Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 32, Pages 6773-6779Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob01693j
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Funding
- Lundbeck A/S
- Casa di Cura del Policlinico di Milano (CCPP)
- University of Milano (Piano di sostegno alla Ricerca-LINEA 2)
- Israel Council for Higher Education
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The development of molecular carriers able to carry molecules directly into the cell is an area of intensive research. Cationic nanoparticles are effective delivery systems for several classes of molecules, such as anticancer agents, oligonucleotides and antibodies. Indeed, a cationic charge on the outer surface allows a rapid cellular uptake together with the possibility of carrying negatively charged molecules. In this work, we studied the self-assembly of an ultra-short alpha alpha beta-tripeptide containing an L-Arg-L-Ala sequence and an unnatural fluorine substituted beta(2,3)-diaryl-amino acid. The presence of the unnatural beta(2,3)-diaryl-amino acid allowed us to obtain a protease stable sequence. Furthermore, an arginine guanidinium group triggered the formation of spherical assemblies that were able to load small molecules and enter cells. These spherical architectures, thus, represent interesting candidates for the delivery of exogenous entities directly into cells.
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