Skip to main content
Log in

Secondary structural modifications of Aβ(1–40) induced by multiple 2-acetoxy-4-methoxybenzyl (acetylHmb) protection

  • Published:
Letters in Peptide Science Aims and scope Submit manuscript

Summary

Modifications to secondary structure and fibril formation caused by multiple acetylHmb backbone amide protection of Alzheimer's disease Aβ(1–40) were investigated using circular dichroism spectroscopy and electron microscopy. Penta(acetylHmb) Aβ(1–40) was observed to have a reduced ability to form α-helix and β-sheet structures under the same solution conditions as the native peptide, with α-helical propensity being reduced more significantly than β-sheet propensity. Further, acetylHmb backbone protection was found to alter Aβ(1–40) interaction with SDS-micelles by preventing α-helix formation. Aβ fibril formation, a characteristic property of this peptide, was also not observed for penta(acetylHmb) Aβ(1–40).

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. Tjernberg, L.O., Näslund, J., Thyberg, J., Gandy, S.E., Terenius, L. and Nordstedt, C., J. Biol. Chem., 272 (1997) 1870.

    Article  PubMed  CAS  Google Scholar 

  2. Forloni, G., Tagliavini, F., Bugiani, O. and Salmona, M., Prog. Neurobiol., 49 (1996) 287.

    PubMed  CAS  Google Scholar 

  3. Teplow, D.B., Amyloid: Int. J. Exp. Clin. Invest., 5 (1998) 121.

    CAS  Google Scholar 

  4. Walsh, D.M., Lomakin, A., Benedek, G.B., Condron, M.M. and Teplow, D.B., J. Biol. Chem., 272 (1997) 22364.

    Article  PubMed  CAS  Google Scholar 

  5. Quibell, M., Turnell, W.G. and Johnson, T., J. Org. Chem., 59 (1994) 1745.

    Article  CAS  Google Scholar 

  6. Quibell, M., Turnell, W.G. and Johnson, T., J. Chem. Soc. Perkin Trans. 1, (1995) 2019.

    Article  Google Scholar 

  7. Clausen, N., Goldmammer, C., Jauch, K. and Bayer, E., In Kaumaya, P.T.P. and Hodges, R.S. (Eds), Peptides: Chemistry Structure and Biology, Mayflower Scientific Ltd., Kingswinford, 1996, pp. 71–72.

    Google Scholar 

  8. Wöhr, T., Wahl, F., Nefzi, A., Rohwedder, B., Sato, T., Sun, X. and Mutter, M., J. Am. Chem. Soc., 118 (1996) 9218.

    Article  Google Scholar 

  9. Hyde, C., Johnson, T., Owen, D., Quibell, M. and Sheppard, R.C., Int. J. Pept. Protein Res., 43 (1994) 431.

    Article  PubMed  CAS  Google Scholar 

  10. Clippingdale, A.B., Macris, M., Wade, J.D. and Barrow, C.J., J. Pept. Res. (in press).

  11. Morrisett, J.D., David, J.S.K., Pownall, H.J. and Gotto, A.M., Biochemistry, 12 (1973) 1290.

    Article  PubMed  CAS  Google Scholar 

  12. Li, S.-C. and Deber, C.M., Int. J. Pept. Protein Res., 40 (1992) 243.

    Article  PubMed  CAS  Google Scholar 

  13. Li, S.-C. and Deber, C.M., J. Biol. Chem., 268 (1993) 22975.

    PubMed  CAS  Google Scholar 

  14. Barrow, C.J., Yasuda, A., Kenny, P.T.M. and Zagorski, M.G., J. Mol. Biol., 225 (1992) 1075.

    Article  PubMed  CAS  Google Scholar 

  15. Avdulov, N.A., Chochina, S.V., Igbavboa, U., Warden, C.S., Vassiliev, A.V. and Wood, W.G., J. Neurochem., 69 (1997) 1746.

    Article  PubMed  CAS  Google Scholar 

  16. McLaurin, J., Franklin, T., Fraser, P.E. and Chakrabartty, A., J. Biol. Chem., 273 (1998) 4506.

    Article  PubMed  CAS  Google Scholar 

  17. McLaurin, J. and Chakrabartty, A., J. Biol. Chem., 271 (1996) 26482.

    Article  PubMed  CAS  Google Scholar 

  18. Naiki, H. and Nakakuki, K., Lab. Invest., 74 (1996) 374.

    PubMed  CAS  Google Scholar 

  19. Harper, J.D., Lieber, C.M. and Lansbury, P.T., Chem. Biol., 4 (1997) 951.

    Article  PubMed  CAS  Google Scholar 

  20. Kirschner, D.A., Abraham, C. and Selkoe, D.J., Proc. Natl. Acad. Sci. USA, 83 (1986) 503.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Colin J. Barrow.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Clippingdale, A.B., He, WL., Macris, M. et al. Secondary structural modifications of Aβ(1–40) induced by multiple 2-acetoxy-4-methoxybenzyl (acetylHmb) protection. Lett Pept Sci 6, 289–293 (1999). https://doi.org/10.1007/BF02443424

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02443424

Key words

Navigation