Second generation, arginine-rich (R–X′–R)4-type cell-penetrating α–ω–α-peptides with constrained, chiral ω-amino acids (X′) for enhanced cargo delivery into cells

Add time:09/06/2019    Source:sciencedirect.com

The syntheses of novel N-aminoalkyl proline-derived spacers (X′) in polycationic (R–X′–R)-motif cell-penetrating α–ω–α-peptides are described as improved molecular transporters and their structural features studied by CD. FACS analysis shows enhanced cellular uptake and confocal microscopy indicates predominantly cytoplasmic localization. The oligomers are efficient at transporting pDNA into cells. The chirality together with the hydrophobicity and flexibility derived from the spacer chain are found to have marked influence on the cell-penetrating and cargo delivery properties of the cell-penetrating peptides (CPPs). The peptides containing N-(3-aminopropyl)-d-proline spacers are found to be the best at cell penetration and cargo delivery in the present study.

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