Prev. Article Next Article Table of Contents

Article

Replacement of a Proline with Silaproline Causes a 20-Fold Increase in the Cellular Uptake of a Pro-Rich Peptide

Sílvia Pujals,^† Jimena Fernández-Carneado,^† Marcelo J. Kogan,^‡ Jean Martinez,^§ Florine Cavelier,^§ and Ernest Giralt*^†^¶

Contribution from the Institut de Recerca Biomdica de Barcelona, Parc Cientfic de Barcelona, Josep Samitier 1, E-08028 Barcelona, Spain, Departamento de Quimica Farmacologica y Toxicologica, Facultad de Ciencias Qumicas, Universidad de Chile, Olivos 1007, Independencia, Santiago de Chile, Laboratoire des Aminoacides, Peptides et Protines, UMR 5810 CNRS-UM1-UM2, Universit Montpellier 2, Place E. Bataillon, Montpellier 34095 Cedex 05, France, and Departament de Qumica Orgnica, Universitat de Barcelona, Mart i Franqus 1, E-08028 Barcelona, Spain

J. Am. Chem. Soc., 2006, 128 (26), pp 8479–8483

DOI: 10.1021/ja060036c

Publication Date (Web): June 14, 2006

†

Parc Científic de Barcelona.

‡

Universidad de Chile.

Université Montpellier 2.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Universitat de Barcelona.

, egiralt@pcb.ub.es

Abstract

The results presented here show that elementary design enhancements have led to a 20-fold increase in the cellular uptake properties of a Pro-rich cell-penetrating peptide. These results are relevant not only due to the increasing interest in using CPPs as molecular shuttles for intracellular drug delivery but also because they illustrate the power of combining conformational analysis with rational design to modulate the behavior of biologically active compounds.

View: Full Text HTML | Hi-Res PDF