Skip to main content
Log in

Quinone-dependent alcohol dehydrogenases and fad-dependent alcohol oxidases

  • Review
  • Published:
Biochemistry (Moscow) Aims and scope Submit manuscript

Abstract

This review considers quinone-dependent alcohol dehydrogenases and FAD-dependent alcohol oxidases, enzymes that are present in numerous methylotrophic eu- and prokaryotes and significantly differ in their primary and quaternary structure. The cofactors of the enzymes are bound to the protein polypeptide chain through ionic and hydrophobic interactions. Microorganisms containing these enzymes are described. Methods for purification of the enzymes, their physicochemical properties, and spatial structures are considered. The supposed mechanism of action and practical application of these enzymes as well as their producers are discussed.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Abbreviations

FAD:

flavin adenine dinucleotide

FMO:

FAD-dependent methanol oxidoreductase

PMS:

phenazine methosulfate

PQQ:

pyrroloquinoline quinone

QEDH:

quinoprotein ethanol dehydrogenase

QHADH:

quinohemeprotein alcohol dehydrogenase

QMDH:

quinoprotein methanol dehydrogenase

References

  1. Salisbury, S. A., Forrest, H. S., Cruse, W. B. T., and Kennard, O. (1979) Nature, 280, 843–844.

    Article  PubMed  CAS  Google Scholar 

  2. Duine, J. A., and Frank, J. (1980) Biochem. J., 187, 221–226.

    PubMed  CAS  Google Scholar 

  3. Anthony, C. (1982) The Biochemistry of Methylotrophs, Academic Press, London.

    Google Scholar 

  4. Anthony, C. (1993) in Principles and Applications of Quinoproteins (Davidson, V. L., ed.) Marcel Decker, New York, pp. 17–80.

    Google Scholar 

  5. Duine, J. A. (1999) J. Biosci. Bioeng., 88, 231–236.

    Article  PubMed  CAS  Google Scholar 

  6. Anthony, C. (2000) Subcell. Biochem., 35, 73–117.

    Article  PubMed  CAS  Google Scholar 

  7. Anthony, C. (2000) Methanol Dehydrogenase, a PQQ-Containing Quinoprotein Dehydrogenase, Kluwer Academic/Plenum Publishers, N. Y.

    Google Scholar 

  8. Anthony, C. (2001) Antioxid. Redox Signal., 3, 757–774.

    Article  PubMed  CAS  Google Scholar 

  9. Magnusson, O. Th., RoseFigura, J. M., Toyama, H., Schwarzenbacher, R., and Klinman, J. P. (2007) Biochemistry, 46, 7174–7186.

    Article  PubMed  CAS  Google Scholar 

  10. Kasahara, T., and Kato, T. (2005) Nature, 433, 10.

    Article  CAS  Google Scholar 

  11. Rucker, R., and Storms, D. (2005) Nature, 433, 10–11.

    Article  CAS  Google Scholar 

  12. Klinman, J. P., and Mu, D. (1994) Annu. Rev. Biochem., 63, 299–244.

    Article  PubMed  CAS  Google Scholar 

  13. Goodwin, P. M., and Anthony, C. (1998) Adv. Microb. Physiol., 40, 1–80.

    Article  PubMed  CAS  Google Scholar 

  14. Gorisch, H., and Rupp, M. (1989) Antonie van Leeuwenhoek, 56, 35–45.

    Article  PubMed  CAS  Google Scholar 

  15. Toyama, H., Fujii, A., Matsushita, K., Shinagawa, E., Ameyama, M., and Adachi, O. (1995) J. Bacteriol., 177, 2442–2450.

    PubMed  CAS  Google Scholar 

  16. Shimao, M., Ninomiya, K., Kuno, O., Kato, N., and Sakazawa, C. (1986) Appl. Environ. Microbiol., 51, 541–549.

    Google Scholar 

  17. Tachibana, S., Kuba, N., Kawai, F., Duine, J. A., and Yasuda, M. (2003) FEMS Microb. Lett., 218, 345–349.

    Article  CAS  Google Scholar 

  18. Anthony, C. (1986) Adv. Microb. Physiol., 27, 113–210.

    Article  PubMed  CAS  Google Scholar 

  19. Anthony, C., and Williams, P. (2003) Biochim. Biophys. Acta, 1647, 18–23.

    Article  PubMed  CAS  Google Scholar 

  20. Gomez-Manzo, S., Contreras-Zentella, M., Gonzalez-Valdez, A., Sosa-Torres, M., Arreguin-Espinoza, R., and Escamilla-Marvan, E. (2008) Int. J. Food Microbiol., 125, 71–78.

    Article  PubMed  CAS  Google Scholar 

  21. Trcaek, J., Jernejc, K., and Matsushita, K. (2007) Extremophiles, 11, 627–635.

    Article  CAS  Google Scholar 

  22. Machlin, S. M., and Hanson, R. S. (1988) J. Bacteriol., 170, 4739–4747.

    PubMed  CAS  Google Scholar 

  23. Harms, N., de Vries, G. E., Maurer, K., Hoogendijk, J., and Stouthamer, A. H. (1987) J. Bacteriol., 169, 3969–3975.

    PubMed  CAS  Google Scholar 

  24. Tanaka, Y., Yoshida, T., Watanabe, K., Izumi, Y., and Mitsunaga, T. (1997) FEMS Microbiol. Lett., 154, 397–401.

    Article  PubMed  CAS  Google Scholar 

  25. Inoue, T., Sunagava, M., Mori, A., Imai, Ch., Fukuda, M., Takagi, M., and Yano, K. (1989) J. Bacteriol., 171, 3115–3122.

    PubMed  CAS  Google Scholar 

  26. Christoserdova, L., and Lidstrom, M. E. (1997) Microbiology, 143, 1729–1736.

    Article  Google Scholar 

  27. Kirchhoff, J. R., Faehnle, C. R., Viola, R. E., and Hudson, R. A. (2006) Protein Express. Purif., 46, 316–320.

    Article  CAS  Google Scholar 

  28. Xia, Z. X., Dai, W. W., Xiong, J. P., Hao, Z. P., Davidson, V. L., White, S., and Mathews, F. S. (1992) J. Biol. Chem., 267, 22289–22297.

    PubMed  CAS  Google Scholar 

  29. White S., Boyd, G., Mathews, F. S., Xia, Z.-X., Dai, W.-W., Zhang, Y.-F., and Davidson, V. I. (1993) Biochemistry, 32, 12955–12958.

    Article  PubMed  CAS  Google Scholar 

  30. Xia, Z-x., Dai, W.-w, Zhang, Y.-f., White, S. A., Boyd, G. D., and Mathews, F. S. (1996) J. Mol. Biol., 259, 480–501.

    Article  PubMed  CAS  Google Scholar 

  31. Xia, Z.-x., He, Y.-n., Dai, W.-w., White, S. A., Boyd, G. D., and Mathews, F. S. (1999) Biochemistry, 38, 1214–1220.

    Article  PubMed  CAS  Google Scholar 

  32. Zheng, Y.-J., Xia, Z.-X., Chen, Z.-W., Mathews, F. S., and Bruice, T. C. (2001) Proc. Natl. Acad. Sci. USA, 98, 432–434.

    PubMed  CAS  Google Scholar 

  33. Ghosh, C., Anthony, K., Harlas, M. G., Goodwin, C., and Blake, C. F. (1995) Structure, 3, 177–187.

    Article  PubMed  CAS  Google Scholar 

  34. Afolabi, P. R., Mohammed, F., Amaratunga, K., Majekodunmi, O., Dales, S. L., Gill, R., Thompson, D., Cooper, J. B., Wood, S. P., Goodwin, P. M., and Anthony, C. (2001) Biochem. J., 40, 9799–9809.

    Article  CAS  Google Scholar 

  35. Williams, P. A., Coates, L., Mohammed, F., Gill, R., Erskine, P. T., Coker, A. S., Wood, P., Anthony, C., and Cooper, J. B. (2005) Acta Cryst. D, 61, 75–79.

    CAS  Google Scholar 

  36. Xia, Z.-X., Dai, W.-W., He, Y.-N., White, S. A., Mathews, F. S., and Davidson, V. L. (2003) J. Biol. Inorg. Chem., 8, 843–854.

    Article  PubMed  CAS  Google Scholar 

  37. Reddya, S. Y., Mathew, F. S., Zhengc, Y.-J., and Bruicea, T. C. (2003) J. Mol. Str., 655, 269–277.

    Article  CAS  Google Scholar 

  38. Baker, S. C., Saunders, N. F. W., Willis, A. C., Ferguson, S. J., Hajdu, J., and Fu, Io. (1997) J. Mol. Biol., 269, 440–455.

    Article  PubMed  CAS  Google Scholar 

  39. Jawad, Z., and Paol, M. (2002) Structure, 10, 447–454.

    Article  PubMed  CAS  Google Scholar 

  40. Goodwin, M. G., and Anthony, C. (1996) Biochem. J., 318, 673–679.

    PubMed  CAS  Google Scholar 

  41. Goodwin, M. G., Avezoux, A., Dales, S. L., and Anthony, C. (1996) Biochem. J., 319, 839–842.

    PubMed  CAS  Google Scholar 

  42. Zhao, Y., Wang, G., Cao, Z., Wang, Y., Cheng, H., and Zhou, H.-M. (2000) J. Protein Chem., 19, 469–473.

    Article  PubMed  CAS  Google Scholar 

  43. Idupulapati, N. B., and Mainardi, D. S. (2009) J. Mol. Struct.: THEOCHEM., 901, 72–80.

    Article  CAS  Google Scholar 

  44. Nunn, D. N., and Anthony, C. (1988) Biochem. J., 256, 673–676.

    PubMed  CAS  Google Scholar 

  45. Cox, J. M., Day, D. J., and Anthony, C. (1992) Biochim. Biophys. Acta, 1119, 97–106.

    Article  PubMed  CAS  Google Scholar 

  46. Anthony, C. (1992) Biochim. Biophys. Acta, 49, 1227–1231.

    Google Scholar 

  47. Read, J., Gill, R., Dales, S. L., Cooper, J. B., Wood, S. P., and Anthony, C. (1998) Biochem. Soc. Transact., 26, S210.

    CAS  Google Scholar 

  48. Chen, L. J., Durley, R. C. E., Mathews, F. S., and Davidson, V. L. (1994) Science, 264, 86–90.

    Article  PubMed  CAS  Google Scholar 

  49. Dales, S. L., and Anthony, C. (1995) Biochem. J., 312, 261–265.

    PubMed  CAS  Google Scholar 

  50. Harris, T. K., and Davidson, V. L. (1993) Biochemistry, 32, 14145–14150.

    Article  PubMed  CAS  Google Scholar 

  51. Nojiri, M., Hira, D., Yamaguchi, K., Okajima, T., Tanizawa, K., and Suzuki, S. (2006) Biochemistry, 45, 3481–3492.

    Article  PubMed  CAS  Google Scholar 

  52. Williams, P. A., Coates, L., Mohammed, F., Gill, R., Erskine, P. T., Ceker, A., Wood, S. P., Anthony, C., and Cooper, J. B. (2006) J. Mol. Biol., 357, 151–162.

    Article  PubMed  CAS  Google Scholar 

  53. Harris, T. K., Davidson, V. L., Chen, L., Mathews, F. S., and Xia, Z.-X. (1994) Biochemistry, 33, 12600–12608.

    Article  PubMed  CAS  Google Scholar 

  54. Markus, R. A., and Sutin, N. (1985) Biochim. Biophys. Acta, 811, 265–322.

    Article  Google Scholar 

  55. Hoenes, J., and Unkrig, V. (1996) US Patent No. 5484708.

  56. Reddy, S. Y., and Bruice, T. C. (2004) Proc. Natl. Acad. Sci. USA, 107, 15887–15892.

    Article  CAS  Google Scholar 

  57. Kay, C. W. M., Mennenga, B., Go, H., Gorisch, H., and Bittl, R. (2006) J. Am. Chem. Soc., 127, 7974–7975.

    Article  CAS  Google Scholar 

  58. Sato, A., Takagi, K., Kano, K., Kato, N., Duine, J. A., and Ikeda, T. (2001) Biochem. J., 357, 893–898.

    Article  PubMed  CAS  Google Scholar 

  59. Reddy, S. Y., and Bruice, T. C. (2003) J. Am. Chem. Soc., 125, 8141–8150.

    Article  PubMed  CAS  Google Scholar 

  60. Reddy, S. Y., Mathew, F. Z., and Bruice, T. C. (2003) J. Mol. Struct., 655, 269–277.

    Article  CAS  Google Scholar 

  61. Reddy, S. Y., and Bruice, T. C. (2004) Prot. Sci., 13, 1965–1978.

    Article  CAS  Google Scholar 

  62. Zhang, X., Reddy, S. Y., and Bruice, T. C. (2007) Proc. Natl. Acad. Sci. USA, 104, 745–749.

    Article  PubMed  CAS  Google Scholar 

  63. Li, J., Gan, J.-H., Mathews, F. S., and Xia, Z.-X. (2011) Biochem. Biophys. Res. Commun., 406, 621–626.

    Article  PubMed  CAS  Google Scholar 

  64. Matsushita, K., and Adachi, O. (1993) in Principles and Application of Quinoproteins (Davidson, V. L., ed.) Marcel Dekker Inc., N. Y., pp. 47–63.

    Google Scholar 

  65. Leopoldini, M., Russo, N., and Toscano, M. (2007) Chem. Eur. J., 13, 2109–2117.

    Article  PubMed  CAS  Google Scholar 

  66. Hothi, P., Sutcliffe, M. J., and Scrutton, N. S. (2005) Biochem. J., 388, 123–133.

    Article  PubMed  CAS  Google Scholar 

  67. Keitel, T., Diehl, A., Knaute, T., Stezowski, J. J., Hohne, W., and Gorisch, H. (2000) J. Mol. Biol., 297, 961–974.

    Article  PubMed  CAS  Google Scholar 

  68. Kay, C. W. M., Mennenga, B., Gorisch, H., and Bittl, R. (2006) J. Biol. Chem., 281, 1470–1476.

    Article  PubMed  CAS  Google Scholar 

  69. Mennenga, B., Kay, C. W. M., and Gorisch, H. (2009) Arch. Microbiol., 191, 361–367.

    Article  PubMed  CAS  Google Scholar 

  70. Chen, Z.-W., Matsushita, K., Yamashita, T., Fujii, T.-A., Toyama, H., Adachi, O., Bellamy, H. D., and Mathews, F. S. (2002) Structure, 10, 837–849.

    Article  PubMed  CAS  Google Scholar 

  71. Matsushita, K., Toyama, H., and Adachi, O. (1994) Adv. Microb. Physiol., 36, 247–301.

    Article  PubMed  CAS  Google Scholar 

  72. Yakush, T., and Matsushita, K. (2010) Appl. Microbiol. Biotechnol., 86, 1257–1265.

    Article  CAS  Google Scholar 

  73. Kanchanarach, W., Theeragool, G., Yakushi, T., Toyama, H., Adachi, O., and Matsushita, K. (2010) Appl. Microbiol. Biotechnol., 85, 741–751.

    Article  PubMed  CAS  Google Scholar 

  74. Gomez-Manzo, S. G., Solano-Peralta, A., Saucedo-Vazquez, J. P. J., Escamilla-Marvan, J. E., Kroneck, P. M. H., and Sosa-Torres, M. (2010) Biochemistry, 49, 2409–2415.

    Article  PubMed  CAS  Google Scholar 

  75. Bullen, R. A., Arnot, T. C., Lakemanc, J. B., and Walsh, F. C. (2006) 21, 2015–2045.

  76. Osman, M. H., Shah, A. A., and Walsh, F. C. (2011) Biosens. Bioelectron., 26, 3087–3102.

    Article  PubMed  CAS  Google Scholar 

  77. Suye, S.-I., Nakamura, Y., Inuta, S., Ikeda, T., and Senda, M. (1996) Biosens. Bioelectron., 11, 529–534.

    Article  PubMed  CAS  Google Scholar 

  78. Massey, V. (1994) J. Biol. Chem., 269, 22459–224621.

    PubMed  CAS  Google Scholar 

  79. Fraaije, M. W., and Mattevi, A. (2000) Trends Biochem. Sci., 25, 126–132.

    Article  PubMed  CAS  Google Scholar 

  80. Massey, V. (2000) Biochem. Soc. Trans., 28, 283–296.

    Article  PubMed  CAS  Google Scholar 

  81. Ghisla, S. (1982) in Flavins and Flavoproteins (Massey, V., and Williams, C. H., Jr., eds.) Elsevier, N. Y., pp. 133–142.

    Google Scholar 

  82. Ballou, D. P. (1984) in Flavins and Flavoproteins (Bray, R. C., Engel, P. C., and Mayhew, S. G., eds.) Academic Press, N. Y., pp. 57–118.

    Google Scholar 

  83. Dym, O., and Eisenberg, D. (2001) Prot. Sci., 10, 1712–1728.

    Article  CAS  Google Scholar 

  84. Van Berkel, W. J., Kamerbeek, N. M., and Fraaije, M. W. (2006) J. Biotechnol., 124, 670–689.

    Article  PubMed  CAS  Google Scholar 

  85. Sucharitakul, J., Prongjit, M., Haltrich, D., and Chaiyen, P. (2008) Biochemistry, 47, 8485–8490.

    Article  PubMed  CAS  Google Scholar 

  86. Cavener, D. H. (1992) J. Mol. Biol., 223, 811–814.

    Article  PubMed  CAS  Google Scholar 

  87. Janssen, F. M., Kerwin, R. M., and Ruelius, H. W. (1965) Biochem. Biophys. Res. Commun., 20, 630–636.

    Article  PubMed  CAS  Google Scholar 

  88. Janssen, F. M., and Ruelius, H. W. (1968) Biochim. Biophys. Acta, 151, 330–342.

    Article  PubMed  CAS  Google Scholar 

  89. Kerwin, R. M., and Ruelius, H. W. (1969) Appl. Microbiol., 17, 347–351.

    PubMed  CAS  Google Scholar 

  90. Ito, T., Fujimura, S., Uchino, M., Tanaka, N., Matsufuji, Y., Miyaji, T., Takano, K., Nakagawa, T., and Tomizuka, N. (2007) Yeast, 24, 523–532.

    Article  PubMed  CAS  Google Scholar 

  91. Kondo, T., Morikawa, Y., and Hayashi, N. (2008) Appl. Microbiol. Biotechnol., 77, 995–1002.

    Article  PubMed  CAS  Google Scholar 

  92. Holzmann, K., Schreiner, E., and Schwab, H. (2002) Curr. Genet., 40, 339–344.

    Article  PubMed  CAS  Google Scholar 

  93. Van den Bosch, H., Schutgens, R. B. H., Wanders, R. J. A., and Tager, J. M. (1992) Annu. Rev. Biochem., 61, 157–197.

    Article  PubMed  Google Scholar 

  94. Fukui, S., Kawamoto, S., Yasuhara, S., and Tanaka, A. (1975) Eur. J. Biochem., 59, 561–566.

    Article  PubMed  CAS  Google Scholar 

  95. Veeehuis, M., Harder, W., Johansen, W., van Dijken, J. P., and Mayer, F. (1981) Mol. Cel. Biol., 1, 949–957.

    Google Scholar 

  96. Veenhuis, M., van Dijken, J. P., and Harder, W. (1983) Adv. Microb. Physiol., 24, 1–82.

    Article  PubMed  CAS  Google Scholar 

  97. Van der Klei, I. J. (1991) PhD, in Alcohol oxidase in Hansenula polymorpha, Groningen, pp. 1–146.

  98. Veenhuis, M., Salomons, F. A., and van der Klei, I. J. (2000) Microsc. Res. Techn., 51, 584–600.

    Article  CAS  Google Scholar 

  99. Van der Klei, I. J., Yurimoto, H., Sakai, Y., and Veenhuis, M. (2006) Biochim. Biophys. Acta, 1793, 1453–1462.

    Article  CAS  Google Scholar 

  100. Ozimek, P., van Dijk, R., Latchev, K., Gancedo, C., Wang, D. Y., van der Klei, I. J., and Veenhuis, M. (2003) Mol. Biol. Cell, 14, 786–797.

    Article  PubMed  CAS  Google Scholar 

  101. Ozimek, P., Lahtchev, K., Kiel, J. A., Veenhuis, M., and van der Klei, I. J. (2004) FEMS Yeast Res., 4, 673–682.

    Article  PubMed  CAS  Google Scholar 

  102. Ozimec, P., Veenhuis, M., and van der Kley, I. J. (2005) FEMS Yeast Res., 5, 975–983.

    Article  CAS  Google Scholar 

  103. Ozimec, P. Z., Klompmaker, S. H., Visser, N., Veenhuis, M., and van der Klei, I. J. (2007) FEMS Yeast Res., 7, 1082–1092.

    Article  CAS  Google Scholar 

  104. Fujimura, S., Nakagawa, T., Ito, T., Matsufuji, Y., Miyaji, T., and Tomizuka, N. (2007) Yeast, 24, 491–498.

    Article  PubMed  CAS  Google Scholar 

  105. Boteva, R., Visser, A. J. W. G., Filippi, B., Vriend, G., Veenhuis, M., and van der Klei, I. J. (1999) Biochemistry, 38, 5034–5044.

    Article  PubMed  CAS  Google Scholar 

  106. Shleev, O. V., Shumakovich, G. K., Nikitina, O. V., Morozova, O. V., Pavlishko, G. N., Gaida, G. Z., and Gonchar, M. V. (2006) Biochemistry (Moscow), 71, 245–250.

    Article  CAS  Google Scholar 

  107. Suye, S.-I. (1997) Curr. Microbiol., 34, 374–377.

    Article  PubMed  CAS  Google Scholar 

  108. Ko, H.-S., Yokoyama, Y., Ohno, N., Okadome, M., Amachi, S., Shinoyama, H., and Fujii, T. (2005) J. Biosci. Bioeng., 99, 4348–4353.

    Google Scholar 

  109. Isobe, K., and Kawakami, Y. (2007) J. Chromatogr. A, 1144, 885–899.

    Google Scholar 

  110. Hopkins, T. R. (1985) US Patent No. 4540668.

  111. Harrison, R. G., and Nelles, L. P. (1990) US Patent No. 4956290.

  112. Gvozdev, A. R., Tukhvatullin, I. A., and Gvozdev, R. I. (2010) Biochemistry (Moscow), 2, 242–248.

    Article  CAS  Google Scholar 

  113. Gruzman, M. B., Titorenko, V. I., Ashin, V. V., Lusta, K. A., and Trotsenko, Yu. A. (1996) Biochemistry (Moscow), 61, 1537–1544.

    Google Scholar 

  114. Ashin, V. V. (2002) Structural and Functional Characteristics of Alcohol Oxidase Isoenzymes in Methylotrophic Yeast Pichia methanolica MH4: Candidate’s dissertation [in Russian], Institute of Biochemistry and Microbiology, Pushchino.

    Google Scholar 

  115. Bystrykh, L. V., Dvorakova, J., and Volfova, O. (1989) Folia Microbiol., 34, 233–237.

    Article  CAS  Google Scholar 

  116. Titorenko, V. I., Waterham, H. R., Cregg, J. M., Harder, W., and Veenhuis, M. (1993) Proc. Natl. Acad. Sci. USA, 90, 7470–7474.

    Article  PubMed  CAS  Google Scholar 

  117. Cregg, J. M., Madden, K. R., Darringer, K. J., Thill, G. P., and Stillman, C. A. (1989) Mol. Cell. Biol., 9, 1316–1323.

    PubMed  CAS  Google Scholar 

  118. Nakagawa, T., Uchimura, T., and Komagata, K. (1996) J. Ferment. Bioeng., 81, 498–503.

    Article  CAS  Google Scholar 

  119. Nakagawa, T., Mukaiyama, H., Yurimoto, H., Sakai, Y., and Kato, N. (1999) Yeast, 15, 1223–1230.

    Article  PubMed  CAS  Google Scholar 

  120. Nakagawa, T., Sakai, Y., Mukaiyama, H., Mizumura, T., Miyaji, T., Yurimoto, H., Kato, and Tomizuka, N. (2001) J. Biosci. Bioeng., 91, 225–227.

    PubMed  CAS  Google Scholar 

  121. Nakagawa, T., Mizumura, T., Mukaiyama, H., Tatsuro, M., Hiroya, Y., Nobuo, K., Yasuyoshi, S., and Noboru, T. (2002) Yeast, 19, 1067–1073.

    Article  PubMed  CAS  Google Scholar 

  122. Nakagawa, T., Inagaki, A., Ito, T., Fujimura, S., Miyaji, T., Yurimoto, H., Kato, N., Sakai, Y., and Tomizuka, N. (2006) Yeast, 23, 15–22.

    Article  PubMed  CAS  Google Scholar 

  123. Zhang, H., Loovers, H. M., Xu, Li. Q., Wang, M., Rowling, P. J. E., Itzhaki, L. S., Gong, W., Zhou, J.-M., Jones, G. W., and Perrett, S. (2009) Mol. Microbiol., 71, 702–716.

    Article  PubMed  CAS  Google Scholar 

  124. Visser, N. V., Wang, D., Stanley W. A., Groves, M. R., Wilmanns, M., Veenhuis, M., and van der Klei, I. J. (2007) Arch. Biochem. Biophys., 459, 208–213.

    Article  PubMed  CAS  Google Scholar 

  125. Vonck, J., and van Bruggen, E. J. (1992) J. Bactriol., 174, 5391–5399.

    CAS  Google Scholar 

  126. Vonck, J., and van Bruggen, E. F. J. (1990) Biochim. Biophys. Acta, 1038, 74–79.

    Article  PubMed  CAS  Google Scholar 

  127. Hopkins, T. R. (1984) US Patent No. 4430427.

  128. Sherry, B., and Abeles, R. H. (1985) Biochemistry, 24, 2594–2605.

    Article  PubMed  CAS  Google Scholar 

  129. Mincey, T., Tayrien, G., Mildvan, A. S., and Abeles, R. H. (1980) Proc. Natl. Acad. Sci. USA, 77, 7099–7101.

    Article  PubMed  CAS  Google Scholar 

  130. Bystrykh, L. V., Dijkhuizen, L., and Harder, W. (1991) J. Gen. Microbiol., 137, 2381–2386.

    PubMed  CAS  Google Scholar 

  131. Ashin, V. V., and Trotsenko, Y. A. (2000) J. Mol. Catal. B-Enzym., 10, 295–303.

    Article  CAS  Google Scholar 

  132. Ashin, V. V., and Trotsenko, Y. A. (1998) Biochemistry (Moscow), 63, 1407–1413.

    CAS  Google Scholar 

  133. Kellogg, R. M., Kruizinga, W., Bystrykh, L. V., Dijkhuizen, L., and Harder, W. (1992) Tetrahedron, 48, 4147–4162.

    Article  CAS  Google Scholar 

  134. Ko, H.-S., Yokoyama, Y., Ohno, N., Okadome, M., Amachi, S., Shinoyama, H., and Fujii, T. (2005) J. Biosci. Bioeng., 99, 348–353.

    Article  PubMed  CAS  Google Scholar 

  135. Isobe, K., Kato, A., Ogawa, J., Kataoka, M., Iwasaki, A., Hasegawa, J., and Shimizu, S. (2007) J. Gen. Appl. Microbiol., 53, 177–183.

    Article  PubMed  CAS  Google Scholar 

  136. Isobe, K., Takahashi, T., Ogawa, J., Kataoka, M., and Shimizu, S. (2009) J. Biosci. Bioeng., 107, 108–112.

    Article  PubMed  CAS  Google Scholar 

  137. Tekarska, E., Lebioda, L., Marchut, E., Steczko, J., and Stec (1990) J. Prot. Chem., 9, 83–86.

    Article  Google Scholar 

  138. Boys, C. W. G., Hill, D. J., Stockley, P. G., and Woodward, J. R. (1989) J. Mol. Cat., 208, 211–212.

    CAS  Google Scholar 

  139. Ramesh, N., Patel, C., Hou, T., Laskin, A. I., and Derelanko, P. (1981) Arch. Biochem. Biophys., 210, 481–488.

    Article  Google Scholar 

  140. Menon, V., Hsien, C.-T., and Fitzpatric, P. F. (1995) Bioinorg. Chem., 23, 42–53.

    CAS  Google Scholar 

  141. Fitzpatrick, H. V. (2001) Acc. Chem. Res., 34, 299–307.

    Article  PubMed  CAS  Google Scholar 

  142. Fitzpatrick, P. F. (2004) Bioorg. Chem., 32, 125–139.

    Article  PubMed  CAS  Google Scholar 

  143. Gadda, G. (2008) Biochemistry, 47, 13745–13753.

    Article  PubMed  CAS  Google Scholar 

  144. Azevedo, A. M., Prazeres, D. M., Cabral, J. M., and Fonseca, L. P. (2005) Biosens. Bioelectron., 21, 235–247.

    Article  PubMed  CAS  Google Scholar 

  145. Calvo, E. J., and Danilowicz, C. J. (1997) Braz. Chem. Soc., 8, 563–574.

    Article  CAS  Google Scholar 

  146. Wu, X. J., and Choi, M. M. (2004) Anal. Chem., 76, 4279–4285.

    Article  PubMed  CAS  Google Scholar 

  147. Yildiz, H. B., and Toppare, L. (2006) Biosens. Bioelectron., 21, 2306–2310.

    Article  PubMed  CAS  Google Scholar 

  148. Ajay, A. K., and Srivastava, D. N. (2007) Biosens. Bioelectron., 23, 281–284.

    Article  PubMed  CAS  Google Scholar 

  149. Reshetilov, A. N., Trotsenko, J. A., Morozova, N. O., Iliasov, P. V., and Ashin, V. V. (2001) Process Biochem., 36, 1015–1020.

    Article  CAS  Google Scholar 

  150. Dzyadevych, S. V., Arkhypova, V. N., Soldatkin, A. P., El’skaya, A. V., Martelet, C., and Jaffrezic-Renault, N. (2008) IRBM, 29, 171–180.

    Article  Google Scholar 

  151. Wen, G., Zhang, Y., Shuang, S., Dong, C., and Choi, M. M. F. (2007) Biosens. Bioelectron., 23, 121–129.

    Article  PubMed  CAS  Google Scholar 

  152. Guzman-Vazquez de Prada, A., Pena, N., Mena, M. L., Reviejo, A. J. J., and Pingarron, M. (2003) Biosens. Bioelectron., 18, 1279–1288.

    Article  PubMed  CAS  Google Scholar 

  153. Lachenmeier, D. W., Godelmann, R., Steiner, M., Ansay, B., Weigel, J., and Krieg, G. (2010) Chem. Central J., 4, 1–10.

    Article  CAS  Google Scholar 

  154. Azevedo, A. M., Martins, V. C., Prazeres, D. M., Vojinovic, V., Cabral, J. M., and Fonseca, L. P. (2003) Biotechnol. Ann. Rev., 9, 199–247.

    Article  CAS  Google Scholar 

  155. Azevedo, A. M., Cabral, J. M. S., Prazeres, D. M. F., Gibson, T. D., and Fonseca, L. P. (2004) J. Mol. Catal. B: Enzym., 27, 7–45.

    Article  CAS  Google Scholar 

  156. Ko, H. S., Yokoyama, Y., Ohno, N., Okadome, M., Amachi, S., Shinoyama, H., and Fujii, T. (2005) J. Biosci. Bioeng., 99, 348–353.

    Article  PubMed  CAS  Google Scholar 

  157. Pezzotti, F., and Therisod, M. (2007) Tetrahedron: Asymmetry, 16, 701–704.

    Article  CAS  Google Scholar 

  158. Sakai, Y., Tani, Y., and Kato, N. (1999) J. Mol. Catal. B. Enzym., 6, 161–173.

    Article  CAS  Google Scholar 

  159. Gellissen, G., Weydemann, U., Strasser, A. W., Piontek, M., Janowicz, Z. A., and Hollenberg, C. P. (1992) Trends Biotechnol., 10, 413–417.

    Article  PubMed  CAS  Google Scholar 

  160. Whittaker, M. M., and Whittaker, J. W. (2000) Protein Expres. Purif., 20, 105–111.

    Article  CAS  Google Scholar 

  161. Li., Z., Xiong, F., Lin, Q., d’Anjou, M., Surribas, A., Cos, O., Montesinos, J. L., and Valero, F. (2001) Protein. Expres. Purif., 21, 438–445.

    Article  CAS  Google Scholar 

  162. Surribas, A., Cos, O., Montesinos, J. L., and Valero, F. (2003) Biotechnol. Lett., 25, 1795–1800.

    Article  PubMed  CAS  Google Scholar 

  163. Chal, H. J., Dalal, N. G., and Bentley, W. E. (2004) Pichia pastoris. Biotechnol. Lett., 26, 1157–1162.

    Article  Google Scholar 

  164. Kuwae, S., Ohyama, M., Ohya, T., Ohi, H., and Kobayashi, K. (2005) Appl. Microbiol. Biot., 72, 492–498.

    Google Scholar 

  165. Burrowes, O. J., Diamond, G., and Lee, T. C. (2005) Biomed. Biotechnol., 4, 374–384.

    Article  CAS  Google Scholar 

  166. Ottone, S., Nguyen, X., Bazin, J., Berard, C., Jimenez, S., and Letourneur, O. (2007) Protein Expres Purif., 56, 177–188.

    Article  CAS  Google Scholar 

  167. Jungo, C., Rerat, C., Marison, I. W., and von Stockar, U. (2006) Enzyme Microb. Tech., 39, 936–944.

    Article  CAS  Google Scholar 

  168. Kuwae, S., Ohyama, M., Ohya, T., Ohi, H., and Kobayashi, K. (2005) J. Biosci. Bioeng., 99, 264–291.

    Article  PubMed  CAS  Google Scholar 

  169. Craveiro, R. B., Ramalho, J. D., Chagas, J. R., Wang, P. H. M., Casarini, D. E., Pesquero, J. L., Araujo, R. C., and Pesquero, J. B. (2006) Brazil. J. Med. Biol. Res., 39, 211–217.

    Article  CAS  Google Scholar 

  170. Cos, O., Resina, D., Ferrer, P., Montesinos, J. L., and Valero, F. (2005) Biochem. Eng. J., 26, 86–94.

    Article  CAS  Google Scholar 

  171. Ruottinen, M., Bollok, M., Kogler, M., Neubauer, A., Krause, M., Hamalainen, E.-R., Myllyharju, J., Vasala, A., and Neubauer, P. (2008) Biotechnol., 8, 1–12.

    Google Scholar 

  172. Gidijala, L., AL Bovenberg, R., Klaassen, P., van der Klei, I. J., Veenhuis, M., and Kiel, J. (2008) BMC Biotechnol., 8, 1–8.

    Article  CAS  Google Scholar 

  173. Cregg, J. M., Cereghino, J. L., Shi, J., and Higgins, D. R. (2000) Mol. Biotechnol., 16, 23–52.

    Article  PubMed  CAS  Google Scholar 

  174. Lin-Cereghino, J., and Cregg, J. M. (2000) FEMS Microbiol. Rev., 24, 45–66.

    Article  Google Scholar 

  175. Gellissen, G. (2002) Hansenula polymorpha-Biology and Applications, 1st Edn., Weinheim, Wiley-VCH.

    Book  Google Scholar 

  176. Houard, S., Heinderyckx, M., and Bollen, A. (2002) Biochimie, 84, 1089–1093.

    Article  PubMed  CAS  Google Scholar 

  177. Macauley-Patrick, S., Fazenda, M. L., McNeil, B., and Harvey, L. M. (2005) Yeast, 22, 249–270.

    Article  PubMed  CAS  Google Scholar 

  178. Gellissen, G., Kunze, G., Gaillardin, C., Cregg, J. M., Berardi, E., Veenhuis, M., and van der Klei, I. (2005) FEMS Yeast Res., 5, 1079–1096.

    Article  PubMed  CAS  Google Scholar 

  179. Hartner, F. S., and Gleder, A. (2006) Microb. Cell. Fact., 5, 39–60.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to R. I. Gvozdev.

Additional information

Original Russian Text © A. R. Gvozdev, I. A. Tukhvatullin, R. I. Gvozdev, 2012, published in Biokhimiya, 2012, Vol. 77, No. 8, pp. 1017–1032.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gvozdev, A.R., Tukhvatullin, I.A. & Gvozdev, R.I. Quinone-dependent alcohol dehydrogenases and fad-dependent alcohol oxidases. Biochemistry Moscow 77, 843–856 (2012). https://doi.org/10.1134/S0006297912080056

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0006297912080056

Key words

Navigation