Issue 50, 2018

Oligoalanine helical callipers for cell penetration

Abstract

Even for short peptides that are enriched in basic amino acids, the large chemical space that can be spanned by combinations of natural amino acids hinders the rational design of cell penetrating peptides. We here report on short oligoalanine scaffolds for the fine-tuning of peptide helicity in different media and the study of cell penetrating properties. This strategy allowed the extraction of the structure/activity features required for maximal membrane interaction and cellular penetration at minimal toxicity. These results confirmed oligoalanine helical callipers as optimal scaffolds for the rational design and the identification of cell penetrating peptides.

Graphical abstract: Oligoalanine helical callipers for cell penetration

Supplementary files

Article information

Article type
Communication
Submitted
23 Mar 2018
Accepted
23 May 2018
First published
23 May 2018

Chem. Commun., 2018,54, 6919-6922

Oligoalanine helical callipers for cell penetration

M. Pazo, M. Juanes, I. Lostalé-Seijo and J. Montenegro, Chem. Commun., 2018, 54, 6919 DOI: 10.1039/C8CC02304B

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