Issue 26, 2018

Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

Abstract

The synthesis of four CF3-proline analogues of the PLG peptide is reported. Our results show that the incorporation of trifluoromethylated amino acids (Tfm-AAs) at the N-terminal position of a peptide significantly increases its hydrophobicity. In addition, depending on the relative configuration and the position of the CF3 group, Tfm-AAs can also promote passive diffusion transport.

Graphical abstract: Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the l-prolyl-l-leucyl glycinamide (PLG) tripeptide

Supplementary files

Article information

Article type
Paper
Submitted
22 mar 2018
Accepted
11 apr 2018
First published
18 apr 2018
This article is Open Access
Creative Commons BY license

RSC Adv., 2018,8, 14597-14602

Trifluoromethylated proline analogues as efficient tools to enhance the hydrophobicity and to promote passive diffusion transport of the L-prolyl-L-leucyl glycinamide (PLG) tripeptide

M. Oliver, C. Gadais, J. García-Pindado, M. Teixidó, N. Lensen, G. Chaume and T. Brigaud, RSC Adv., 2018, 8, 14597 DOI: 10.1039/C8RA02511H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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