites on steroid 21-hydroxylase. FEBS Lett 1993; 322:123-126.
49. Winqvist O, Karlsson FA, Kämpe O. 21-hydroxylase, a major autoantigen in idiopathic Addison's disease. Lancet 1992; 339: 1559-1562.
50. Winqvist O, Gustaffson J, Rorsman F, Karlsson FA, Kämpe O. Two different cytochrome P450 enzymes are the adrenal antigens in autoimmune polyendocrine syndrome type I and Addison's disease. J Clin Invest 1993; 92:2377-2385.
51. Yamamoto AM, Cresteil D, Boniface O, Clerc FF, Alvarez E. Identification and analysis of cytochrome P450IID6 antigenic sites recognized by anti-liver-kidney microsome type-1 antibodies (LKM1). Eur J Immunol 1993a; 23:1105-1111.
52. Yamamoto AM, Cresteil D, Homberg JC, Alvarez F. Characterization of anti-liver-kidney microsome antibody (anti-LKM1) from hepatitis C virus-positive and -negative sera. Gastroenterology 1993b; 104:1762-1767.
53. Yokoyama C, Miyata A, Ihara H, Ullrich V, Tanabe T. Molecular cloning of human platelet thromboxane A synthase. Biochem. Biophys Res Commun 1991; 178:1479-1484.