Arylamine N-acetyltransferases: Expression in Escherichia coli, purification, and substrate specificities of recombinant hamster monomorphic and polymorphic isozymes

Drug Metabolism and Disposition

Volumn 24, Issue 2, 1996, Pages 245-253

  Wagner, Carston R ^a   Bergstrom, Carl P ^a   Koning, Kristina R ^b   Hanna, Patrick E ^a,b  

^a UNIVERSITY OF MINNESOTA   (United States)

^b UNIVERSITY OF MINNESOTA MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC AMINE; ARYLAMINE ACETYLTRANSFERASE; CARCINOGEN; HYBRID PROTEIN; HYDROXAMIC ACID; HYDROXYLAMINE; ISOENZYME; RECOMBINANT PROTEIN;

ARTICLE; BIOTRANSFORMATION; CATALYSIS; CHEMICAL CARCINOGENESIS; ENZYME PURIFICATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE; ESCHERICHIA COLI; GENE EXPRESSION; HAMSTER; IMMUNOAFFINITY CHROMATOGRAPHY; MOLECULAR CLONING; NONHUMAN; PRIORITY JOURNAL; PROTEIN PURIFICATION;

ANIMALS; ARYLAMINE N-ACETYLTRANSFERASE; BASE SEQUENCE; CLONING, MOLECULAR; CRICETINAE; ENZYME STABILITY; ESCHERICHIA COLI; ISOENZYMES; LIVER; MOLECULAR SEQUENCE DATA; POLYMORPHISM, GENETIC; RECOMBINANT FUSION PROTEINS; SUBSTRATE SPECIFICITY; THROMBIN;

EID: 0030019667     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (44)

1. K. P. Vatsis, W. W, Weber, D. A, Bell, J.-M. Dupret, D. A. P. Evans, D. M. Grant, D. W. Hein, H. J. Lin, U. A. Meyer, M. V. Relling. E. Sim, T. Suzuki, and Y. Yamazoe: Nomenclature for N-acetyltransferases. Pharmacogenetics 5, 1-17 (1995).
2. P. E. Hanna: N-Acetyltransferases. O-acetyltransferases. and N,O-acetyltransterases: enzymology and bioactivation. Adv. Pharmacol. 27, 401-430 (1994).
3. S. Ohsako and T. Deguchi: Cloning and expression of cDNAs for polymorphic and monomorphic arylamine N-acetyltransferases from human liver. J. Biol. Chem. 265, 4630-4634 (1990).
4. D. M Grant, M. Blum, M Beer, and U. A. Meyer: Monomorphic and polymorphic human arylamine N-acetyltransferases: a comparison of liver isozymes and expressed products of two cloned genes. Mol. Pharmacol, 39, 184-191 (1991).
5. T. J. Smith and P. E Hanna: N-Acetyltransferase multiplicity and the bioactivation of N-arylhydroxamic acids by hamster hepatic and intestinal enzymes. Carcinogenesis 7, 697-702 (1986).
6. H. G. Cheon and P E. Hanna: Effect of group-selective modification reagents on arylamine N-acetyltransferase activities. Biochem. Pharmacol. 43, 2255-2268 (1992).
7. H. G Cheon, L. W. Boteju, and P. E. Hanna: Affinity alkylation of hamster hepatic arylamine N-acetyltransferases: isolation of a modified cysteine residue. Mol. Pharmacol. 42, 82-93 (1992).
8. D. W. Hein, W. G. Kirlin, R. J. Ferguson, and W. W. Weber: Biochemical investigation of the basis for the genetic N-acetylation polymorphism in the inbred hamster. J. Pharmacol. Exp. Ther. 234, 358-364 (1985).
9. S. Ozawa, M. Abu-Zeid, Y. Kawakubo, S. Toyama, Y. Yamazoem and R. Kato: Monomorphic and polymorphic isozymes of arylamine N-acetyltransferases in hamster liver: purification of the isozymes and genetic basis of N-acetylation polymorphism. Carcinogenesis 11, 2137-2144 (1990).
10. A. Trinidad, D. W. Hein, T. D. Rustan, R. J. Ferguson, L. S. Miller, K. D. Bucher, W. G. Kirlin, F. Ogolla, and A. F. Andrews: Purification of hepatic polymorphic arylamine N-acetyltransferase from homozygous rapid acetylator inbred hamster: identity with polymorphic N-hydroxyarylamine-O-acetyltransferase. Cancer Res. 50, 7942-7949 (1990).
11. P. T. Reeves. B. F. Kinnear. R. F. Minchin, and K. F. Ilett: Immunological evidence for N-acetyltransferase isozymes in the rabbit. Mol. Pharmacol. 39, 42-48 (1991).
12. K. J. Martell, G. N. Levy, and W. W. Weber: Cloned mouse N-acetyltransferases: enzymatic properties of expressed Nat-1 and Nat-2 gene products. Mol. Pharmacol. 42, 265-272 (1992).
13. M. J. Wick and P. E. Hanna: Bioactivation of N-arylhydroxamic acids by rat hepatic N-acetyltransferase. Detection of multiple enzyme forms by mechanism-based inactivation. Biochem. Pharmacol. 39, 991-1003 (1990).
14. D. W. Hein, T. D. Rustan, K. D. Bucher, W. J. Martin, and E. J. Furman: Acetylator phenotype-dependent and -independent expression of arylamine N-acetyltransferase isozymes in rapid and slow acetylator inbred rat liver. Drug Metab. Dispos. 19, 933-937 (1991).
15. W. W. Weber and D. W. Hein: N-Acetylation pharmacogenetics. Pharmacol. Rev. 37, 25-79 (1985).
16. N. P. Lang, M. A. Butler, J. Massengill, M. Lawson, R. C. Stotts, M. Hauer-Jensen. and F. F. Kadlubar: Rapid metabolic phenotypes for acetyltransferase and cytochrome P450IA2 and putative exposure to food-borne heterocyclic amines increase the risk for colorectal cancer of polyps. Cancer Epidemiol. Biomarkers Prev. 3, 675-682 (1994).
17. M. Blum, D. M. Grant, W. McBride, M Heim, and U. A. Meyer: Human arylamine N-acetyltransferase genes: isolation, chromosomal localization, and functional expression. DNA Cell Biol 9, 193-203 (1990).
18. R. J. Ferguson, M. A. Doll, B. R. Baumstark, and D. W. Hein: Polymorphic arylamine N-acetyltransferase encoding gene (NAT2) from homozygous rapid and slow acetylator congenic Syrian hamsters. Gene 140, 247-249 (1994).
19. M. Abu-Zeid, K. Nagata, M. Miyata, S. Ozawa, M. Fukuhara, Y. Yamazoe. and R. Kato: An arylamine acetyltransferase (AT-I) from Syrian Golden hamster liver cloning, complete nucleotide sequence, and expression in mammalian cells. Mol. Carcinogenesis 4, 81-88 (1991).
20. M. Blum, M. Heim, and U. A. Meyer: Nucleotide sequence of rabbit NAT1 encoding monomorphic arylamine N-acetyltransferase. Nucleic Acids Res. 18, 5287 (1990).
21. M. Blum, M. Heim, and U. A. Meyer: Nucleotide sequence of rabbit NAT2 encoding polymorphic liver arylamine N-acetyltransferase (NAT). Nucleic Acids Res. 18, 5295 (1990).
22. T. Ebisawa, Y. Sasaki. and T. Deguchi: Complementary DNAs for two arylamine N-acetyltransferases with identical 5′ non-coding regions from rat pineal gland. Eur. J. Biochem. 228, 129-137 (1995).
23. K, J. Martell, K. P. Vatsis, and W. W. Weben Molecular genetic basis of rapid and slow acetylation in mice. Mol. Pharmacol. 40, 218-227 (1991).
24. T. Deguchi: Sequences and expression of alleles of polymorphic arylamine N-aceryltransferase of human liver. J. Biol. Chem. 267, 18140-18147 (1992).
25. R. F. Minchin, P. T. Reeves, C. H. Tettel, M. E. McManus, B. Mojarrabi, K. F. lien, and F. F. Kadlubar: N- and O-acetylation of aromatic and heterocycLic amine carcinogens by human monomorphic and polymorphic acetyltransterases expressed in COS-1 cells. Biochem, Biophys. Res. Commun. 185, 839-844 (1992).
26. D. M. Grant, P. D. Josephy, H. L. Lord, and L. D. Morrison: Salmonella typhimurium strains expressing human arylamine N-acetyltransferases: metabolism and mutagenic activation of aromatic amines. Cancer Res. 52, 3961-3964 (1992).
27. J.-M Dupret, G. H. Goodfellow, S. A. Janezic, and D. M. Grant: Structure-function studies of human arylamine N-acetyltransferases NAT1 and NAT2. Functional analysis of recombinant NAT1/NAT2 chimeras expressed in Escherichia coli. J. Biol. Chem. 269, 26830-26835 (1994).
28. 68 in the catalytic mechanism of polymorphic human NAT2. J. Biol. Chem. 267, 7381-7385 (1992).
29. C. P. Bergstrorn, C. R. Wagner, D. K. Ann, and P. E. Hanna: Hamster monomorphic arylamine N-acetyltransferase: expression in Escherichia coli and purification. Protein Expression Purif. 6, 45-55 (1995).
30. D. J. Hakes and J. E. Dixon: New vectors for high level expression of recombinant proteins in bacteria. Anal. Biochem. 202, 293-298 (1992).
31. 1 portion of the ATPase of Escherichia coli. J. Mol. Biol. 228, 306-309 (1992).
32. F. Sanger, S. Nicklen, and A. R. Coulson: DNA sequencing with chain-terminating inhibitors. Proc. Natl. Acad. Sci. U.S.A. 74, 5463-5467 (1977).
33. S. Damak and D. W. Bullock: A simple two-step method for efficient blunt-end ligation of DNA fragments. BioTechniques 15, 448-452 (1993).
34. J. Sambrook, E. F. Fritsch, and T Maniatis. Gel electrophoresis of DNA. In "Molecular Cloning. A Laboratory Manual." 2nd ed., pp. 6.24-6.27. Cold Spring Harbor Laboratory Press, Plainview, NY, 1989.
35. J. Sambrook, E. F. Fritsch, and T Maniatis: Plasmid vectors. In "Molecular Cloning. A Laboratory Manual," 2nd ed., pp. 1.74-1.84. Cold Spring Harbor Laboratory Press, Plainview. NY, 1989.
36. U. K. Laemmli: Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227, 680-685 (1970).
37. M. M. Bradford: A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal. Biochem. 72, 248-254 (1976).
38. J. Booth: Acetyl transfer in arylamine metabolism. Biochem. J. 100, 745-753 (1966).
39. W. W. Weber: N-Acetyltransferase (mammalian liver). Methods Enzymol. 17B, 805-811 (1971).
40. D. W. Hein, J. G. Omichinski, J. A. Brewer, and W W. Weber: A unique pharmacogenetic expression of the N-acetylation polymorphism in the inbred hamster. J. Pharmacol. Exp. Ther. 220, 8-15 (1982).
41. Y. Kawakubo, S. Manabe, Y. Yamazoe, T. Nishikawa, and R. Kato: Properties of cutaneous acetyltransferase catalyzing N- and O-acetylation of carcinogenic arylamines and N-hydroxyarylamine. Biochem. Pharmacol. 37, 265-270 (1988).
42. J.-Y. Chang: Thrombin specificity. Requirement for apolar amino acids adjacent to the thrombin cleavage site of polypeptide substrate. Eur. J. Biochem. 151, 217-224 (1985).
43. M. J. Wick: Characterization of N-acetyltransferases and evaluation of their role in the bioactivation of N-arylhydroxamic acids. Ph.D. thesis. University of Minnesota, Minneapolis. MN, 1988.
44. R. J. Ferguson, M. A. Doll, T. D. Rustan, B. R. Baumstark, and D. W. Hein: Syrian hamster monomorphic N-acetyltransferase (NATI) alleles: amplification. cloning, sequencing and expression in E. coli. Pharmacogenetics 4, 82-90 (1994).