Skip to main content

Native subtilisin Karlsberg and modified subtilisin 72 as effective catalysts of peptide bond formation in organic media

Russian Journal of Bioorganic Chemistry volume 32, pages 116–121 (2006)Cite this article

Abstract

The activity and stability of native subtilisin Karlsberg and subtilisin 72 and their complexes with sodium dodecyl sulfate (SDS) in organic solvents were studied. The kinetic constants of the hydrolysis of specific chromogenic peptide substrates Z-Ala-Ala-Leu-pNA and Glp-Ala-Ala-Leu-pNA by the subtilisins were determined. It was found that the subtilisin Karlsberg complex with SDS in anhydrous organic solvents is an effective catalyst of peptide synthesis with multifunctional amino acids in positions P 1 and P ′1 (Glu, Arg, and Asp) containing unprotected side ionogenic groups.

This is a preview of subscription content, access via your institution.

Access options

Buy single article

Instant access to the full article PDF.

USD 39.95

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

Abbreviations

Ded:

N-[2-(2,4-dinitropenylamino)ethyl]amide

Glp:

pyroglytamyl

pNA:

para-nitroanilide

SDS:

sodium dodecyl sulfate

Z:

benzyloxycarbonyl. All amino acids belong to the L series

References

  1. Bacheva, A.V., Baibak, O.V., Belyaeva, A.V., Filippova, I.Yu., Lysogorskaya, E.N., Oksenoit, E.S., Lozinskii, V.I., and Velichko, T.I., Biokhimiya (Moscow), 2003, vol. 68, pp. 1567–1574.

    Google Scholar 

  2. Akparov, V.Kh., Belyanova, L.P., Baratova, L.A., and Stepanov, V.M., Biokhimiya (Moscow), 1979, vol. 44, pp. 886–891.

    CAS  Google Scholar 

  3. Lyublinskaya, L.A., Voyushina, T.L., and Stepanov, V.M., Bioorg. Khim., 1982, vol. 8, pp. 1620–1624.

    CAS  Google Scholar 

  4. Lyublinskaya, L.A., Khaidu, I., Balandina, G.N., Filippova, I.Yu., Markaryan, A.I., Lysogorskaya, E.N., Oksenoit, E.S., and Stepanov, V.M., Bioorg. Khim., 1987, vol. 13, pp. 748–753.

    CAS  Google Scholar 

  5. Schechter, I. and Berger, A., Biochem. Biophys. Res. Commun., 1967, vol. 27, pp. 157–162.

    Article  PubMed  CAS  Google Scholar 

  6. Gladilin, A.K. and Levashov, A.V., Biokhimiya (Moscow), 1998, vol. 63, pp. 408–421.

    Google Scholar 

  7. Meyer, J., Kendryck, B., and Matsuura, J., Int. J. Pept. Protein Res., 1996, vol. 47, pp. 177–181.

    PubMed  CAS  Google Scholar 

  8. Wangikar, P.P., Michels, P.C., Clark, D.S., and Dordick, J.S., J. Am. Chem. Soc., 1997, vol. 119, pp. 70–76.

    Article  CAS  Google Scholar 

  9. Getun, I.V., Filippova, I.Yu., Lysogorskaya, E.N., Bacheva, A.V., and Oksenoit, E.S., Rus. J. Bioorg. Chem., 1999, vol. 25, pp. 526–531.

    Google Scholar 

  10. Perona, J.J. and Craik, C.S., Protein Sci., 1995, vol. 4, pp. 337–360.

    PubMed  CAS  Google Scholar 

  11. Getun, I.V., Filippova, I.Yu., Lysogorskaya, E.N., and Oksenoit, E.S., J. Mol. Catalysis, B: Enzymatic, 2001, vol. 627, pp. 1–6.

    Google Scholar 

  12. Chichkova, N.V., Kim, S.H., Titova, E.S., Kalkum, M., Morozov, V.S., Rubtsov, Yu.P., Kalinina, N.O., Taliansky, M.E., and Vartapetian, A.B., Plant Cell, 2004, vol. 16, pp. 157–171.

    Article  PubMed  CAS  Google Scholar 

  13. Gordon, A.J. and Ford, R.A., The Chemist’s Guide, New York: J. Wiley and Sons, 1974.

    Google Scholar 

  14. Gershkovich, A.A. and Kibirev, V.K., Khimicheskii sintez peptidov (Chemical Synthesis of Peptides), Kiev: Naukova Dumka, 1992.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Bioengineering and Bioinformatics, Moscow State University, Vorob’evy gory, Moscow, 119992, Russia

    O. M. Anikina

  2. Faculty of Chemistry, Moscow State University, Vorob’evy gory, Moscow, 119992, Russia

    T. A. Semashko, E. S. Oksenoit, E. N. Lysogorskaya & I. Yu. Filippova

Authors
  1. O. M. Anikina
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. A. Semashko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. S. Oksenoit
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. E. N. Lysogorskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. I. Yu. Filippova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to I. Yu. Filippova.

Additional information

Original Russian Text © O.M. Anikina, T.A. Semashko, E.S. Oksenoit, E.N. Lysogorskaya, I.Yu. Filippova, 2006, published in Bioorganicheskaya Khimiya, 2006, Vol. 32, No. 2, pp. 130–136.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Anikina, O.M., Semashko, T.A., Oksenoit, E.S. et al. Native subtilisin Karlsberg and modified subtilisin 72 as effective catalysts of peptide bond formation in organic media. Russ J Bioorg Chem 32, 116–121 (2006). https://doi.org/10.1134/S1068162006020026

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1068162006020026

Key words

  • enzymatic peptide synthesis
  • organic solvents
  • SDS-subtilisin Karlsberg comple