Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

  • Letter
  • Published:

Orientation of Polypeptide Side Chains in Solution

Abstract

THE conformational behaviour of polymers of L-aspartate esters has been of interest since it was first shown that poly(β-benzyl-L-aspartate) in chloroform takes up the anomalous left-handed helical form1,2. Since then it has been shown that para-substitution of the benzene rings with nitro3 or methyl4 groups induces a transition to the right-handed form. In some of these derivations the helix sense can be changed by altering the solvent5, and poly (β-benzyl-L-aspartate) itself can be induced to take up the right-handed form when in contact with water6. When the aliphatic esters of poly(L-aspartic acid) are dissolved in chloroform at room temperature, they take up a helix sense dependent on the nature of the ester group: thus methyl, like benzyl, takes up the left-handed form7,8, while ethyl, n-propyl and isopropyl take up the right-handed form8.

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

Access options

Buy this article

Prices may be subject to local taxes which are calculated during checkout

Similar content being viewed by others

References

  1. Bradbury, E. M., Downie, A. R., Elliott, A., and Hanby, W. E., Proc. Roy. Soc., A, 259, 110 (1960).

    Article  ADS  CAS  Google Scholar 

  2. Karlson, R. H., Norland, K. S., Fasman, G. D., and Blout, E. R., J. Amer. Chem. Soc., 82, 2268 (1960).

    Article  CAS  Google Scholar 

  3. Goodman, M., Felix, A. M., Deber, C. M., Brause, A. R., and Schwartz, G., Biopolymers, 1, 371 (1963).

    Article  CAS  Google Scholar 

  4. Hashimoto, M., and Aritomi, J., Bull. Chem. Soc. Jap., 39, 2707 (1966).

    Article  CAS  Google Scholar 

  5. Hashimoto, M., Bull. Chem. Soc. Jap., 39, 2713 (1966).

    Article  CAS  Google Scholar 

  6. Malcolm, R. B., Nature, 219, 929 (1968).

    Article  ADS  CAS  Google Scholar 

  7. Goodman, M., Boardman, F., and Litowsky, L., J. Amer. Chem. Soc., 85, 2491 (1963).

    Article  CAS  Google Scholar 

  8. Bradbury, E. M., Carpenter, B. G., and Goldman, H., Biopolymers, 6, 837 (1968).

    Article  CAS  Google Scholar 

  9. Yan, J. F., Vanderkooi, G., and Scheraga, H. A., J. Chem. Phys., 49, 2713 (1968).

    Article  ADS  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

BRADBURY, E., CARPENTER, B., CRANE-ROBINSON, C. et al. Orientation of Polypeptide Side Chains in Solution. Nature 225, 64–66 (1970). https://doi.org/10.1038/225064b0

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1038/225064b0

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing