Skip to main content
SpringerLink
Log in
Book cover

Peptide Synthesis Protocols pp 303–316Cite as

Peptide Synthesis via Fragment Condensation

  • Protocol

Part of the book series: Methods in Molecular Biology ((MIMB,volume 35))

Abstract

In the classical solution synthesis, fragment condensation has always been the way to build up peptide chains with more than approximately five amino acids’ length. Since the early achievements in this field, like the synthesis of glucagon and secretin (1), little has changed from a strategic point of view. For a recent example, see the synthesis of human epidermal growth factor (2). However, taking the classical approach to synthesize larger peptides is cumbersome, and needs experience and time.

This is a preview of subscription content, log in via an institution.

Protocol
USD   49.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   129.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   169.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Springer Nature is developing a new tool to find and evaluate Protocols. Learn more

References

  1. Wuensch, E. and Wendlberger, G. (1972) Zur Synthese des Sekretins V. Chem. Ber. 105, 2508–2514.

    Article  CAS  Google Scholar 

  2. Shin, S. Y., Kaburaki, Y., Watanabe, M., and Munekata, E. (1992) Total solution synthesis of human epidermal growth factor by the assembly of nine building blocks. Biosci. Biotech. Biochem. 56, 404–408.

    Article  CAS  Google Scholar 

  3. Nyfeler, R, Wixmerten, U., Seidel, C., and Mergler, M. (1992) Peptide synthesis by a combination of solid phase and solution methods, in Peptides, Proc. 12 th APS 1991 (Smith, J. A. and Rivier, J. E., eds.), Escom, Leiden, pp. 661–663.

    Google Scholar 

  4. Riniker, B., Fretz, H., and Kamber, B. (1993) Peptides 1992. Proc. 22nd EPS, (Schneider, C. H. and Eberle, A.N., eds.) Escom, Leiden, pp. 34,35.

    Chapter  Google Scholar 

  5. Riniker, B., Fretz, H., and Kamber, B. (1993) Peptides 1992. Proc. 22nd EPS, (Schneider, C. H. and Eberle, A.N., eds.) Escom, Leiden, pp. 34,35.

    Google Scholar 

  6. Nokihara, K. and Hellstern, H. (1990) Synthesis of cardiodilatin related peptides by fragment assembly on a polymer support, in Peptide Chemistry 1989 (Yanaihara, N., ed.), Protein Research Foundation, Osaka, pp. 315–320.

    Google Scholar 

  7. Albericio, F., Lloyd-Williams, P., Gairi, M., Jou, G., Celma, C., Kneib-Cordonnier, N., Grandas, A, Eritja, R, Pedroso, E., Van Rietschoten, J., Barany, G., and Giralt, E. (1992) Convergent solid phase peptide synthesis, in Proc. 2 nd Int. Symp. on Innovation and Perspectives in Solid Phase Synthesis, Canterbury 1991, Intercept, Andover, pp. 39–47.

    Google Scholar 

  8. Atherton, E., Brown, E., Priestley, G., Sheppard, R C., and Williams, B. J. (1981) Exploratory studies on solid phase segment condensation synthesis, in Peptides, Proc 7 th APS (Rich, D. H. and Gross, E., eds.), Pierce, Rockford, pp. 163–175.

    Google Scholar 

  9. Felix, A M., Wang, C.-T., and Lambros, J. (1985) Coupling of large protected peptide fragments in trifluoroethanol: synthesis ofThymosin α 1, in Peptides, Proc. 9 th APS Toronto (Deber, C. M., Hruby, V. J., and Kopple, K. D., eds.), Pierce, Rockford, pp. 389–396.

    Google Scholar 

  10. Albericio, F., Pons, M., Pedroso, E., and Giralt, E. (1989) Comparative study of supports for solid-phase couplings of protected peptide segments. J. Org. Chem. 54, 360–366.

    Article  CAS  Google Scholar 

  11. Barlos, K., Gatos, D., and Schaefer, W. (1991) Synthese von Prothymosin α. Angew. Chem. 103,572–575.

    Article  CAS  Google Scholar 

  12. Wuensch, E. (–) (1974) Houben-Weyl, Methoden der organischen Chemie, vol. 15, part II, Thieme, Stuttgart.

    Google Scholar 

  13. Gross, E. and Meienhofer, J. (1979) Major methods of peptide bond formation. The Peptides, vol. 1, Academic, Orlando, FL.

    Google Scholar 

  14. Bodanszky, M. (1984) Principles of Peptide Synthesis. Springer, Berlin.

    Google Scholar 

  15. Hudson, D. (1988) Methodological implications of simultaneous solid-phase peptide synthesis. 1. Comparison of different coupling procedures. J. Org. Chem. 53, 617–624.

    Article  CAS  Google Scholar 

  16. Posnett, D. N., Mc Grath, H., and Tam, J. P. (1988) A novel method for producing anti-peptide antibodies. J. Biol. Chem. 263, 1719–1725.

    Google Scholar 

  17. Doerner, B., Carey, R I., Mutter, M., Labhardt, A M., Steiner, V., and Rink, H. (1992) New routes to artificial proteins applying the TASP concept, in Proc. 2 nd Int. Symp. on Innovation and Perspectives in Solid Phase Synthesis, Canterbury 1991, Intercept, Andover, pp. 163–170.

    Google Scholar 

  18. Kamber, B. and Riniker, B. (1992) The solid phase synthesis of protected peptides combined with fragment coupling in solution, in Peptides, Proc. 12 th APS 1991 (Smith, J. A and Rivier, J. E., eds.), Escom, Leiden, pp. 525–526.

    Google Scholar 

  19. Mergler, M. and Nyfeler, R (1992) Easy synthesis of protected peptide hydrazides on solid support, in Peptides, Proc. 12 th APS 1991 (Smith, J. A and Rivier, J. E., eds.), Escom, Leiden, pp. 551–552.

    Google Scholar 

  20. Bodanszky, M. and Bodanszky, A. (1984) The Practice of Peptide Synthesis, Reactivity and Structure, Concepts in Organic Chemistry, vol. 21, Springer, Berlin.

    Google Scholar 

  21. Knorr, R, Trzeciak, A, Bannwarth, W., and Gillessen, D. (1989) New coupling reagents in peptide chemistry. Tetrahedron Lett. 30, 1927–1930.

    Article  CAS  Google Scholar 

  22. Miyazawa, T., Otomatsu, T., Fukui, Y., Yamada, T., and Kuwata, S. (1992) Effect of copper(II)chloride on suppression of racemization in peptide synthesis by the carbodiimide method. Int. J. Peptide Prot. Res. 39, 237–244.

    Article  CAS  Google Scholar 

  23. Thaler, A., Seebach, D., and Cardinaux, F. (1991) Lithium salt effects in peptide synthesis (a) Part I Helv. 74, 617–627

    Article  CAS  Google Scholar 

  24. Thaler, A., Seebach, D., and Cardinaux, F. (1991) Lithium salt effects in peptide synthesis (b) Part II Helv. 74, 628–643.

    Article  CAS  Google Scholar 

  25. Koenig, W. and Geiger, R (1970) Eine neue Methode zur Synthese von Peptiden. Chem. Ber. 103,788–789.

    Article  CAS  Google Scholar 

  26. Castro, B., Dormoy, J. R, Evin, G., and Selve, C. (1975) Reactifs de couplage peptidique IV. Tetrahedron Lett. 14, 1219–1222.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Bachem Feinchemikalien AG, Bubendorf, Switzerland

    Rolf Nyfeler

Authors
  1. Rolf Nyfeler
    View author publications

    You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

  1. Bachem Bioscience, King of Prussia, PA, USA

    Michael W. Pennington

  2. University of Florida, Gainesville, FL, USA

    Ben M. Dunn

Rights and permissions

Reprints and permissions

Copyright information

© 1994 Humana Press Inc.

About this protocol

Cite this protocol

Nyfeler, R. (1994). Peptide Synthesis via Fragment Condensation. In: Pennington, M.W., Dunn, B.M. (eds) Peptide Synthesis Protocols. Methods in Molecular Biology, vol 35. Humana Press, Totowa, NJ. https://doi.org/10.1385/0-89603-273-6:303

Download citation

  • DOI: https://doi.org/10.1385/0-89603-273-6:303

  • Publisher Name: Humana Press, Totowa, NJ

  • Print ISBN: 978-0-89603-273-6

  • Online ISBN: 978-1-59259-522-8

  • eBook Packages: Springer Protocols

Publish with us

Policies and ethics

Search

Navigation