Cell-penetrating peptoids: Introduction of novel cationic side chains

• Peptoids with novel cationic side chains are presented.
• The peptoids were labeled with rhodamine B for fluorescence microscopy.
• The cell-penetrating properties of these peptoids are evaluated.
• Peptoids with polyamine side chains accumulate in cytosol.

During the last decade peptoid-based molecular transporters have been broadly applied. They are highly valued for their easy synthesis and their superior stability against enzymatic degradation. The special structure of peptoids generally allows introducing a variety of different side chains. Yet, the cationic side chains of cell-penetrating peptoids displayed solely lysine- or arginine-like structures. Thus this report is intended to extend the spectrum of cationic peptoid side chains. Herein, we present novel functional groups, like polyamines, aza-crown ethers, or triphenylphosphonium ions that are introduced into peptoids for the first time. In addition, the obtained peptoids were tested for their cell-penetrating properties.

Figure optionsDownload as PowerPoint slide