Second generation, arginine-rich (R-X `-R)(4)-type cell-penetrating alpha-omega-alpha-peptides with constrained, chiral omega-amino acids (X `) for enhanced cargo delivery into cells
| Title | Second generation, arginine-rich (R-X `-R)(4)-type cell-penetrating alpha-omega-alpha-peptides with constrained, chiral omega-amino acids (X `) for enhanced cargo delivery into cells |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Patil, KM, Naik, RJ, Vij, M, Yadav, AK, Kumar, VA, Ganguli, M, Fernandes, M |
| Journal | Bioorganic & Medicinal Chemistry Letters |
| Volume | 24 |
| Issue | 17 |
| Pagination | 4198-4202 |
| Date Published | SEP |
| ISSN | 0960-894X |
| Keywords | (R-X-R)-motif, alpha-omega-alpha-Peptide, Cell-penetrating peptide, Constrained chiral amino acid, Peptidomimetics |
| Abstract | The syntheses of novel N-aminoalkyl proline-derived spacers (X') in polycationic (R-X'-R)-motif cell-penetrating alpha-omega-alpha-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. (C) 2014 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.bmcl.2014.07.040 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 1.19 |