Skip to main content
Log in

Use of enzymes in peptide synthesis

  • Review Articles
  • Published:
Applied Biochemistry and Biotechnology Aims and scope Submit manuscript

Abstract

Recent experiments in several laboratories have emphasized the benefits of proteolytic enzymes as effective catalysts for the formation of peptide bonds for synthesis and semisynthesis. This review summarizes successful applications in both stepwise synthesis for small peptides and fragment condensation to produce large polypeptides and proteins.

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

References

  1. Gross, E., and Meienhofer, J., eds. (1979–1981),The Peptides, vols. 1–3, Academic Press, New York.

    Google Scholar 

  2. Barany, G., and Merrifield, R. B. (1980), inThe Peptides, vol. 2, Gross, E., and Meienhofer, J., eds., Academic Press, New York, pp. 1–284.

    Google Scholar 

  3. Chaiken, I. M. (1981),CRC Crit. Rev. Biochem. 11, 255.

    Article  CAS  Google Scholar 

  4. Fruton, J. S. (1982), inAdv. Enzymol. 53, Meister, A., ed., Wiley, New York, pp. 239–306.

    Google Scholar 

  5. Laskowski, M., Jr. (1978), inSemisynthetic Peptides and Proteins, Offord, R. E., and DiBello, C., eds., Academic Press, London, pp. 256–262.

    Google Scholar 

  6. Jering, H., and Tschesche, H. (1978), inSemisynthetic Peptides and Proteins, Offord, R. E., and DiBello, C., eds., Academic Press, London, pp. 283–298.

    Google Scholar 

  7. Bergmann, M., and Fraenkel-Conrat, H. (1937),J. Biol. Chem. 119, 707.

    CAS  Google Scholar 

  8. Bergmann, M., and Fruton, J. S. (1937),J. Biol. Chem. 124, 321.

    Google Scholar 

  9. Morihara, K. (1981),Prot. Nucl. Acid, Enzyme 26, 1975.

  10. Brtnik, F., and Jost, K. (1980),Chem. Listy 74, 951.

    CAS  Google Scholar 

  11. Morihara, K., and Oka, T. (1977),Biochem. J. 163, 531.

    CAS  Google Scholar 

  12. Oka, T., and Morihara, K. (1977),J. Biochem. 82, 1055.

    CAS  Google Scholar 

  13. Homandberg, G. A., Mattis, J. A., and Laskowski, M., Jr. (1978),Biochemistry 17, 5220.

    Article  CAS  Google Scholar 

  14. Seminov, A. N., Berezin, I. V., and Mashnek, K. (1981),Biotech. Bioeng. 23, 355.

    Article  Google Scholar 

  15. Coletti-Previero, M. A., Previero, A., and Zuckerkandl, E. (1969),J. Mol. Biol. 39, 493.

    Article  CAS  Google Scholar 

  16. Isowa, Y., Ohnori, M., Ichikowa, T., and Mori, K. (1979),Tetrahedron Lett., 2651.

  17. Oyama, K., Kihara, K., and Nonaka, Y. (1981),J. Chem. Soc. Perkin II, 356.

    Google Scholar 

  18. Oyama, K., Nishimura, S., Nonaka, Y., Kihara, K., and Mashimoto, T. (1981),J. Org. Chem. 46, 5242.

    Article  Google Scholar 

  19. Kullmann, W. (1980),J. Biol. Chem. 255, 8234.

    CAS  Google Scholar 

  20. Kullmann, W. (1981),J. Biol. Chem. 256, 1301.

    CAS  Google Scholar 

  21. Widmer, F., Breddam, K., and Johansen, J. T. (1981), inPeptides 1980, Brunfeldt, K., ed., Scriptor, Copenhagen, pp. 46–55.

    Google Scholar 

  22. Widmer, F., Breddam, K., and Johansen, J. T. (1980),Carlsberg Res. Commun. 45, 453.

    Article  CAS  Google Scholar 

  23. Takai, H., Sakato, K., Nakamizo, N., and Isowa, Y. (1981),Peptide Chemistry 1980, Okawa, K., ed., Protein Research Foundation, Osaka, pp. 213–218.

    Google Scholar 

  24. Isowa, Y., Ohmori, M., Sato, M., and Mori, K. (1977),Bull. Chem. Soc. Japan 50, 2766.

    Google Scholar 

  25. Chou, S.-H., Chen, S.-T., Wong, C.-H., and Wang, K.-T. (1978),J. Chin. Chem. Soc. 25, 215.

    CAS  Google Scholar 

  26. Isowa, Y., Ohmori, M., Ichikawa, T., Kurita, H., Sato, M., and Mori, K. (1977),Bull. Chem. Soc. Japan 50, 2762.

    Article  CAS  Google Scholar 

  27. Isowa, Y., Ichikawa, T., and Ohnori, M. (1978),Bull. Chem. Soc. Japan 51, 271.

    Article  CAS  Google Scholar 

  28. Isowa, Y., and Ichikawa, T. (1979),Bull. Chem. Soc. Japan 52, 796.

    Article  CAS  Google Scholar 

  29. Oka, T., and Morihara, K. (1978),J. Biochem. 84, 1277.

    CAS  Google Scholar 

  30. Tsuzuki, H., Oka, T., and Morihara, K. (1980),J. Biochem. 88, 669.

    CAS  Google Scholar 

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

    CAS  Google Scholar 

  32. Morihara, K., and Oka, T. (1981),J. Biochem. 89, 385.

    CAS  Google Scholar 

  33. Konnecke, A., Bullerjahn, R., and Jakubke, H. D. (1981),Monatsh. Chem. 112, 469.

    Article  Google Scholar 

  34. Döring, G., Kühl, P., and Jakubke, H. J. (1981),Monatsh. Chem. 112, 1165.

    Article  Google Scholar 

  35. Jakubke, H. D., Bullerjohn, R., Hansler, M., and Konneche, A. (1982), inAffinity Chromatography and Related Techniques, Gribneau, T. C. J., Visser, J., and Nivard, R. J. F., eds., Elsevier, Amsterdam, pp. 529–536.

    Google Scholar 

  36. Konnecke, A., and Jakubke, K. D. (1981),Monatsh. Chem. 112, 1099.

    Article  Google Scholar 

  37. Saltman, R., Vlach, D., and Luisi, P. L. (1977),Biopolymers 16, 631.

    Article  CAS  Google Scholar 

  38. Luisi, P. L., Saltman, R., Vlach, D., and Guarnaccia, R. (1977),J. Mol. Catal. 2, 133.

    Google Scholar 

  39. Pellegrini, A., and Luisi, P. L. (1978),Biopolymers 17, 2573.

    Article  CAS  Google Scholar 

  40. Abernethy, J. L., Kuzimin, G. F., Lovett, C. H., and Wilson, W. A. (1980),Bioorg. Chem. 9, 440.

    Article  CAS  Google Scholar 

  41. Abernethy, J. L., Lovett, C.M., Kuzmin, G. F., Kuhlberg, J. D., and Wilson, W. A. (1981),Bioorg. Chem. 10, 189.

    Article  CAS  Google Scholar 

  42. Abemethy, J. L., and Srulevitch, D. B. (1977),Tetrahedron Lett., 4583.

  43. Jost, R., Brambilla, J. C., Monti, E., and Luisi, P. L. (1980),Helv. Chim. Acta 63, 375.

    Article  CAS  Google Scholar 

  44. Ray, L. E. (1976),Carlsberg Res. Commun. 41, 169.

    CAS  Google Scholar 

  45. Hayashi, R. (1976),Methods Enzymol. 45, Lorand, L., ed., Academic Press, New York, pp. 568–587.

    Google Scholar 

  46. Johansen, J. T., Breddam, K., and Ottesen, M. (1976),Carlsberg Res. Commun. 41, 1.

    CAS  Google Scholar 

  47. Widmer, F., and Johansen, J. T. (1979),Carlsberg Res. Commun. 44, 37.

    CAS  Google Scholar 

  48. Breddam, K., Widmer, F., and Johansen, J. T. (1980),Carlsberg Res. Commun. 45, 237.

    CAS  Google Scholar 

  49. Breddam, K., Widmer, F., and Johansen, J. T. (1980),Carlsberg Res. Commun. 45, 361.

    CAS  Google Scholar 

  50. Widmer, F., Breddam, K., and Johansen, J. T. (1981),Carlsberg Res. Commun. 46, 97.

    CAS  Google Scholar 

  51. Breddam, K., Widmer, F., and Johansen, J. T. (1981),Carlsberg Res. Commun. 46, 121.

    Article  CAS  Google Scholar 

  52. Breddam, K., Widmer, F., Johansen, J. T. (1981),CarlsbergRes. Commun. 46, 365.

    Google Scholar 

  53. Zuckerman, A. J. (1982),Nature 295, 98.

    Article  CAS  Google Scholar 

  54. Sela, M. (1981),Immunology Today 2, 148.

    Article  CAS  Google Scholar 

  55. Previero, A., Kraicksovits, F., Pugniere, M., and Coletti-Previero, M. A. (1981),Biotech. Lett. 3, 575.

    Google Scholar 

  56. Vajda, T., and Szabo, T. (1978),Eur. J. Biochem. 85, 121.

    Article  CAS  Google Scholar 

  57. Widmer, F., and Ohno, M., unpublished results.

  58. Homandberg, G. A., and Laskowski, M., Jr. (1979),Biochemistry 18, 586.

    Article  CAS  Google Scholar 

  59. Homandberg, G. A., Komoriya, A., Juillerat, M., and Chaiken, I. M. (1979), inPeptides—Structure and Biological Function, Gross, E., and Meienhofer, J., eds., Pierce Chemical Co., Rockford, Illinois, 597.

    Google Scholar 

  60. Homandberg, G. A., and Chaiken, I. M. (1980),J. Biol. Chem. 255, 4903.

    CAS  Google Scholar 

  61. Komoriya, A., Homandberg, G. A., and Chaiken, I. M. (1980),Int. J. Pept. Prot. Res. 16, 433.

    Article  CAS  Google Scholar 

  62. Juillerat, M., and Homandberg, G. A. (1981),Int. J. Pept. Prot. Res. 18, 335.

    Article  CAS  Google Scholar 

  63. Graf, L., and Li, C. H. (1981),Proc. Natl. Acad. Sci. USA 78, 6135.

    Article  CAS  Google Scholar 

  64. Westerhuis, L. W., Tesser, G. I., and Nivard, R. J. F. (1980),Recl. Trav. Chim. Pays-Bas 99, 400.

    CAS  Google Scholar 

  65. Inouye, K., Watanabe, K., Morihara, K., Tochino, Y., Kanaya, T., Emma, J., and Sakakibara, S. (1979),J. Amer. Chem. Soc. 101, 751.

    Article  CAS  Google Scholar 

  66. Gattner, H. G., Danho, W., Knorr, R., Naithani, V. K., and Zahn, H. (1981),in Peptides 1980, Brunfeldt, K., ed., Scriptor, Copenhagen, pp. 372–377.

    Google Scholar 

  67. Tager, H., Thomas, N., Assoian, R., Rubenstein, A., Salkow, M., Olefsky, J., and Kaiser, E. T. (1980),Proc. Natl. Acad. Sci. USA 77, 3181.

    Article  CAS  Google Scholar 

  68. Chu, S.-C., Wang, C.-C., and Brandenburg, D. (1981), Z.Physiol. Chem. 362, 647.

    CAS  Google Scholar 

  69. Jonczyk, A., and Gattner, H. G. (1981), Z.Physiol. Chem. 362, 1591.

    CAS  Google Scholar 

  70. Oka, T., Morihara, K., Ohgaku, S., Kobayashi, M., Iwasaki, M., and Shigeta, Y. (1981), inPeptide Chemistry 1980, Okawa, K., ed., Protein Research Foundation, Osaka, pp. 157–162.

    Google Scholar 

  71. Homandberg, G. A., Komoriya, A., and Chaiken, I. M. (1982),Biochemistry 21, 3385 (1982).

    Article  CAS  Google Scholar 

  72. Busse, W.-D., and Carpenter, F. H. (1974),J. Amer. Chem. Soc. 96, 5947.

    Article  CAS  Google Scholar 

  73. Tschesche, H., and Wenzel, H. R. (1981),Angew. Chem. Int. Ed. 20, 295.

    Article  Google Scholar 

  74. Holley, R. W. (1955),J. Am. Chem. Soc. 77, 2552.

    Article  CAS  Google Scholar 

  75. Meyers, C., and Glass, J. D. (1975),Proc. Natl. Acad. Sci. USA 72, 2193.

    Article  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  77. Ohno, M., and Anfinsen, C. B. (1970),J. Am. Chem. Soc. 92, 4098.

    Article  CAS  Google Scholar 

  78. Wünsch, E., Moroder, L., Göhring, W., Thamm, P., and Scharf, R. (1981), Z.Physiol. Chem. 362, 1285.

    Google Scholar 

  79. Töpert, M., Dummann, L., Matthes, S., Lübke, K., and Büllesbach, E. (1981),Biochem. Soc. Trans. 9, 272.

    Google Scholar 

  80. Glass, J., and Pelzig, M. (1977),Proc. Natl. Acad. Sci. USA 74, 2739.

    Article  CAS  Google Scholar 

  81. Brtnik, F., Barth, T., and Jost, K. (1981),Cell. Czech. Chem. Commun. 46, 1982.

    Google Scholar 

  82. Royer, G. P., and Anatharamaiah, G. M. (1979),J. Am. Chem. Soc. 101, 3394.

    Article  CAS  Google Scholar 

  83. Royer, G. P., Hsaio, H. Y., and Anantharamaiah, G. M. (1980),Biochemie 62, 537.

    Article  CAS  Google Scholar 

  84. Martinek, K., Semenov, A. N., and Berezin, I. V. (1981),Biotechnol. Bioengin. 23, 1115.

    Article  CAS  Google Scholar 

  85. Yagisawa, S. (1981),J. Biochem. (Tokyo) 89, 491.

    CAS  Google Scholar 

  86. Katchalski, E., Silman, I., and Goldman, R. (1971),Adv. Enzymol. 34, 445.

    CAS  Google Scholar 

  87. Zaborsky, O. R. (1974),Immobilized Enzymes, CRC Press, Cleveland, Ohio.

    Google Scholar 

  88. Jones, J. B., and Plinra, D. (1981),Can. J. Chem. 59, 2921.

    Article  CAS  Google Scholar 

  89. Itakura, K., Hirose, T., Crea, R., Riggs, A. D., Heyneker, H. L., Bolivar, F., and Boyer, H. W. (1977),Science 198, 1056.

    Article  CAS  Google Scholar 

  90. Villa-Komaroff, L., Efstratiadis, A., Broome, S., Lomedico, P., Tizard, R., Naber, S. P., Chick, W. L., and Gilbert, W. (1978),Proc. Natl. Acad. Sci. USA 75, 3727.

    Article  CAS  Google Scholar 

  91. Wetzel, R., Kleid, D. G., Crea, R., Heyneker, H. L., Vansura, D. G., Hirose, T., Kraszewski, A., Riggs, A. D., Itakura, K., and Goeddel, D. V. (1981),Gene 16, 63.

    Article  CAS  Google Scholar 

  92. Montell, C., Fisher, E. F., Caruthers, M. H., and Berk, A. S. (1982),Nature 295, 380.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chaiken, I.M., Komoriya, A., Ohno, M. et al. Use of enzymes in peptide synthesis. Appl Biochem Biotechnol 7, 385–399 (1982). https://doi.org/10.1007/BF02798320

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02798320

Index Entries

Navigation