Methylation pharmacogenetics: Thiopurine methyltransferase as a model system

References

• Ames M.M., Selassie C.D., Woodson L.C., Van Loon J.A., Hansch C., Weinshilboum R.M. Thiopurine methyltransferase: structure-activity relationships for benzoic acid inhibitors and thiophenol substrates. Journal of Medicinal Chemistry 1986; 29: 354–358
   PubMedGoogle Scholar
• Axelrod J., Cohen C.K. Methyltransferase enzymes in red blood cells. Journal of Pharmacology and Experimental Therapeutics 1971; 176: 650–654
   PubMed Web of Science ®Google Scholar
• Axelrod J., Tomchick R. Enzymatic O-methylation of epinephrine and other catechols. Journal of Biological Chemistry 1958; 233: 702–705
   PubMed Web of Science ®Google Scholar
• Boudíková B., Szumlanski C., Maidak B., Weinshilboum R. Human liver catechol O-methyltransferase pharmacogenetics. Clinical Pharmacology and Therapeutics 1990; 48: 381–389
   PubMed Web of Science ®Google Scholar
• Bremer J., Greenberg D.M. Enzymatic methylation of foreign sulfhydryl compounds. Biochimica Biophysica Acta 1961; 46: 217–224
   Web of Science ®Google Scholar
• Brown D.D., Tomchick R., Axelrod J. The distribution and properties of a histamine-methylating enzyme. Journal of Biological Chemistry 1959; 234: 2948–2950
   PubMed Web of Science ®Google Scholar
• Campbell N. R. C., Dunnette J.H., Mwaluko G., Van Loon J., Weinshilboum R.M. Platelet phenol sulfotransferase and erythrocyte catechol-O-methyltransferase activities: correlation with methyldopa metabolism in man. Clinical Pharmacology and Therapeutics 1984; 35: 55–63
   PubMed Web of Science ®Google Scholar
• Cavalli-Sforza L.L., Bodmer W.F. The Genetics of Human Populations. W. H. Freeman, San Francisco 1971
   Google Scholar
• Glauser T.A., Weinshilboum R.M. Human hepatic microsomal thiol methyltransferase (TMT): assay conditions and biochemical characteristics. ASEB Journal 1991; 5: A847
   Google Scholar
• Goldstein D.J., Weinshilboum R.M., Dunnette J.H., Creveling C.R. Developmental patterns of catechol O-methyltransferase in genetically different rat strains: enzymatic and immunochemical studies. Journal of Neurochemistry 1980; 34: 153–162
   PubMedGoogle Scholar
• Goldberg H.C., Marsden C.A. Catechol-O-methyltransferase: pharmacological aspects and physiological role. Pharmacological Reviews 1975; 27: 135–207
   PubMedGoogle Scholar
• Hernández J.S., Van Loon J.A., Otterness D.M., Weinshilboum R.M. Mouse thiopurine methyltransferase pharmacogenetics: correlation of immunoreactive protein and enzymatic activity. Journal of Pharmacology and Experimental Therapeutics 1990; 252: 568–573
   PubMedGoogle Scholar
• Hernández J.S., Van Loon J.A., Otterness D.M., Guerciolini R., Weinshilboum R.M. Thiopurine methyltransferase regulation in rat kidney: immunoprecipitation studies. Xenobiotica 1991; 21: 451–459
   PubMed Web of Science ®Google Scholar
• His W. Ueber das Stoffwechselproduct des Pyridins. Archives Experimentale Pathologie und Pharmakologie 1884; 22: 253–260
   Google Scholar
• Keith R.A., Abraham R.T., Pazmino P., Weinshilboum R.M. Correlation of low and high affinity thiol methyltransferase and phenol methyltransferase activities in human erythrocyte membranes. Clinica Chimica Acta 1983a; 131: 257–272
   PubMed Web of Science ®Google Scholar
• Keith R.A., Van Loon J., Wussow L.F., Weinshilboum R.M. Thiol methylation pharmacogenetics: heritability of human erythrocyte thiol methyltransferase activity. Clinical Pharmacology and Therapeutics 1983b; 34: 521–528
   PubMed Web of Science ®Google Scholar
• Keith R.A., Jardine I., Kerremans A., Weinshilboum. Human erythrocyte membrane thiol methyltransferase: S-methylation of captopril, N-acetylcysteine and 7-α-thio-spirolactone. Drug Metabolism and Disposition 1984; 12: 717–724
   PubMed Web of Science ®Google Scholar
• Keith R.A., Otterness D.M., Kerremans A.L., Weinshilboum R.M. S-Methylation of D- and L-penicillamine by human erythrocyte membrane thiol methyltransferase. Drug Metabolism and Disposition 1985; 83: 669–676
   Google Scholar
• Lennard L., Rees C.A., Lilleyman J.S., Maddocks J.L. Childhood leukemia: a relationship between intracellular 6-mercaptopurine metabolites and neutropenia. British Journal of Clinical Pharmacology 1983; 16: 359–363
   PubMed Web of Science ®Google Scholar
• Lennard L., Van Loon J.A., Lilleyman J.S., Weinshilboum R.M. Thiopurine pharmacogenetics in leukemia: correlation of erythrocyte thiopurine methyltransferase activity and 6-thioguanine nucleotide concentrations. Clinical Pharmacology and Therapeutics 1987; 41: 18–25
   PubMed Web of Science ®Google Scholar
• Lennard L., Van Loon J.A., Weinshilboum R.M. Pharmacogenetics of acute azathioprine toxicity: relationship to thiopurine methyltransferase genetic polymorphism. Clinical Pharmacology and Therapeutics 1989; 46: 149–154
   PubMed Web of Science ®Google Scholar
• Lennard L., Lilleyman J.S., Van Loon J., Weinshilboum R.M. Childhood acute lymphoblastic leukaemia: genetic variation in response to 6-mercaptopurine. Lancet 1990; 336: 225–229
   PubMed Web of Science ®Google Scholar
• Otterness D.M., Keith R.A., Weinshilboum R.M. Thiopurine methyltransferase: mouse kidney and liver conditions, biochemical properties and strain variation. Biochemical Pharmacology 1985; 34: 3823–3830
   PubMedGoogle Scholar
• Otterness D.M., Weinshilboum R.M. Mouse thiopurine methyltransferase pharmaco-genetics: monogenic inheritance. Journal of Pharmacology and Experimental Therapeutics 1987a; 240: 817–824
   PubMedGoogle Scholar
• Otterness D.M., Weinshilboum R.M. Mouse thiopurine methyltransferase pharmaco-genetics: biochemical studies and recombinant inbred strains. Journal of Pharmacology and Experimental Therapeutics 1987b; 243: 180–186
   PubMedGoogle Scholar
• Otterness D.M., Weinshilboum R.M. Mouse thiopurine methyltransferase inheritance and linkage. Mouse Newsletter 1988; 80: 173
   Google Scholar
• Price R.A., Keith R.A., Spielman R.S., Weinshilboum R.M. Major gene polymorphism for human erythrocyte (RBC) thiol methyltransferase (TMT). Genetic Epidemiology 1989; 122: 905–914
   Google Scholar
• Raymond F.A., Weinshilboum R.M. Microassay of human erythrocyte catechol-O-methyltransferase: removal of inhibitory calcium ion with chelating resin. Clinica Chimica Acta 1975; 58: 185–194
   PubMedGoogle Scholar
• Reilly D.K., Rivera-Calimlim L., Van Dyke D. Catechol-O-methyltransferase activity: a determinant of levodopa response. Clinical Pharmacology and Therapeutics 1980; 28: 278–286
   PubMed Web of Science ®Google Scholar
• Remy C.N. Metabolism of thiopyrimidines and thiopurines: S-methylation with S-adenosylmethionine transmethylase and catabolism in mammalian tissue. Journal of Biological Chemistry 1963; 238: 1078–1084
   PubMed Web of Science ®Google Scholar
• Scanlon P.D., Raymond F.A., Weinshilboum R.M. Catechol-O-methyltransferase: thermolabile enzyme in erythrocytes of subjects homozygous for the allele for low activity. Science 1979; 203: 63–65
   PubMed Web of Science ®Google Scholar
• Scott M.C., Van Loon J.A., Weinshilboum R.M. Pharmacogenetics of N-methylation: heritability of human erythrocyte histamine N-methyltransferase activity. Clinical Pharmacology and Therapeutics 1988a; 43: 256–262
   PubMed Web of Science ®Google Scholar
• Scott M.C., Szumlanski C.L., Weinshilboum R.M. Histamine N-methyltransferase (HNMT) pharmacogenetics: human kidney enzyme. Clinical Pharmacology and Therapeutics 1988b; 43: 189
   Google Scholar
• Sladek-Chelgren S., Weinshilboum R.M. Catechol-O-methyltransferase biochemical genetics: human lymphocyte enzyme. Biochemical Genetics 1981; 19: 1037–1053
   PubMedGoogle Scholar
• Spielman R.S., Weinshilboum R.M. Genetics of red cell COMT activity: analysis of thermal stability and family data. Americal Journal of Medical Genetics 1981; 10: 279–290
   PubMedGoogle Scholar
• Szumlanski C.L., Scott M.C., Weinshilboum R.M. Thiopurine methyltransferase pharmacogenetics: human liver enzyme activity. Clinical Pharmacology and Therape vtics 1988; 43: 134
   Google Scholar
• Taylor B.A. Recombinant inbred strains: use of gene mapping. Origin of Inbred Mice, H.C. Morse, III. Academic Press, New York 1978; 423–438
   Google Scholar
• Tidd D.M., Paterson A. R. P. A biochemical mechanism for the delayed cytotoxic reaction of 6-inercaptopurine. Cancer Research 1974; 34: 738–746
   PubMed Web of Science ®Google Scholar
• Van Loon J.A., Weinshilboum R.M. Thiopurine methyltransferase biochemical genetics: human lymphocyte activity. Biochemical Genetics 1982; 20: 637–658
   PubMedGoogle Scholar
• Van Loon J.A., Weinshilboum R.M. Thiopurine methyltransferase isozymes in human renal tissue. Drug Metabolism and Disposition 1990a; 18: 632–638
   PubMed Web of Science ®Google Scholar
• Van Loon J.A., Weinshilboum R.M. Human kidney thiopurine methyltransferase (TPMT): photoaffinity labeling with [3H-methyl]-S-adenosyl-L-methionine (3H-Ado-Met). FASEB Journal 1990b; 4: A755
   Google Scholar
• Van Loon J.A., Pazmino P.A., Weinshilboum R.M. Human erythrocyte histamine N-methyltransferase: radiochemical microassay and biochemical properties. Clinica Chimica Acta 1985; 149: 237–251
   PubMedGoogle Scholar
• Walker R.C., Woodson L.C., Weinshilboum R.M. Rat thiopurine methyltransferase: assay procedure, developmental changes and strain variation. Biochemical Pharmacology 1981; 30: 115–121
   PubMedGoogle Scholar
• Waring R.H., Sturman S.G., Smith M. C. G., Steventon G.B., Heafield M. T. E., Williams A.C. S-Methylation in motorneuron disease and Parkinson's disease. Lancet 1989; ii: 356–357
   Google Scholar
• Weber W.W. The Acetylator Genes and Drug Response. Oxford University Press, New York 1987
   Google Scholar
• Weber W.W., Hein D.W. N-Acetylation pharmacogenetics. Pharmacological Reviews 1985; 37: 25–70
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M. Human erythrocyte catechol-O-methyltransferase: correlation with lung and kidney activity. Life Sciences 1978; 22: 625–630
   PubMedGoogle Scholar
• Weinshilboum R.M. Enzyme thermal stability and population genetic studies: application to erythrocyte catechol O-methyltransferase and plasma dopamine β-hydroxylase. Genetic Strategies in Psychobiology and Psychiatry, E.S. Gershon, S. Matthysse, X.O. Breakefield, R.D. Ciaranello. Boxwood Press, Pacific Grove, CA 1981; 79–94
   Google Scholar
• Weinshilboum R.M. Human pharmacogenetics: an introduction. Federation Proceedings 1984a; 43: 2295–2297
   PubMedGoogle Scholar
• Weinshilboum R.M. Human pharmacogenetics of methyl conjugation. Federation Proceedings 1984b; 43: 2303–2307
   PubMedGoogle Scholar
• Weinshilboum R. Pharmacogenetics of methylation: relationship to drug metabolism. Clinical Biochemistry 1988; 21: 201–210
   PubMed Web of Science ®Google Scholar
• Weinshilboum R. Methyltransferase pharmacogenetics. Pharmacology and Therapeutics 1989; 43: 77–90
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M., Raymond F.A. Inheritance of low erythrocyte catechol-O-methyltransferase activity in man. American Journal of Human Genetics 1977; 29: 125–135
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M., Sladek S. Mercaptopurine pharmacogenetics: monogenic inheritance of erythrocyte thiopurine methyltransferase activity. American Journal of Human Genetics 1980; 32: 651–662
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M., Raymond F.A., Pazmiño P.A. Human erythrocyte thiopurine methyltransferase: radiochemical microassay and biochemical properties. Clinica Chimica Acta 1978; 85: 323–333
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M., Sladek S., Klumpp S. Human erythrocyte thiol methyltransferase: radiochemical microassay and biochemical properties. Clinica Chimica Acta 1979a; 97: 59–71
   PubMed Web of Science ®Google Scholar
• Weinshilboum R.M., Raymond F.A., Frohnauer M. Monogenic inheritance of catechol-O-methyltransferase in the rat: biochemical and genetic studies. Biochemical Pharmacology 1979b; 28: 1239–1248
   PubMedGoogle Scholar
• Woodson L.C., Weinshilboum R.M. Human kidney thiopurine methyltransferase: purification and biochemical properties. Biochemical Pharmacology 1983; 32: 819–826
   PubMed Web of Science ®Google Scholar
• Woodson L.C., Maus T.P., Reiter C., Weinshilboum R.M. Rat thiopurine methyltransferase: regulation by testosterone. Journal of Pharmacology and Experimental Therapeutics 1981; 218: 734–738
   PubMed Web of Science ®Google Scholar
• Woodson L.C., Dunnette J.H., Weinshilboum R.M. Pharmacogenetics of human thiopurine methyltransferase: kidney-erythrocyte correlation and immunotitration studies. Journal of Pharmacology and Experimental Therapeutics 1982; 222: 174–181
   PubMedGoogle Scholar
• Woodson L.C., Ames M.M., Selassie C.D., Hansch C., Weinshilboum R.M. Thiopurine methyltransferase: aromatic thiol substrates and inhibition by benzoic acid derivatives. Molecular Pharmacology 1983; 24: 471–478
   PubMed Web of Science ®Google Scholar