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Peptidsynthesen mit immobilisierten Enzymen II. Immobilisiertes Trypsin, Thermolysin und Papain

Peptide synthesis by means of immobilized enzymes II. Immobilized trypsin, thermolysin and papain

  • Organische Chemie Und Biochemie
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Abstract

Model studies were performed on the utility of covalently immobilized trypsin, thermolysin and papain for peptide bond formation. Trypsin and thermolysin catalyzed the formation of peptide bonds with nearly the same efficiency as the soluble proteases and they could be re-used successfully for further coupling experiments. The possibility of using immobilized trypsin and papain for kinetically controlled peptide bond formation was investigated. With the serine type enzyme trypsin excellent product yields were obtained starting with ester carboxyl components and an economical ratio of substrates. Experiments with the thiol protease papain were unsatisfactory because the once formed product is hydrolyzed as fast as the starting ester substrate used.

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Literatur

  1. Isowa Y., Yuki Gosei Kagaku Kyokaishi36, 195 (1978); C.A.89, 18465 (1978).

    Google Scholar 

  2. Brtnik F., Jost K., Chem. Listy74, 951 (1980).

    Google Scholar 

  3. Glass J. D., Enzyme Microb. Technol.3, 2 (1981).

    Google Scholar 

  4. Morihara K., Taupakushitsu Kakusan Koso26, 1979 (1981); C.A.95, 216 416 (1981).

    Google Scholar 

  5. Fruton J. S., in: Adv. Enzymol. Vol. 53 (Meister A., Hrsg.), S. 239. New York: John Wiley. 1982.

    Google Scholar 

  6. Jakubke H.-D., Kuhl P., Pharmazie37, 89 (1982).

    Google Scholar 

  7. Chaiken I. M., Komoriya A., Ohno M., Widmer F., Appl. Biochem. Biotechnol.7, 385 (1982).

    Google Scholar 

  8. Könnecke A., Jakubke H.-D., Monatsh. Chem.112, 1099 (1981).

    Google Scholar 

  9. Kullmann W., J. Biol. Chem.255, 8234 (1980);256, 1301 (1981).

    Google Scholar 

  10. Könnecke A., Dettlaff S., Jakubke H.-D., Monatsh. Chem.113, 331 (1982).

    Google Scholar 

  11. Könnecke A.,Pchalek V.,Jakubke H.-D., in Vorbereitung.

  12. Immobilized Enzymes, Research and Development (Chibata I., Hrsg.). Tokyo: Kodansha Ltd. (1978).

    Google Scholar 

  13. Immobilized Enzymes, Methods in Enzymology, Vol. 44 (Mosbach K., Hrsg.). New York: Academic Press. 1976.

    Google Scholar 

  14. Izumi Y., Chibata I., Itoh T., Angew. Chem.90, 187 (1978).

    Google Scholar 

  15. Kuhl P.,Könnecke A.,Döring G.,Däumer H.,Jakubke G.-D., Tetrahedron Lett.1980, 893.

  16. Kuhl P.,Könnecke A.,Döring G.,Jakubke H.-D., DDR WP 144 538.

  17. Jakubke H.-D., Bullerjahn R., Hänsler M., Könnecke A., Proc. 4th Int. Symp. on Affinity Chromatography and Related Techniques, in Analytical Chemistry Symposia Series, Vol. 9 (Gribnau T. J. C., Visser J., Nivard R. J. F., Hrsg.), S. 529. Amsterdam: Elsevier. 1982.

    Google Scholar 

  18. Oyama K., Nishimura S., Nonaka Y., Kihara K., Hashimoto T., J. Org. Chem.46, 5241 (1981).

    Google Scholar 

  19. Markussen J., Dän. Offenl. 3104949.

  20. Breddam K.,Widmer F.,Johansen J. T., Eur. Pat. Appl. 0045187.

  21. Yagisawa S., J. Biochem.89, 491 (1981).

    Google Scholar 

  22. Varanini Z., Pallavicini C., Fincati G., Dal Belin Peruffo A., Industrie Alimentari18, 735 (1979).

    Google Scholar 

  23. Karube I., Yugeta Y., Suzuki S., J. Mol. Catal.9, 445 (1980).

    Google Scholar 

  24. Brown E., Minier F., Makromol. Chem.176; 2523 (1975);Brown E., Racois A., J. Chem. Res. (S)1977, 52;Brown E., Tonet J., J. Chem. Res. (S)1979, 290.

    Google Scholar 

  25. Manecke G., Pohl R., Makromol. Chem.179, 2361 (1978);Manecke G., Vogt H.-G., Polakowski D., Makromol. Chem. Suppl.3, 107 (1979);Manecke G., Heydolph S., Makromol. Chem.182, 2641 (1981).

    Google Scholar 

  26. Rudel M., Gabert A., Acta Biol. Med. Germ.38, 41 (1979).

    Google Scholar 

  27. Gabel D., Kasche V., Acta Chem. Scand.27, 1971 (1973).

    Google Scholar 

  28. Inouye K., Watanabe K., Tochino Y., Kobayashi M., Shigeta Y., Biopolymers20, 1845 (1981).

    Google Scholar 

  29. Epton R., Hippert B. L., Thomas T. H., Methods Enzymol.44, 95 (1976).

    Google Scholar 

  30. Oka T., Morihara K., J. Biochem.82, 1055 (1977);Morihara K., Oka T., in Peptide Chemistry1977 (Shiba T., Hrsg.), S. 79, Proc. 15th Symp. on Peptide Chemistry, Protein Research Foundation, Osaka, 1978.

    Google Scholar 

  31. Oka T., Morihara K., J. Biochem.88, 807 (1980).

    Google Scholar 

  32. Könnecke A.,Jakubke H.-D., unpubliziert.

  33. Fastrez J., Fersht A. R., Biochemistry12, 2025 (1973);Fersht A. R., Blow D. M., Fastrez J., Biochemistry12, 2035 (1973).

    Google Scholar 

  34. Widmer F., Johansen J. T., Carlsberg Res. Commun.44, 37 (1979);Breddam K., Widmer F., Johansen J. T., Carlsberg Res. Commun.46, 121 (1981).

    Google Scholar 

  35. Asbóth B., Polgár L., Acta Biochim. Biophys. Acad. Sci. Hung.12, 329 (1977).

    Google Scholar 

  36. Whitaker J. R., Bender M. L., J. Amer. Chem. Soc.87, 2728 (1965).

    Google Scholar 

  37. Zerner B., Bond R. P. M., Bender M. L., J. Amer. Chem. Soc.86, 3674 (1964).

    Google Scholar 

  38. Könnecke A.,Jakubke H.-D., in Vorbereitung.

  39. Lynn M., in: Immobilized Enzymes, Antigens, Antibodies and Peptides (Weetall H. H., Hrsg.). New York: Marcel Dekker, 1975.

    Google Scholar 

  40. Cuatrecasas P., Parikh I., Biochemistry11, 2291 (1972).

    Google Scholar 

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Authors and Affiliations

  1. Bereich Biochemie, Sektion Biowissenschaften, Karl-Marx-Universität, DDR-7010, Leipzig, Deutsche Demokratische Republik

    Andreas Könnecke, Marion Hänsler, Volker Schellenberger & Hans-Dieter Jakubke

Authors
  1. Andreas Könnecke
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  2. Marion Hänsler
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  3. Volker Schellenberger
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  4. Hans-Dieter Jakubke
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Additional information

Teil I.Könnecke A.,Bullerjahn R.,Jakubke H.-D., Monatsh. Chem.112, 469 (1981).

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Könnecke, A., Hänsler, M., Schellenberger, V. et al. Peptidsynthesen mit immobilisierten Enzymen II. Immobilisiertes Trypsin, Thermolysin und Papain. Monatsh Chem 114, 433–444 (1983). https://doi.org/10.1007/BF00798442

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  • DOI: https://doi.org/10.1007/BF00798442

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