Skip to main content

Description of the Chiroptic Properties of Small Peptides by a Molecular Orbital Method

  • Conference paper
Book cover Excited States in Organic Chemistry and Biochemistry

Part of the book series: The Jerusalem Symposia on Quantum Chemistry and Biochemistry ((JSQC,volume 10))

  • 25 Accesses

Abstract

The exciton model has been successful in interpreting the long-wavelength chiroptic properties of both quasi-infinite [1–6] polypeptides and of shorter oligopeptides [7–12]. Initially, only the electric dipole-electric dipole interaction (μ-μ mechanism) of the amide π-π* transitions was considered. After the discovery in the early 1960’s of a n-π* band at longer wavelength than the π-π* bands [13–17], several investigations were then undertaken to include magnetic dipole allowed transitions in the exciton scheme (local n-π interaction and nonlocal electric dipole-electric quadrupole interation; μi-mi and μi-mj mechanisms) [7–12].

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 169.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 219.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 219.99
Price excludes VAT (USA)
  • Durable hardcover 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

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. W. Moffitt, J.Chem.Phys. 25, 467 (1956).

    Article  CAS  Google Scholar 

  2. D.D. Fitts and J.G. Kirkwood, Proc.Natl.Acad.Sci. USA 42, 33 (1956).

    Article  CAS  Google Scholar 

  3. W. Moffitt, D.D. Fitts and J.G. Kirkwood, Proc.Natl. Acad.Sci. USA 43, 723 (1957).

    Article  CAS  Google Scholar 

  4. F.M. Loxsom, J.Chem.Phys. 51, 4899 (1969).

    Article  CAS  Google Scholar 

  5. M.R. Philpott, J.Chem.Phys. 56, 683 (1972).

    Article  CAS  Google Scholar 

  6. A.E. Hansen and J. Avery, Chem.Phys.Letters 13, 396 (1972).

    Article  CAS  Google Scholar 

  7. I. Tinoco, Jr., Advan.Chem.Phys. 4, 113 (1962).

    Google Scholar 

  8. R.W. Woody and I. Tinoco, J.Chem.Phys. 46, 4927 (1967).

    Article  CAS  Google Scholar 

  9. R.W. Woody, J.Chem.Phys. 49, 4797 (1968).

    Article  CAS  Google Scholar 

  10. P.M. Bayley, E.B. Nielsen and J.A. Schellman, J.Phys.Chem. 73, 228 (1969).

    Article  CAS  Google Scholar 

  11. V. Madison and J. Schellman, Biopolymers 11, 104l (1972).

    Google Scholar 

  12. E.S. Pysh, J.Chem.Phys. 52, 4723 (1970).

    Google Scholar 

  13. N.S. Simmons and E.R. Blout, Biophys.J. 1, 55 (1960).

    Article  CAS  Google Scholar 

  14. N.S. Simmons, C. Cohen, A.G. Szent-Gyorgyi, D.B. Wetlaufer and E.R. Blout, J.Am.Chem.Soc. 83, 4766 (1961).

    Article  CAS  Google Scholar 

  15. S. Beychok and E.R. Blout, J.Mol.Biol. 3, 769 (1961).

    Article  CAS  Google Scholar 

  16. G. Holzwarth, W.B. Gratzer and P. Doty, J.Am.Chem.Soc. 84, 3194 (1962).

    Article  CAS  Google Scholar 

  17. G. Holzwarth and P. Doty, J.Am.Chem.Soc. 87, 218 (1965).

    Article  CAS  Google Scholar 

  18. G. Blauer, in Structure and Bonding, Vol. 18, Springer, New York 1974.

    Google Scholar 

  19. G. Blauer and G.Wagnière, J.Am.Chem.Soc. 97, 1949 (1975).

    Article  CAS  Google Scholar 

  20. G. Wagnifere and G. Blauer, J.Am.Chem.Soc. 98, 7806 (1976).

    Article  Google Scholar 

  21. R. Pariser and R.G. Parr, J.Chem.Phys. 21, 466, 767 (1953); J.A. Pople, Proc.Phys.Soc. A 68 81 (1955).

    Article  CAS  Google Scholar 

  22. H. Labhart and G. Wagnifcre, Helv.Chim.Acta 46, 1314 (1963).

    Article  CAS  Google Scholar 

  23. Orbital plot program by E. Haselbach and A. Schmelzer, Helv.Chim.Acta 54, 1299 (1971).

    Google Scholar 

  24. J.A. Pople, D.P. Santry and G.A. Segal, J.Chem.Phys. 43, S 129 (1965); J.A. Pople and G.A. Segal, J.Chem.Phys. 44, 3289 (1966).

    Article  Google Scholar 

  25. D.W. Turner, C. Baker, A.D. Baker and C.R. Brundle, “Molecular Photoelectron Spectroscopy”, Wiley Interscience, London 1970, p. 132–138.

    Google Scholar 

  26. J.N. Murrell, “The Theory of Electronic Spectra of Organic Molecules”, Methuen & Co., London 1963, Chap.8.

    Google Scholar 

  27. M.B. Robin, “Higher Excited States of Polyatomic Molecules”, Vol. II, Academic Press, New York 1975, p. 75–106, p. 121–160.

    Google Scholar 

  28. W. Hug and G. Wagnifere, Theoret.Chim.Acta 18, 57 (1970).

    Article  CAS  Google Scholar 

  29. A. Moscowitz, in C. Djerassi, Optical Rotatory Dispersion, McGraw Hill, New York 1960, p. 165.

    Google Scholar 

  30. M. Rothe, cited in R.E. Geiger, Doctoral dissertation, University of Zurich, 1974, p. 95.

    Google Scholar 

  31. I.L. Karle, J.W. Gibson and J. Karle, J.Am.Chem.Soc. 92, 3755 (1970).

    Article  CAS  Google Scholar 

  32. R.E. Geiger, Doctoral dissertation, University of Zurich, 1974, p. 117.

    Google Scholar 

  33. M.E. Druyan, C.L. Coulter, R. Walter, G. Kartha and G.K. Ambady, J.Am.Chem.Soc. 98, 5496 (1976).

    Article  CAS  Google Scholar 

  34. C.M. Deber, A. Scatturin, V.M. Vaidya and E.R. Blout, in Peptides: Chemistry and Biochemistry, B.Weinstein and S.Lande, Eds., Dekker, New York 1970, p. 166.

    Google Scholar 

  35. F.A. Bovey and F.P. Hood, Biopolymers 5, 325 (1967).

    Article  CAS  Google Scholar 

  36. H. Gerlach, J.A. Owtschinnikow and V. Prelog, Helv.Chim.Acta 47, 2294 (1964).

    Article  CAS  Google Scholar 

  37. H. Gerlach, G. Haas and V. Prelog, Helv.Chim.Acta 49, 603 (1966).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1977 Springer Science+Business Media Dordrecht

About this paper

Cite this paper

Iseli, M., Geiger, R., Wagnière, G. (1977). Description of the Chiroptic Properties of Small Peptides by a Molecular Orbital Method. In: Pullman, B., Goldblum, N. (eds) Excited States in Organic Chemistry and Biochemistry. The Jerusalem Symposia on Quantum Chemistry and Biochemistry, vol 10. Springer, Dordrecht. https://doi.org/10.1007/978-94-010-1273-7_12

Download citation

  • DOI: https://doi.org/10.1007/978-94-010-1273-7_12

  • Publisher Name: Springer, Dordrecht

  • Print ISBN: 978-94-010-1275-1

  • Online ISBN: 978-94-010-1273-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics