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Hydroxylases

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Abstract

The hydroxylation of the aromatic amino acids tyrosine and tryptophan has important biological consequences, and for this reason, the enzymes catalyzing these reactions have been studied extensively. These enzymes, tyrosine hydroxylase and tryptophan hydroxylase, convert l-tyrosine to 3,4-dihydroxyphenylalanine (DOPA) and l-tryptophan to 5-hydroxytryptophan (5-HTP), respectively. DOPA is converted to dopamine (DA), and 5-HTP is converted to serotonin (5-HT), and, in the brain, the amino acid hydroxylation is the initial and apparently rate-limiting step in the synthesis of these neurotransmitters. Therefore, these enzymes play pivotal roles in several neurochemical biosynthetic pathways, and a clearer understanding of their structure and function is essential.

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References

  1. Kaufman, S., and Fisher, D. B., 1974, Molecular Mechanisms of Oxygen Activation (O. Hayaishi, ed.), Academic Press, New York, pp. 285–369.

    Google Scholar 

  2. Kaufman, S., 1974, Aromatic Amino Acids in the Brain (G. E. W. Wolstenholm and D. W. Fitzsimons, eds.), Elsevier, New York, pp. 85–108.

    Google Scholar 

  3. Mandell, A. J., 1978, Annu. Rev. Pharmacol. Toxicol. 18:461–493.

    Article  PubMed  CAS  Google Scholar 

  4. Lovenberg, W., and Victor, S. J., 1974, Life Sci. 14:2337–2353.

    Article  PubMed  CAS  Google Scholar 

  5. Hamon, M., Bourgoin, S., Artaud, F., and Nelson, D., 1981, Adv. Exp. Med. Biol. 133:231–251.

    Article  PubMed  CAS  Google Scholar 

  6. Joh, T. H., Kapit, R., and Goldstein, M., 1969, Biochim. Biophys. Acta 171:378–380.

    Article  PubMed  CAS  Google Scholar 

  7. Musacchio, J. M., McQueen, C. A., and Craviso, G. L., 1973, New Concepts in Neurotransmitter Regulation (A. J. Mandell, ed.), Plenum Press, New York, pp. 69–88.

    Chapter  Google Scholar 

  8. Shiman, R., Akino, M., and Kaufman, S., 1971, J. Biol. Chem. 246:1330–1340.

    PubMed  CAS  Google Scholar 

  9. Fisher, D. B., and Kaufman, S., 1972, J. Neurochem. 19:1359–1365.

    Article  PubMed  CAS  Google Scholar 

  10. Shiman, R., and Kaufman, S., 1970, Methods Enzymol. 17A:609–615.

    Article  Google Scholar 

  11. Taylor, R. J., Stubbs, C. S., and Ellenbrogan, L., 1969, Biochem. Pharmacol. 18:587–594.

    Article  PubMed  CAS  Google Scholar 

  12. Poillon, W. N., 1973, J. Neurochem. 21:729–741.

    Article  PubMed  CAS  Google Scholar 

  13. Petrack, P., Sheppy, F., Fetzer, V., Manning, T., Chertock, H., and Ma, D., 1972, J. Biol. Chem. 247:4872–4878.

    PubMed  CAS  Google Scholar 

  14. Hoeldtke, R., and Kaufman, S., 1977, J. Biol. Chem. 252:3160–3169.

    PubMed  CAS  Google Scholar 

  15. Musacchio, J. M., Würzburger, R. J., and D’Angelo, G. L., 1971, Mol. Pharmacol. 7:136–146.

    PubMed  CAS  Google Scholar 

  16. Kuczenski, R., 1973, J. Biol. Chem. 248:2261–2265.

    PubMed  CAS  Google Scholar 

  17. Edelman, A. M., Raese, J. D., Lazar, M. A., and Barchas, J. D., 1981, J. Pharmacol. Exp. Ther. 216:647–653.

    PubMed  CAS  Google Scholar 

  18. Kuczenski, R., 1973, J. Biol. Chem. 248:5074–5080.

    PubMed  CAS  Google Scholar 

  19. Markey, K. A., Kondo, S., Shenkman, L., and Goldstein, M., 1980, Mol. Pharmacol. 17:79–85.

    PubMed  CAS  Google Scholar 

  20. Joh, T. H., and Reis, D. J., 1975, Brain Res. 85:146–151.

    Article  PubMed  CAS  Google Scholar 

  21. Yamauchi, T., and Fujisawa, H., 1979, J. Biol. Chem. 254:503–507.

    PubMed  CAS  Google Scholar 

  22. Raese, J. D., Edelman, A. M., Makk, G., Bruckwick, E. A., Lovenberg, W., and Barchas, J. D., 1979, Commun. Psychopharmacol. 3:295–301.

    PubMed  CAS  Google Scholar 

  23. Edelman, A. M., Raese, J. D., Lazar, M. A., and Barchas, J. D., 1978, Commun. Psychro-pharmacol. 2:461–465.

    CAS  Google Scholar 

  24. Joh, T. H., Park, D. H., and Reis, D. J., 1978, Proc. Natl. Acad. Sei. U.S.A. 75:4744–4748.

    Article  CAS  Google Scholar 

  25. Vulliet, P. R., Langan, T. A., and Weiner, N., 1980, Proc. Natl. Acad. Sei. U.S.A. 77:92–96.

    Article  CAS  Google Scholar 

  26. Lovenberg, W., Bruckwick, E. A., and Hanbauer, I., 1975, Proc. Natl. Acad. Sei. U.S.A. 72:2955–2958.

    Article  CAS  Google Scholar 

  27. Harris, J. E., Baldessarini, R. J., Morgenroth, V. H., and Roth, R. H., 1975, Proc. Natl. Acad. Sei. U.S.A. 72:789–793.

    Article  CAS  Google Scholar 

  28. Morgenroth, V. H., Hegstrand, L. R., Roth, R. H., and Greengard, P., 1975, J. Biol. Chem. 250:1946–1948.

    PubMed  CAS  Google Scholar 

  29. Chalfie, M., Settipani, L., and Perlman, R. L., 1979, Mol. Pharmacol. 15:263–270.

    PubMed  CAS  Google Scholar 

  30. Simon, J. R., Hegstrand, L. R., and Roth, R. H., 1978, Life Sei. 22:421–428.

    Article  CAS  Google Scholar 

  31. Drummond, G. S., Symchowicz, E., Goldstein, M., and Shenkman, L., 1978, J. Neural. Transm. 42:139–144.

    Article  PubMed  CAS  Google Scholar 

  32. Ames, M. M., Lerner, P., and Lovenberg, W., 1978, J. Biol. Chem. 253:27–31.

    PubMed  CAS  Google Scholar 

  33. Goldstein, M., Bronaugh, R. L., Ebstein, B., and Roberge, C., 1976, Brain Res. 109:563–574.

    Article  PubMed  CAS  Google Scholar 

  34. Simon, J. R., and Roth, R. H., 1979, Mol. Pharmacol. 16:224–233.

    PubMed  CAS  Google Scholar 

  35. Vrana, K. E., Allhiser, C. L., and Roskoski, R., 1981, J. Neurochem. 36:92–100.

    Article  PubMed  CAS  Google Scholar 

  36. Lazar, M. A., Truscott, R. J. W., Raese, J. D., and Barchas, J. D., 1981, J. Neurochem. 36:677–682.

    Article  PubMed  CAS  Google Scholar 

  37. Lloyd, T., and Kaufman, S., 1975, Biochem. Biophys. Res. Commun. 66:907–913.

    Article  PubMed  CAS  Google Scholar 

  38. Letendre, C. H., MacDonnell, P. C, and Guroff, G., 1977, Biochem. Biophys. Res. Commun. 74:891–897.

    Article  PubMed  CAS  Google Scholar 

  39. Letendre, C. H., MacDonnell, P. C, and Guroff, G., 1977, Biochem. Biophys. Res. Commun. 76:615–617.

    Article  CAS  Google Scholar 

  40. Yamauchi, T., and Fujisawa, H., 1978, Biochem. Biophys. Res. Commun. 82:514–517.

    Article  PubMed  CAS  Google Scholar 

  41. Yamauchi, T., and Fujisawa, H., 1979, J. Biol. Chem. 254:6408–6413.

    PubMed  CAS  Google Scholar 

  42. Andrews, D. N., and Weiner, N., 1979, Proc. West. Pharmacol. Soc. 22:163–167.

    PubMed  CAS  Google Scholar 

  43. Yamauchi, T., and Fujisawa, H., 1980, Biochem. Int. 1:98–104.

    CAS  Google Scholar 

  44. Yamauchi, T., Nakata, H., and Fujisawa, H., 1981, J. Biol. Chem. 256:5404–5409.

    PubMed  CAS  Google Scholar 

  45. Parniak, M., Hasegawa, H., Wilgus, H., and Kaufman, S., 1981, Biochem. Biophys. Res. Commun. 99:707–714.

    Article  PubMed  CAS  Google Scholar 

  46. Pradhan, S., Alphs, L., and Lovenberg, W., 1981, Neuropharmacology 20:149–154.

    Article  PubMed  CAS  Google Scholar 

  47. Hegstrand, L. R., Simon, J. R., and Roth, R. H., 1979, Biochem. Pharmacol. 28:519–523.

    Article  PubMed  CAS  Google Scholar 

  48. Acheson, A. L., Kapatos, G., and Zigmond, M. J., 1981, Life Sci. 28:1407–1420.

    Article  PubMed  CAS  Google Scholar 

  49. Bakhit, C., and Gibb, J. W., 1979, Life Sci. 25:1389–1396.

    Article  PubMed  CAS  Google Scholar 

  50. Lovenberg, W., Ames, M. M., and Lerner, P., 1978, Psychopharmacology: A Generation of Progress (M. A. Lipton, A. DiMascio, and K. F. Killam, eds.), Raven Press, New York, pp. 247–259.

    Google Scholar 

  51. Bustos, G., and Roth, R. H., 1979, Biochem. Pharmacol. 28:3026–3028.

    Article  PubMed  CAS  Google Scholar 

  52. Bustos, G., and Roth, R. H., 1979, Biochem. Pharmacol. 28:1923–1931.

    Article  PubMed  CAS  Google Scholar 

  53. Bustos, G., Simon, J., and Roth, R. H., 1980, J. Neurochem. 35:47–57.

    Article  PubMed  CAS  Google Scholar 

  54. Kuczenski, R., 1981, J. Neurochem. 37:681–686.

    Article  PubMed  CAS  Google Scholar 

  55. Roth, R. H., Morgenroth, V. H., and Salzman, P. M., 1975, Naunyn Schmiedebergs Arch Pharmacol. 289:327–343.

    Article  PubMed  CAS  Google Scholar 

  56. Weiner, N., Lee, F. L., Dryer, E., and Barnes, E., 1978, Life Sci. 22:1197–1216.

    Article  PubMed  CAS  Google Scholar 

  57. Nathanson, J. A., 1977, Physiol. Rev. 57:157–257.

    PubMed  CAS  Google Scholar 

  58. Erny, R. E., Berezo, M. W., and Perlman, R. L., 1981, J. Biol. Chem. 256:1335–1339.

    PubMed  CAS  Google Scholar 

  59. Masserano, J. M., and Weiner, N., 1979, Mol. Pharmacol. 16:513–528.

    PubMed  CAS  Google Scholar 

  60. Lovenberg, W., and Bruchwick, E., 1977, Structure and Function of Monoamine Enzymes (E. Usdin, N. Weiner, and M. Youdim, eds.), Marcel Dekker, New York, pp. 43–58.

    Google Scholar 

  61. Kuhn, D. M., 1981 Function and Regulation of Monoamine Enzymes: Basic and Clinical Aspects (E. Uskin, N. Weiner, and M. Youdim, eds.), Macmillan, London, New York, pp. 187–194.

    Google Scholar 

  62. Friedman, P. A., Kappelman, A. H., and Kaufman, S., 1972, J. Biol. Chem. 247:4165–4173.

    PubMed  CAS  Google Scholar 

  63. Kuhn, D. M., Meyer, M. A., and Lovenberg, W., 1980, Arch. Biochem. Biophys. 199:355–361.

    Article  PubMed  CAS  Google Scholar 

  64. Kuhn, D. M., Ruskin, B., and Lovenberg, W., 1980, J. Biol. Chem. 255:4137–4143.

    PubMed  CAS  Google Scholar 

  65. Jequier, E., Robinson, D. S., Lovenberg, W., and Sjoerdsma, A., 1969, Biochem. Pharmacol. 18:1071–1081.

    Article  PubMed  CAS  Google Scholar 

  66. Hamon, M., and Glowinski, J., 1974, Life Sci. 15:1533–1548.

    Article  PubMed  CAS  Google Scholar 

  67. Macon, J. R., Sokoloff, L., and Glowinski, J., 1972, J. Neurochem. 18:323–331.

    Article  Google Scholar 

  68. Hamon, M., Bourgoin, S., and Glowinski, J., 1973, J. Neurochem. 20:1727–1745.

    Article  PubMed  CAS  Google Scholar 

  69. Hamon, M., Bourgoin, S., Hery, F., and Glowinski, J., 1977, Biochemistry and Function of Monoamine Enzymes (N. Weiner, M. Youdim, and E. Usdin, eds.), Marcel Dekker, New York, pp. 59–90.

    Google Scholar 

  70. Hamon, M., Bourgoin, S., Artaud, F., and Glowinski, J., 1979, J. Neurochem. 33:1031–1042.

    Article  PubMed  CAS  Google Scholar 

  71. Elks, M. L., Youngblood, W. W., and Kizer, J. S., 1979, Brain Res. 172:471–486.

    Article  PubMed  CAS  Google Scholar 

  72. Boadle-Biber, M. C., 1978, Biochem. Pharmacol. 27:1069–1079.

    Article  PubMed  CAS  Google Scholar 

  73. Boadle-Biber, M. C., 1979, Biochem. Pharmacol. 28:2129–2138.

    Article  PubMed  CAS  Google Scholar 

  74. Elks, M. L., Youngblood, W. W., and Kizer, J. S., 1979, Brain Res. 172:461–469.

    Article  PubMed  CAS  Google Scholar 

  75. Wurtman, R. J., and Fernstrom, J. D., 1976, Biochem. Pharmacol. 25:1691–1696.

    Article  PubMed  CAS  Google Scholar 

  76. Fernstrom, J. D., and Wurtman, R. J., 1971, Science 173:149–151.

    Article  PubMed  CAS  Google Scholar 

  77. Youdim, M. B. H., Green, A. R., Bloomfield, M. R., Mitchell, B. D., Heal, D. J., and Grahame-Smith, D. G., 1980, Neuropharmacology 19:259–267.

    Article  PubMed  CAS  Google Scholar 

  78. Kuhn, D. M., Rosenberg, R. C., and Lovenberg, W., 1979, J. Neurochem. 33:15–21.

    Article  PubMed  CAS  Google Scholar 

  79. Tong, J. H., and Kaufman, S., 1975, J. Biol. Chem. 250:4152–4158.

    PubMed  CAS  Google Scholar 

  80. Hamon, M., Bourgoin, S., Hery, F., and Glowinski, J., 1978, Mol. Pharmacol. 14:99–110.

    PubMed  CAS  Google Scholar 

  81. Kuhn, D. M., Vogel, R. L., and Lovenberg, W., 1978, Biochem. Biophys. Res. Commun. 82:759–766.

    Article  PubMed  CAS  Google Scholar 

  82. Lysz, T. W., and Sze, R. P., 1978, J. Neurosci. Res. 3:411–418.

    Article  PubMed  CAS  Google Scholar 

  83. Boadle-Biber, M. C., 1980, Biochem. Pharmacol. 29:669–672.

    Article  PubMed  CAS  Google Scholar 

  84. Yamauchi, T., and Fujisawa, H., 1979, Arch. Biochem. Biophys. 198:219–226.

    Article  PubMed  CAS  Google Scholar 

  85. Yamauchi, T., and Fujisawa, H., 1979, Biochem. Biophys. Res. Commun. 90:28–35.

    Article  PubMed  CAS  Google Scholar 

  86. Kuhn, D. M., O’Callaghan, J. P., Juskevich, J., and Lovenberg, W., 1980, Proc. Natl. Acad. Sci. U.S.A. 77:4688–4691.

    Article  PubMed  CAS  Google Scholar 

  87. Vitto, A., and Mandell, A. J., 1981, J. Neurochem. 37:601–607.

    Article  PubMed  CAS  Google Scholar 

  88. Levin, E. Y., and Kaufman, S., 1961, J. Biol. Chem. 236:2043–2049.

    PubMed  CAS  Google Scholar 

  89. Friedman, S., and Kaufman, S., 1965, J. Biol. Chem. 240:552–554.

    Google Scholar 

  90. Friedan, S., and Kaufman, S., 1965, Biochem. J. 240:4763–4773.

    Google Scholar 

  91. Foloes, A., Febbrey, P. L., Preston, B. N., and Austin, L., 1972, Biochem. J. 126:1209–1217.

    Google Scholar 

  92. Ljones, I., Skotland, T., and Flatmark, T., 1976, Eur. J. Biochem. 61:525–533.

    Article  PubMed  CAS  Google Scholar 

  93. Walker, G. A., Kon, H., and Lovenberg, W., 1977, Biochim. Biophys. Acta 482:309–322.

    Article  PubMed  CAS  Google Scholar 

  94. Wallace, E. F., Krantz, M. S., and Lovenberg, W., 1973, Proc. Natl. Acad. Sci. U.S.A. 70:2253–2255.

    Article  PubMed  CAS  Google Scholar 

  95. Craine, J. E., Daniels, G. H., and Kaufman, S., 1973, J. Biol. Chem. 248:7823–7844.

    Google Scholar 

  96. Rosenberg, R. C., and Lovenberg, W., 1977, Mol. Pharmocol. 13:652–661.

    CAS  Google Scholar 

  97. Rosenberg, R. C., and Lovenberg, W., 1980, Essays Neurochem. Neuropharmacol. 4:163–209.

    PubMed  CAS  Google Scholar 

  98. Helle, K. B., Serck-Hanson, G., and Bock, E., 1978, Biochim. Biophys. Acta 533:396–407.

    Article  PubMed  CAS  Google Scholar 

  99. Skotland, T., and Flatmark, T., 1979, J. Neurochem. 32:1861–1863.

    Article  PubMed  CAS  Google Scholar 

  100. Wallace, E. F., and Lovenberg, W., 1974, Proc. Natl. Acad. Sci. U.S.A. 71:3217–3220.

    Article  PubMed  CAS  Google Scholar 

  101. Skotland, T., and Ljones, T., 1979, Eur. J. Biochem. 94:145–151.

    Article  PubMed  CAS  Google Scholar 

  102. Skotland, T., Petersson, L., Backstrom, D., Ljones, T., Flatmark, T., and Ehrenberg, A., 1980, Eur. J. Biochem. 103:5–11.

    Article  PubMed  CAS  Google Scholar 

  103. Blumberg, W. E., Goldstein, M., Luber, E., and Peisach, J., 1965, Biochim. Biophys. Acta 99:187–190.

    Article  PubMed  CAS  Google Scholar 

  104. Goldstein, M., Soh, T. H., and Garvey, T. G., 1968, Biochemistry 7:2724–2730.

    Article  PubMed  CAS  Google Scholar 

  105. Rosenberg, R. C., Gimbel, J. M., and Lovenberg, W., 1980, Biochim. Biophys. Acta 613:62–72.

    Article  PubMed  CAS  Google Scholar 

  106. Skotland, T., and Ljones, T., 1980, Biochim. Biophys. Acta 630:30–35.

    Article  PubMed  CAS  Google Scholar 

  107. DiLiberto, E. J., and Allen, P. L., 1981, J. Biol. Chem. 256:3385–5593.

    PubMed  CAS  Google Scholar 

  108. Klinman, J. P., Humphries, H., and Voet, J. G., 1980, J. Biol. Chem. 255:11648–11651.

    PubMed  CAS  Google Scholar 

  109. May, S. H., Phillips, R. S., Mueller, P. W., and Herman, H. H., 1981, J. Biol. Chem. 256:2258–2261.

    PubMed  CAS  Google Scholar 

  110. Baldoni, J. M., and Villafranca, S. S., 1980, J. Biol. Chem. 255:8987–8990.

    PubMed  CAS  Google Scholar 

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Kuhn, D.M., Lovenberg, W. (1983). Hydroxylases. In: Lajtha, A. (eds) Handbook of Neurochemistry. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1881-9_6

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