TY - JOUR
T1 - Self-assembly of an amphipathic ααβ-tripeptide into cationic spherical particles for intracellular delivery
AU - Bucci, Raffaella
AU - Das, Priyadip
AU - Iannuzzi, Filomena
AU - Feligioni, Marco
AU - Gandolfi, Raffaella
AU - Gelmi, Maria Luisa
AU - Reches, Meital
AU - Pellegrino, Sara
N1 - Publisher Copyright:
© 2017 The Royal Society of Chemistry.
PY - 2017
Y1 - 2017
N2 - 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 ααβ-tripeptide containing an l-Arg-l-Ala sequence and an unnatural fluorine substituted β2,3-diaryl-amino acid. The presence of the unnatural β2,3-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.
AB - 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 ααβ-tripeptide containing an l-Arg-l-Ala sequence and an unnatural fluorine substituted β2,3-diaryl-amino acid. The presence of the unnatural β2,3-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.
UR - http://www.scopus.com/inward/record.url?scp=85027493239&partnerID=8YFLogxK
U2 - 10.1039/c7ob01693j
DO - 10.1039/c7ob01693j
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C2 - 28767120
AN - SCOPUS:85027493239
SN - 1477-0520
VL - 15
SP - 6773
EP - 6779
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 32
ER -