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Monitoring Peptide Folding by Time-Resolved Spectroscopies: the Effect of a Single Gly to Aib Susbtitution

  • Mariano Venanzi
  • Emanuela Gatto
  • Gianfranco Bocchinfuso
  • Antonio Palleschi
  • Lorenzo Stella
  • Chiara Baldini
  • Fernando Formaggio
  • Claudio Toniolo
  • Basilio Pispisa
Part of the Advances in Experimental Medicine and Biology book series (volume 611)

Introduction

We have recently reported on a new fluorescent analogue of trichogin GA IV, a natural peptide showing interesting antimicrobial activity [1]. The primary structure (and acronym) of the peptide investigated is:

Fmoc-Aib-Gly-Leu-Aib-Gly-Gly-Leu-TOAC-Gly-Ile-Leu-OMe (F0T8) where Fmoc is fluorenyl-9-methyloxycarbonyl, Aib is ±-aminoisobutyric acid, TOAC is 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid, and OMe is methoxy.

The double substitution of an energy donor (Fmoc) and an acceptor (TOAC) pair in the trichogin sequence enabled us to make use of time-resolved optical spectroscopies, spanning from the nanosecond to the microsecond time regime, to investigate the conformational propensity and the dynamical features of F0T8. Experimental and computational results indicated that the structural and dynamical properties of F0T8are characterized by a transition from an elongated helical conformation to a more compact structure mimicking a helix-turn-helix...

Keywords

Transient Absorption Peptide Backbone Helical Conformation Aminoisobutyric Acid Microsecond Time Scale 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Notes

Acknowledgments

This work was funded by the grant PRIN 2006 (MIUR of Italy).

References

  1. 1.
    Venanzi, M., Gatto, E., Bocchinfuso, G., Palleschi, A., Stella, L., Baldini, C., Formaggio, F. and Toniolo, C. J. Phys. Chem. B 110, 22834–22841 (2006).CrossRefGoogle Scholar
  2. 2.
    Venanzi, M., Gatto, E., Bocchinfuso, G., Palleschi, A., Stella, L., Formaggio, F. and Toniolo, C. ChemBioChem 7, 43–45 (2006).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  • Mariano Venanzi
    • 1
  • Emanuela Gatto
    • 1
  • Gianfranco Bocchinfuso
    • 1
  • Antonio Palleschi
    • 1
  • Lorenzo Stella
    • 1
  • Chiara Baldini
    • 2
  • Fernando Formaggio
    • 2
  • Claudio Toniolo
    • 2
  • Basilio Pispisa
    • 1
  1. 1.Department of Chemical Sciences and TechnologiesUniversity of Roma “Tor Vergata”RomeItaly
  2. 2.ICB, Padua Unit, CNR, Department of ChemistryUniversity of PaduaPaduaItaly

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