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Aliphatic Amidase from Rhodococcus rhodochrous M8 Is Related to the Nitrilase/Cyanide Hydratase Family

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Abstract

A comparative study of amino acid sequence and physicochemical properties indicates the affiliation of an amidase from Rhodococcus rhodochrous M8 (EC 3.5.1.4) to the nitrilase/cyanide hydratase family. Cluster analysis and multiple alignments show that Cys166 is an active site nucleophile. The enzyme has been shown to be a typical aliphatic amidase, being the most active toward short-chain linear amides. Small polar molecules such as hydroxylamine and O-methyl hydroxylamine can serve as effective external nucleophiles in acyl transfer reactions. The kinetics of the industrially important amidase-catalyzed acrylamide hydrolysis has been studied over a wide range of substrate concentrations; inhibition during enzymatic hydrolysis by the substrate and product (acrylic acid) has been observed; an adequate kinetic scheme has been evaluated and the corresponding kinetic parameters have been determined.

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REFERENCES

  1. International Union of Biochemistry and Molecular Biology. Nomenclature Committee IUBMB (1992) Academic Press, N. Y.

  2. USSR Patent No. 1811698 (1991).

  3. Hughes, J., Armitage, Y. C., and Symes, K. C. (1998) Anton. Leeuw. Int. J. G., 74, 107–118.

    Article  CAS  Google Scholar 

  4. Brown, R. (2002) Chem. Market. Rep., 262, 8.

    Google Scholar 

  5. Hirrlinger, B., Stolz, A., and Knackmuss, H. J. (1996) J. Bacteriol., 178, 3501–3507.

    PubMed  CAS  Google Scholar 

  6. Fournand, D., Bigey, F., and Arnaud, A. (1998) Appl. Environ. Microb., 64, 2844–2852.

    CAS  Google Scholar 

  7. Beard, T. M., and Page, M. (1998) Anton. Leeuw. Int. J. G., 74, 199–106.

    Article  Google Scholar 

  8. Maestracci, M., Thiery, A., Arnaund, A., and Galzy, P. (1986) Agric. Biol. Chem., 50, 2237–2241.

    CAS  Google Scholar 

  9. Fornaud, D., Arnaud, A., and Glazy, P. (1998) J. Mol. Cat. B, 4, 77–90.

    Article  Google Scholar 

  10. Cravatt, B. F., Giang, D. K., Mayfield, S. P., Boger, D. L., Lerner, R. A., and Giulula, N. B. (1996) Nature, 384, 83–87.

    Article  PubMed  CAS  Google Scholar 

  11. Kobayashi, M., and Shimizu, S. (1998) Nature Biotechnol., 16, 733–736.

    Article  CAS  Google Scholar 

  12. Kobayashi, M., Fujiwara, Y., Goda, M., Komeda, H., and Shimizu, S. (1997) Proc. Natl. Acad. Sci. USA, 94, 11986–11991.

    Article  PubMed  CAS  Google Scholar 

  13. Novo, C., Tata, R., Clemente, A., and Brown, P. R. (1995) FEBS Lett., 367, 275–279.

    Article  PubMed  CAS  Google Scholar 

  14. Chebrou, H., Bigey, F., Arnaud, A., and Galzy, P. (1996) Biochim. Biophys. Acta, 1298, 285–293.

    PubMed  CAS  Google Scholar 

  15. Scotto d'Abusco, A., Ammendola, S., Scandura, R., and Politi, L. (2001) Extremophiles, 5, 183–192.

    Article  Google Scholar 

  16. Mayaux, J. F., Cerebelaud, E., Soubrier, F., Yeh, P., Blanche, F., and Petre, D. (1991) J. Bacteriol., 173, 6694–6704.

    PubMed  CAS  Google Scholar 

  17. Novo, C., Farnaud, S., Tata, R., Clemente, A., and Brown, P. R. (2002) Biochem. J., 365, 731–738.

    PubMed  CAS  Google Scholar 

  18. Farnaud, S., Tara, R., Sohi, M. K., Wan, T., Brown, P. R., and Sutton, B. J. (1999) Biochem. J., 340, 711–714.

    Article  PubMed  CAS  Google Scholar 

  19. Cheong, T. K., and Oriel, P. J. (2000) Enzyme Microb. Technol., 26, 152–158.

    Article  PubMed  CAS  Google Scholar 

  20. Soubrier, F., Levy-Schill, S., Mayaux, J. F., Petre, D., Arnaud, A., and Crouzet, J. (1992) Gene, 116, 99–104.

    Article  PubMed  CAS  Google Scholar 

  21. Thiery, A., Maestracci, M., Arnaud, A., and Glazy, P. (1986) J. Gen. Microbiol., 132, 2205–2208.

    CAS  Google Scholar 

  22. Kotlova, E. L., Chestukhina, G. G., Astaurova, O. B., Leonova, T. E., Yanenko, A. S., and Debabov, V. G. (1999) Biochemistry (Moscow), 64, 384–389.

    CAS  Google Scholar 

  23. Podchernyaev, D. A., Ryabchenko, L. E., Kotlova, E. L., and Yanenko, A. S. (2005) Biotekhnologiya, in press.

  24. Altschul, S. F., Madden, T. L., Schaffer, A. A., Zhang, J., Miller, W., and Lipman, D. J. (1997) Nucleic Acids Res., 25, 3389–3402.

    Article  PubMed  CAS  Google Scholar 

  25. Pearson, W., and Lipman, D. (1988) Proc. Natl. Acad. Sci. USA, 85, 2444–2448.

    Article  PubMed  CAS  Google Scholar 

  26. Higgins, D. G., and Sharp, P. M. (1988) Gene, 73, 237–244.

    Article  PubMed  CAS  Google Scholar 

  27. Schuler, G. D., Altschul, S. F., and Lipman, D. G. (1991) Proteins Struct. Funct. Genet., 9, 180–190.

    Article  PubMed  CAS  Google Scholar 

  28. Genetic Computer Group (1991) Program Manual for the GCG Package, Vol. 7, April 1991, 575. Science Drive Madison, VI 53711, USA.

    Google Scholar 

  29. Callebaunt, I., Labesse, G., Durand, P., Poupon, A., Canard, L., Chomilier, J., Henrissat, B., and Mornon, J. P. (1997) Cell. Mol. Life Sci., 53, 621–624.

    Article  Google Scholar 

  30. Rost, B., and Sander, C. (1993) J. Mol. Biol., 233, 584–599.

    Article  Google Scholar 

  31. Bradford, M. M. (1976) Analyt. Biochem., 72, 248–254.

    Article  PubMed  CAS  Google Scholar 

  32. Laemmli, U. K. (1970) Nature, 227, 680–685.

    Article  PubMed  CAS  Google Scholar 

  33. Svedas, V.-J. K., Galaev, I. J., Borisov, I. L., and Berezin, I. V. (1980) Analyt. Biochem., 101, 188.

    Article  PubMed  CAS  Google Scholar 

  34. Berezin, I. V., Klyosov, A. A., Nys, P. S., Savitskaya, E. M., and Svedas, V. K. (1974) Antibiotiki, 19, 880–887.

    PubMed  CAS  Google Scholar 

  35. Svedas, V., Guranda, D., van Langen, L., van Rantwijk, F., and Sheldon, R. (1997) FEBS Lett., 417, 414–418.

    Article  PubMed  CAS  Google Scholar 

  36. Gregoriou, M., and Brown, P. R. (1979) Eur. J. Biochem., 96, 415–418.

    Article  Google Scholar 

  37. Tata, R., Marsh, P., and Brown, P. R. (1994) Biochim. Biophys. Acta, 1205, 139–145.

    PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Faculty of Bioengineering and Bioinformatics, Belozersky Institute of Physico-Chemical Biology, Lomonosov Moscow State University, 119992, Moscow, Russia

    S. I. Pertsovich, D. T. Guranda & V. K. Svedas

  2. Institute of Genetics and Selection of Industrial Microorganisms, 1-yi Dorozhnyi Proezd 1, 113545, Moscow, Russia

    D. A. Podchernyaev & A. S. Yanenko

Authors
  1. S. I. Pertsovich
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  2. D. T. Guranda
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  3. D. A. Podchernyaev
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  4. A. S. Yanenko
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  5. V. K. Svedas
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Correspondence to V. K. Svedas.

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__________

Translated from Biokhimiya, Vol. 70, No. 11, 2005, pp. 1556–1565.

Original Russian Text Copyright © 2005 by Pertsovich, Guranda, Podchernyaev, Yanenko, Svedas.

Originally published in Biochemistry (Moscow) On-Line Papers in Press, as Manuscript BM05-060, June 12, 2005.

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Pertsovich, S.I., Guranda, D.T., Podchernyaev, D.A. et al. Aliphatic Amidase from Rhodococcus rhodochrous M8 Is Related to the Nitrilase/Cyanide Hydratase Family. Biochemistry (Moscow) 70, 1280–1287 (2005). https://doi.org/10.1007/s10541-005-0260-7

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  • DOI: https://doi.org/10.1007/s10541-005-0260-7

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