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Biochemistry (Moscow)

, Volume 73, Issue 13, pp 1511–1518 | Cite as

D-Amino acid oxidase: Physiological role and applications

  • S. V. Khoronenkova
  • V. I. TishkovEmail author
Review

Abstract

D-Amino acids play a key role in regulation of many processes in living cells. FAD-dependent D-amino acid oxidase (DAAO) is one of the most important enzymes responsible for maintenance proper level of D-amino acids. The most interesting and important data for regulation of the nervous system, hormone secretion, and other processes by D-amino acids as well as development of different diseases under changed DAAO activity are presented. The mechanism of regulation is complex and multi-parametric because the same enzyme simultaneously influences the level of different D-amino acids, which can result in opposing effects. Use of DAAO for diagnostic and therapeutic purposes is also considered.

Key words

D-amino acid oxidase physiological role practical application 

Abbreviations

7-ACA

7-aminocephalosporanic acid

DAAO

D-amino acid oxidase

NMDA

N-methyl-D-aspartate

MTOB

4-methylthio-2-oxobutyrate

pkDAAO, TvDAAO, and RgDAAO

D-amino acid oxidases from porcine kidney, Trigonopsis variabilis, and Rhodotorula gracilis, respectively.

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References

  1. 1.
    Krebs, H. A. (1935) Biochem. J., 29, 1620–1644.PubMedGoogle Scholar
  2. 2.
    Pilone, M. S. (2000) Cell. Mol. Life Sci., 57, 1732–1747.PubMedCrossRefGoogle Scholar
  3. 3.
    Tishkov, V. I., and Khoronenkova, S. V. (2005) Biochemistry (Moscow), 70, 40–54.Google Scholar
  4. 4.
    Pollegioni, L., Molla, G., Sacchi, S., Rosini, E., Verga, R., and Pilone, M. S. (2008) Appl. Microbiol. Biotechnol., 78, 1–16.PubMedCrossRefGoogle Scholar
  5. 5.
    La Rue, T. A., and Spencer, J. F. T. (1967) Can. J. Microbiol., 13, 777–788.CrossRefGoogle Scholar
  6. 6.
    Maekawa, M., Watanabe, M., Yamaguchi, S., Konno, R., and Hori, Y. (2005) Neurosci. Res., 53, 34–38.PubMedCrossRefGoogle Scholar
  7. 7.
    Schumacher, J., Abon Jamra, R., Freudenberg, J., Becker, T., Ohlraun, S., Otte, A. C. J., Tullius, M., Kovalenko, S., van den Bogaert, A., Maier, W., Rietschel, M., Propping, P., Nothen, M. M., and Cichon, S. (2004) Mol. Psychiatry, 9, 203–207.PubMedCrossRefGoogle Scholar
  8. 8.
    Chumakov, I., Blumenfeld, M., Guerassimenko, O., Cavarec, L., Palicio, M., Abderrahim, H., Bougueleret, L., Barry, C., Tanaka, H., la Rosa, P., Puech, A., Tahri, N., Cohen-Akenine, A., Delabrosse, S., Lissarrague, S., Picard, F.-P., Maurice, K., Essioux, L., Millasseau, P., Grel, P., Debailleul, V., Simon, A.-M., Caterina, D., Dufaure, I., Malekzadeh, K., Belova, M., Luan, J.-J., Bouillot, M., Sambucy, J.-L., Primas, G., Saumier, M., Boubkiri, N., Martin-Saumier, S., Nasroune, M., Peixoto, H., Meguenni, S., Aurich-Costa, J., Cherif, D., Gimalac, A., van Duijn, C., Gauvreau, D., Ouellette, G., Fortier, I., Raelson, J., Sherbatich, T., Riazanskaia, N., Rogaev, E., Raeymaekers, P., Aerssens, J., Konings, F., Luyten, W., Macciardi, F., Sham, P. C., Straub, R. E., Weinberger, D. R., Cohen, N., and Cohen, D. (2002) Proc. Natl. Acad. Sci. USA, 99, 13675–13680.PubMedCrossRefGoogle Scholar
  9. 9.
    Owen, M. J., Craddock, N., and O’Donovan, M. C. (2005) Trends Genet., 21, 518–525.PubMedCrossRefGoogle Scholar
  10. 10.
    Korostishevsky, M., Kaganovich, M., Cholostoy, A., Ashkenazi, M., Ratner, Y., Dahary, D., Bening-Abu-Shach, U., Ben Asher, E., Lancet, D., Ritsner, M., and Navon, R. (2004) Biol. Psychiatry, 56, 169–176.PubMedCrossRefGoogle Scholar
  11. 11.
    Nishikawa, T. (2005) Biol. Pharm. Bull., 28, 1561–1565.PubMedCrossRefGoogle Scholar
  12. 12.
    Cloninger, C. R. (2002) Proc. Natl. Acad. Sci. USA, 99, 13365–13367.PubMedCrossRefGoogle Scholar
  13. 13.
    Harrison, P. J., and Owen, M. J. (2003) Lancet, 361, 417–419.PubMedCrossRefGoogle Scholar
  14. 14.
    Hashimoto, A., Yoshikawa, M., Andoh, H., Yano, H., Matsumoto, H., Kawaguchi, M., Oka, T., and Kobayashi, H. (2007) Eur. J. Pharmacol., 555, 17–22.PubMedCrossRefGoogle Scholar
  15. 15.
    Corvin, A., Donohoe, G., McGhee, K., Murphy, K., Kenny, N., Schwaiger, S., Nangle, J. M., Morris, D., and Gill, M. (2007) Neurosci. Lett., 426, 97–100.PubMedCrossRefGoogle Scholar
  16. 16.
    MacDonald, A. W., and Chafee, M. V. (2006) Dev. Psychopathol., 18, 853–876.PubMedGoogle Scholar
  17. 17.
    Collingridge, G. (1987) Nature, 330, 604–605.PubMedCrossRefGoogle Scholar
  18. 18.
    Meldrum, B. S., Akbar, M. T., and Chapman, A. G. (1999) Epilepsy Res., 36, 189–204.PubMedCrossRefGoogle Scholar
  19. 19.
    Chung, S., Jung, J., Chung, H. Y., Yoo, H. K., Kim, C. Y., Joo, Y. H., Choi, S. E., and Hong, J. P. (2007) Psychiatr. Genet., 17, 313–319.PubMedCrossRefGoogle Scholar
  20. 20.
    Vilella, E., Costas, J., Sanjuan, J., Guitart, M., de Diego, Y., Carracedo, A., Martorell, L., Valero, J., Labad, A., de Frutos, R., Najera, C., Molto, M. D., Toirac, I., Guillamat, R., Brunet, A., Valles, V., Perez, L., Leon, M., de Fonseca, F. R., Phillips, C., and Torres, M. (2008) J. Psychiatr. Res., 42, 278–288.PubMedCrossRefGoogle Scholar
  21. 21.
    Man, E. H., Fisher, G. H., Payan, I. L., Cadilla-Perezrios, R., Garcia, N. M., Chemburkar, R., Arends, G., and Frey, W. H. (1987) J. Neurochem., 48, 510–515.PubMedCrossRefGoogle Scholar
  22. 22.
    Poinar, H. N., Hoss, M., Bada, J. L., and Paabo, S. (1999) Science, 272, 864–866.CrossRefGoogle Scholar
  23. 23.
    Dunlop, D. S., Neidle, A., McHale, D., Dunlop, D. M., and Lajtha, A. (1986) Biochem. Biophys. Res. Commun., 141, 27–32.PubMedCrossRefGoogle Scholar
  24. 24.
    Furuchi, T., and Homma, H. (2005) Biol. Pharm. Bull., 28, 1566–1570.PubMedCrossRefGoogle Scholar
  25. 25.
    Takigawa, Y., Homma, H., Lee, J.-A., Fukushima, T., Santa, T., Iwatsubo, T., and Imai, K. (1998) Biochem. Biophys. Res. Commun., 248, 641–647.PubMedCrossRefGoogle Scholar
  26. 26.
    D’Aniello, G., Tolino, A., D’Aniello, A., Errico, F., Fisher, G. H., and di Fiore, M. M. (2000) Endocrinology, 141, 3862–3870.PubMedCrossRefGoogle Scholar
  27. 27.
    D’Aniello, A., di Cosmo, A., di Cristo, C., Annunziato, L., Petrucelli, L., and Fisher, G. (1996) Life Sci., 59, 97–104.PubMedCrossRefGoogle Scholar
  28. 28.
    D’Aniello, A., di Fiore, M. M., Fisher, G. H., Milone, A., Seleni, A., D’Aniello, S., Perna, A. F., and Ingrosso, D. (2000) FASEB J., 14, 699–714.PubMedGoogle Scholar
  29. 29.
    Helfman, P. M., and Bada, J. L. (1975) Proc. Natl. Acad. Sci. USA, 72, 2891–2894.PubMedCrossRefGoogle Scholar
  30. 30.
    Man, E. H., Sandhouse, M., Burg, J., and Fisher, G. H. (1983) Science, 220, 1407–1408.PubMedCrossRefGoogle Scholar
  31. 31.
    Ohtani, S., Matsushima, Y., Ohira, H., and Watanabe, A. (1995) Growth Dev. Aging, 59, 55–61.PubMedGoogle Scholar
  32. 32.
    Fisher, G., Lopez, S., Peterson, K., Goff, T., Philip, I., Gaviria, R., Lorenzo, N., and Tsesarskaia, M. (2007) Amino Acids, 32, 27–30.PubMedCrossRefGoogle Scholar
  33. 33.
    Wang, Y. X., Zhou, T., and Pang, C. C. (1991) Eur. J. Pharmacol., 200, 77–81.PubMedCrossRefGoogle Scholar
  34. 34.
    Wang, Y. X., Poon, C. I., and Pang, C. C. (1993) J. Pharmacol. Exp. Ther., 265, 112–119.PubMedGoogle Scholar
  35. 35.
    Wang, Q., Cwik, M., Wright, C. J., Cunningham, F., and Pelligrino, D. A. (1999) J. Pharmacol. Exp. Ther., 288, 270–273.PubMedGoogle Scholar
  36. 36.
    Kuznetsova, T. Yu., Gavrilov, D. V., Dudanov, I. P., Makarevich, P. I., Balatskii, A. V., Samokhodskaya, L. M., and Parfenova, E. B. (2008) Kardiologiya, 48, 27–33.PubMedGoogle Scholar
  37. 37.
    Xin, Y. F., Zhou, X. J., Cheng, X., and Wang, Y. X. (2005) J. Pharmacol. Exp. Ther., 312, 1090–1096.PubMedCrossRefGoogle Scholar
  38. 38.
    Abe, H., Yoshikawa, N., Sarower, M. G., and Okada, S. (2005) Biol. Pharm. Bull., 28, 1571–1577.PubMedCrossRefGoogle Scholar
  39. 39.
    Fisher, G. H., D’Aniello, A., Vetere, A., Padula, L., Cusano, G. P., and Man, E. H. (1991) Brain Res. Bull., 26, 983–985.PubMedCrossRefGoogle Scholar
  40. 40.
    Fisher, G., Lorenzo, N., Abe, H., Fujita, E., Frey, W. H., Emory, C., Fiore, M. M. D., and D’Aniello, A. (1998) Amino Acids, 15, 263–269.PubMedCrossRefGoogle Scholar
  41. 41.
    Hamase, K., Konno, R., Morikawa, A., and Zaitsu, K. (2005) Biol. Pharm. Bull., 28, 1578–1584.PubMedCrossRefGoogle Scholar
  42. 42.
    Pernot, P., Mothet, J. P., Schuvailo, O., Soldatkin, A., Pollegioni, L., Pilone, M., Adeline, M. T., Cespuglio, R., and Marinesco, S. (2008) Anal. Chem., 80, 1589–1597.PubMedCrossRefGoogle Scholar
  43. 43.
    Kampel, D., Kupferschmidt, R., and Lubec, G. (1990) in Amino Acids: Chemistry, Biology and Medicine, Escom, Leiden, pp. 1164–1171.Google Scholar
  44. 44.
    Schieber, A., Bruckner, H., Rupp-Classen, M., Specht, W., Nowitzki-Grimm, S., and Classen, H.-G. (1997) J. Chromatogr. B, 691, l–12.Google Scholar
  45. 45.
    Hamase, K., Takagi, S., Morikawa, A., Konno, R., Niwa, A., and Zaitsu, K. (2006) Anal. Bioanal. Chem., 386, 705–711.PubMedCrossRefGoogle Scholar
  46. 46.
    Tishkov, V. I., Savin, S. S., and Khoronenkova, S. V. (2008) Russ. Chem. Bull., 57, 1014–1022.CrossRefGoogle Scholar
  47. 47.
    Savin, S. S., Chernyshov, I. V., Tishkov, V. I., and Khoronenkova, S. V. (2006) Bull. Moscow University, Ser. 2. Chemistry, 47, 25–30.Google Scholar
  48. 48.
    Khoronenkova, S. V., Savina, L. I., and Tishkov, V. I. RF Patent application No. 2007127821/13, decision of 27.10.2008.Google Scholar
  49. 49.
    Friedman, M. (1999) J. Agric. Food Chem., 47, 3457–3479.PubMedCrossRefGoogle Scholar
  50. 50.
    Wcislo, M., Compagnone, D., and Trojanowicz, M. (2007) Bioelectrochemistry, 71, 91–98.PubMedCrossRefGoogle Scholar
  51. 51.
    Watari, H., Isomoto, A., Oda, H., and Kuroda, M. (1968) Biochim. Biophys. Acta, 167, 184–186.PubMedGoogle Scholar
  52. 52.
    Cohen, H. J. (1973) Anal. Biochem., 53, 208–222.PubMedCrossRefGoogle Scholar
  53. 53.
    Feinstein, R. N., and Lindahl, R. (1973) Anal. Biochem., 56, 353–360.PubMedCrossRefGoogle Scholar
  54. 54.
    Taylor, D. W., and Nieman, T. A. (1986) J. Chromatogr., 368, 95–102.PubMedCrossRefGoogle Scholar
  55. 55.
    Kitzler, J. W., and Fridovich, I. (1988) Anal. Biochem., 174, 613–617.PubMedCrossRefGoogle Scholar
  56. 56.
    Nagata, Y., Shimojo, T., and Akino, T. (1988) Int. J. Biochem., 20, 1235–1238.PubMedCrossRefGoogle Scholar
  57. 57.
    Gossrau, R., van Noorden, C. J., and Frederiks, W. M. (1989) Histochemistry, 92, 349–353.PubMedCrossRefGoogle Scholar
  58. 58.
    Frederiks, W. M., Patel, H. R., Marx, F., Gossrau, R., Kooij, A., and van Noorden, C. J. (1990) Acta Histochem., Suppl., 40, 95–100.Google Scholar
  59. 59.
    Konno, R. (1998) Biol. Proced. Online, 1, 27–31.PubMedCrossRefGoogle Scholar
  60. 60.
    Hamase, K., Nagayasu, R., Morikawa, A., Konno, R., and Zaitsu, K. (2006) J. Chromatogr. A, 1106, 159–164.PubMedCrossRefGoogle Scholar
  61. 61.
    Khoronenkova, S. V., and Tishkov, V. I. (2008) Anal. Biochem., 374, 405–410.PubMedCrossRefGoogle Scholar
  62. 62.
    Bruckner, H., and Hausch, M. (1993) J. Chromatogr., 614, 7–17.PubMedCrossRefGoogle Scholar
  63. 63.
    Kumashiro, S., Hashimoto, A., and Nishikawa, T. (1995) Brain Res., 681, 117–125.PubMedCrossRefGoogle Scholar
  64. 64.
    Nagata, Y., Borghi, M., Fisher, G. H., and D’Aniello, A. (1995) Brain Res. Bull., 38, 181–183.PubMedCrossRefGoogle Scholar
  65. 65.
    Almond, S. L., Fradley, R. L., Armstrong, E. J., Heavens, R. B., Rutter, A. R., Newman, R. J., Chiu, C. S., Konno, R., Hutson, P. H., and Brandon, N. J. (2006) Mol. Cell Neurosci., 32, 324–334.PubMedCrossRefGoogle Scholar
  66. 66.
    Tsai, G., Yang, P., Chung, L. C., Lange, N., and Coyle, J. T. (1998) Biol. Psychiatry, 44, 1081–1089.PubMedCrossRefGoogle Scholar
  67. 67.
    Hashimoto, A., and Chiba, Y. (2004) Eur. J. Pharmachol., 495, 153–158.CrossRefGoogle Scholar
  68. 68.
    Morikawa, A., Hamase, K., Inoue, T., Konno, R., and Zaitsu, K. (2007) Amino Acids, 32, 13–20.PubMedCrossRefGoogle Scholar
  69. 69.
    Brandish, P. E., Chiu, C. S., Schneeweis, J., Brandon, N. J., Leech, C. L., Kornienko, O., Scolnick, E. M., Strulovici, B., and Zheng, W. (2006) J. Biomol. Screen., 11, 481–487.PubMedCrossRefGoogle Scholar
  70. 70.
    Adage, T., Trillat, A. C., Quattropani, A., Perrin, D., Cavarec, L., Shaw, J., Guerassimenko, O., Giachetti, C., Greco, B., Chumakov, I., Halazy, S., Roach, A., and Zaratin, P. (2008) Eur. Neuropsychopharmacol., 18, 200–214.PubMedCrossRefGoogle Scholar
  71. 71.
    Aminoff, M. J. (1994) West J. Med., 161, 303–308.PubMedGoogle Scholar
  72. 72.
    Kawazoe, T., Tsuge, H., Imagawa, T., Aki, K., Kuramitsu, S., and Fukui, K. (2007) Biochem. Biophys. Res. Commun., 355, 385–391.PubMedCrossRefGoogle Scholar
  73. 73.
    Naylor, S. L., Busby, L. L., and Klebe, R. J. (1976) Somatic Cell Genet., 2, 93–111.PubMedCrossRefGoogle Scholar
  74. 74.
    Sasamura, T., Matsuda, A., and Kokuba, Y. (1999) Arzneim-Forsch/Drug Res., 49, 541–543.Google Scholar
  75. 75.
    Sasamura, T., Matsuda, A., and Kokuba, Y. (2002) Ann. Clin. Biochem., 39, 595–598.PubMedCrossRefGoogle Scholar
  76. 76.
    Fang, J., Sawa, T., Akaike, T., and Maeda, H. (2002) Cancer Res., 62, 3138–3143.PubMedGoogle Scholar
  77. 77.
    Fang, J., Sawa, T., Akaike, T., Greish, K., and Maeda, H. (2004) Int. J. Cancer, 109, 1–8.PubMedCrossRefGoogle Scholar
  78. 78.
    Fang, J., Deng, D., Nakamura, H., Akuta, T., Qin, H., Iyer, A. K., Greish, K., and Maeda, H. (2008) Int. J. Cancer, 122, 1135–1144.PubMedCrossRefGoogle Scholar
  79. 79.
    Rodwell, W. V. (1971) Meth. Enzymol., 17B, 174–188.CrossRefGoogle Scholar
  80. 80.
    Tranchant, C., Aubourg, P., Mohr, M., Rocchiccioli, F., Zaenker, Ch., and Warter, J. M. (1993) Neurology, 43, 2044–2048.PubMedGoogle Scholar
  81. 81.
    Plecko, B., Hikel, C., Korenke, G. C., Schmitt, B., Baumgartner, M., Baumeister, F., Jakobs, C., Struys, E., Erwa, W., and Stockler-Ipsiroglu, S. (2005) Neuropediatrics, 36, 200–205.PubMedCrossRefGoogle Scholar
  82. 82.
    Maddess, M. L., Tackett, M. N., and Ley, S. V. (2008) in Progress in Drug Research, Vol. 66 (Petersen, F., and Amstutz, R., eds.) Birkhauser Verlag, Basel, pp. 15–186.Google Scholar
  83. 83.
    Berg, C. P., and Rodden, F. A. (1976) Anal. Biochem., 71, 214–222.PubMedCrossRefGoogle Scholar
  84. 84.
    Huh, J. W., Yokoigawa, K., Esaki, N., and Soda, K. (1992) J. Ferment. Bioeng., 74, 189–190.CrossRefGoogle Scholar
  85. 85.
    Buto, S., Pollegioni, L., D’Angiuro, L., and Pilone, M. S. (1994) Biotechnol. Bioeng., 44, 1288–1294.PubMedCrossRefGoogle Scholar
  86. 86.
    Findrik, Z., and Vasic-Racki, D. (2007) Biotechnol. Bioeng., 98, 956–967.PubMedCrossRefGoogle Scholar
  87. 87.
    Tan, Q., Song, Q., Zhang, Y., and Wei, D. (2007) Appl. Biochem. Biotechnol., 136, 279–289.PubMedCrossRefGoogle Scholar
  88. 88.
    Upadhya, R., Nagajyothi, S., and Bhat, S. G. (1999) Process Biochem., 35, 7–13.CrossRefGoogle Scholar
  89. 89.
    Lutz-Wahl, S., Trost, E. M., Wagner, B., Manns, A., and Fischer, L. (2006) J. Biotechnol., 124, 163–171.PubMedCrossRefGoogle Scholar
  90. 90.
    Garcia-Garcia, M., Martinez-Martinez, I., Sanchez-Ferrer, A., and Garcia-Carmona, F. (2008) Biotechnol. Prog., 24, 187–191.PubMedCrossRefGoogle Scholar
  91. 91.
    Patel, R. N. (2001) Biomol. Eng., 17, 167–182.PubMedCrossRefGoogle Scholar
  92. 92.
    Patel, R. N. (2001) Adv. Synth. Catal., 343, 6–7.CrossRefGoogle Scholar
  93. 93.
    Taylor, P. P., Pantaleone, D. P., Senkpeil, R. F., and Fotheringham, I. G. (1998) Trends Biotechnol., 16, 412–418.PubMedCrossRefGoogle Scholar
  94. 94.
    Caligiuri, A., D’Arrigo, P., Gefflaut, T., Molla, G., Pollegioni, L., Rosini, E., Rossi, C., and Servi, S. (2006) Biocatal. Biotrans., 24, 409–413.CrossRefGoogle Scholar
  95. 95.
    Caligiuri, A., D’Arrigo, P., Rosini, E., Tessaro, D., Molla, G., Servi, S., and Pollegioni, L. (2006) Adv. Synth. Catal., 348, 2183–2190.CrossRefGoogle Scholar
  96. 96.
    Sacchi, S., Rosini, E., Molla, G., Pilone, M. S., and Pollegioni, L. (2004) Protein Eng. Des. Sel., 17, 517–525.PubMedCrossRefGoogle Scholar
  97. 97.
    Sidorenko, S. V., and Tishkov, V. I. (2004) Uspekhi Biol. Khim., 44, 263–306.Google Scholar
  98. 98.
    Sonawane, V. C. (2006) Crit. Rev. Biotechnol., 26, 95–120.PubMedCrossRefGoogle Scholar
  99. 99.
    Khoronenkova, S. V., Shabalin, I. G., Polyakov, K. M., and Tishkov, V. I. (2008) Biochimie, 90, in press.Google Scholar
  100. 100.
    Mizutani, H., Miyahara, I., Hirotsu, K., Nishina, Y., Shiga, K., Setoyama, C., and Miura, R. (1996) J. Biochem., 120, 14–17.PubMedGoogle Scholar
  101. 101.
    Umhau, S., Pollegioni, L., Molla, G., Diederichs, K., Welte, W., Pilone, M. S., and Ghisla, S. (2000) Proc. Natl. Acad. Sci. USA, 97, 12463–12468.PubMedCrossRefGoogle Scholar
  102. 102.
    Kawazoe, T., Tsuge, H., Pilone, M. S., and Fukui, K. (2006) Protein Sci., 15, 2708–2717.PubMedCrossRefGoogle Scholar

Copyright information

© MAIK Nauka 2008

Authors and Affiliations

  1. 1.Chemistry FacultyLomonosov Moscow State UniversityMoscowRussia
  2. 2.Innovations and High Technologies MSU Ltd.MoscowRussia
  3. 3.Bach Institute of BiochemistryRussian Academy of SciencesMoscowRussia

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