Effect of Preorganized Charge-Display on the Cell-Penetrating Properties of Cationic Peptides.
Yvonne A NagelPhilipp S RaschleHelma WennemersPublished in: Angewandte Chemie (International ed. in English) (2016)
The effect of preorganized versus undefined charge display on the cellular uptake of cationic cell-penetrating peptides (CPPs) was investigated by comparing conformationally well-defined guanidinylated oligoprolines with flexible oligoarginines. Flow cytometry and confocal microscopy studies with different cancer cell lines (HeLa, MCF-7, and HT-29) showed that preorganization of cationic charges in lateral distances of ≈9 Å enhanced the cellular uptake of CPPs. Binding affinity measurements revealed tighter binding of analogues of cell-surface glycans to the guanidinylated octaproline with localized charges compared to flexible octaarginine, a finding that was further correlated to the cellular uptake by studies with CHO cells deficient in glycans on the outer plasma membrane.
Keyphrases
- cell surface
- flow cytometry
- single cell
- cell therapy
- cell cycle arrest
- induced apoptosis
- papillary thyroid
- minimally invasive
- molecular docking
- case control
- dna binding
- binding protein
- breast cancer cells
- mesenchymal stem cells
- high resolution
- young adults
- cell proliferation
- oxidative stress
- signaling pathway
- pi k akt