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.

SUBMITTER: Oliver M 

PROVIDER: S-EPMC9079923 | biostudies-literature | 2018 Apr

REPOSITORIES: biostudies-literature