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Insertion of an unnatural amino acid into the protein structure: preparation and properties of 3-fluorotyrosine-containing organophosphate hydrolase

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Abstract

Five Tyr residues present in the native organophosphate hydrolase (OPH) containing a hexahistidine tag at the N-terminus of the protein molecule (His6-OPH) were replaced by fluorine-containing analogs using a biosynthetic approach. The modified enzyme had an extended pH-optimum of action shifted to acidic pH and an enhanced thermal stability in the alkaline pH region.

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References

  1. A. Pojitkov, E. Efremenko, and S. Varfolomeyev, J. Mol. Catal. B: Enzym., 2000, 10, 47.

    Article  CAS  Google Scholar 

  2. R. Larsson, S. Dhar, H. Ehrsson, P. Nygren, and R. Lewensohn, Br. J. Cancer, 1998, 78, 328.

    CAS  Google Scholar 

  3. S. D. Varfolomeyev, T. K. Aliev, and E. N. Efremenko, Pure Appl. Chem., 2004, 76, 1781.

    CAS  Google Scholar 

  4. K. Fukuda, M. Watanabe, K. Asano, K. Ouchi, and S. Takasawa, Curr. Genetics, 1991, 20, 449.

    Article  CAS  Google Scholar 

  5. P. Gueguen, M. Padron, B. Perbal, and G. Herve, Biochim. Biophys. Acta, 1980, 615, 59.

    CAS  Google Scholar 

  6. J. Parsons, G. Xiao, G. Gilliland, and R. Armstrong, Biochemistry, 1998, 37, 6286.

    Article  CAS  Google Scholar 

  7. M. Dominguez, K. Thornton, M. Melendez, and C. Dupureur, Proteins, 2001, 45, 55.

    Article  CAS  Google Scholar 

  8. G. Xiao, J. F. Parsons, K. Tesh, R. N. Armstrong, and G. L. Gilliland, J. Mol. Biol., 1998, 281, 323.

    Article  CAS  Google Scholar 

  9. S. D. Varfolomeyev, E. N. Efremenko, V. V. Verkhusha, and P. V. Vrzheshch, Vestn. Mosk. Gos. Univ., Ser. 2. Khimiya, 2000, 41, 352 [Vestn. Mosk. Univ., Ser. Khim., 2000, 41 (Engl. Transl.)].

    Google Scholar 

  10. S. Varfolomeyev, E. Efremenko, P. Krupyanko, and P. Vrjesch, in Biocatalytic Technology and Nanotechnology, Ed. G. E. Zaikov, Nova Sci. Publ., Inc., New York, 2004, 105.

    Google Scholar 

  11. N. Yoder and K. Kumar, Chem. Soc. Rev., 2002, 31, 335.

    Article  CAS  Google Scholar 

  12. P. Gettins, Int. J. Biol. Macromol., 1994, 16, 227.

    Article  CAS  Google Scholar 

  13. M. Chartrain, P. Salmon, D. Robinson, and B. Buckland, Curr. Opin. Biotechnol., 2000, 11, 209.

    Article  CAS  Google Scholar 

  14. H. Ishida, M. Kyakuno, and S. Oishi, Biopolymers, 2004, 76, 69.

    Article  CAS  Google Scholar 

  15. E. N. Efremenko and V. S. Sergeeva, Izv. Akad. Nauk. Ser. Khim., 2001, 1743 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1826].

  16. E. N. Efremenko and S. D. Varfolomeyev, Usp. Biol. Khim., 2004, 44, 307 (in Russian).

    CAS  Google Scholar 

  17. V. S. Sergeeva, E. N. Efremenko, G. M. Kazankov, A. K. Gladilin, and S. D. Varfolomeyev, Biotech. Techniques, 1999, 13, 479.

    Article  CAS  Google Scholar 

  18. V. S. Sergeeva, E. N. Efremenko, G. M. Kazankov, and S. D. Varfolomeyev, J. Mol. Catal. B: Enzym., 2000, 10, 571.

    Article  CAS  Google Scholar 

  19. A. L. Simonian, E. N. Efremenko, and J. R. Wild, Anal. Chim. Acta, 2001, 444, 179.

    Article  CAS  Google Scholar 

  20. S. Varfolomeyev, I. Kurochkin, A. Eremenko, and E. Efremenko, Pure Appl. Chem., 2002, 74, 2311.

    CAS  Google Scholar 

  21. E. Efremenko, A. Peregudov, N. Kildeeva, P. Perminov, and S. Varfolomeyev, Biocatal. Biotransform., 2005, 23, 103.

    Article  CAS  Google Scholar 

  22. E. N. Efremenko, V. I. Lozinsky, V. S. Sergeeva, F. M. Plieva, T. A. Makhlis, G. M. Kazankov, A. K. Gladilin, and S. D. Varfolomeyev, J. Biochem. Biophys. Methods, 2002, 51, 195.

    Article  CAS  Google Scholar 

  23. Pat. RF 2255975 (2005); Byul. Izobret., 2005, 19.

  24. Yu. A. Votchitseva, T. K. Aliev, E. N. Efremenko, and S. D. Varfolomeyev, Biokhimiya, 2006, 71, 216 [Biochemistry (Moscow), 2006, 71 (Engl. Transl.)].

    Google Scholar 

  25. M. M. Bradford, Anal. Biochem., 1976, 72, 248.

    Article  CAS  Google Scholar 

  26. K. Kim and P. Cole, J. Am. Chem. Soc., 1998, 120, 6851.

    Article  CAS  Google Scholar 

  27. B. Brooks, R. Phillips, and W. Benisek, Biochemistry, 1998, 37, 9738.

    Article  CAS  Google Scholar 

  28. S.-B. Hong and F. M. Raushel, Biochemistry, 1999, 38, 1159.

    Article  CAS  Google Scholar 

  29. B. DiSioudi, J. K. Grimsley, K. Lai, and J. R. Wild, Biochemistry, 1999, 38, 2866.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State Univertsity, 1 Leninskie Gory, 119992, Moscow, Russian Federation

    Yu. A. Votchitseva, E. N. Efremenko & S. D. Varfolomeyev

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  1. Yu. A. Votchitseva
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  2. E. N. Efremenko
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  3. S. D. Varfolomeyev
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 357–361, February, 2006.

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Votchitseva, Y.A., Efremenko, E.N. & Varfolomeyev, S.D. Insertion of an unnatural amino acid into the protein structure: preparation and properties of 3-fluorotyrosine-containing organophosphate hydrolase. Russ Chem Bull 55, 369–374 (2006). https://doi.org/10.1007/s11172-006-0262-7

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  • DOI: https://doi.org/10.1007/s11172-006-0262-7

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