Dipeptide Nanotubes Containing Unnatural Fluorine-Substituted β(2,3)-Diarylamino Acid and L-Alanine as Candidates for Biomedical Applications.
The synthesis and the structural characterization of dipeptides composed of unnatural fluorine-substituted β(2,3)-diarylamino acid and L-alanine are reported. Depending on the stereochemistry of the β amino acid, these dipeptides are able to self-assemble into proteolytic stable nanotubes. These architectures were able to enter the cell and locate in the cytoplasmic/perinuclear region and represent interesting candidates for biomedical applications.
Andrea
A
Bonetti
Sara
S
Pellegrino
Institute of Chemistry, The Hebrew University of Jerusalem , Jerusalem 91904, Israel.
Priyadip
P
Das
Institute of Chemistry, The Hebrew University of Jerusalem , Jerusalem 91904, Israel.
Sivan
S
Yuran
Raffaella
R
Bucci
Multimedica IRCCS , Milano 20099, Italy.
Nicola
N
Ferri
Fiorella
F
Meneghetti
Carlo
C
Castellano
Institute of Chemistry, The Hebrew University of Jerusalem , Jerusalem 91904, Israel.
Meital
M
Reches
Maria Luisa
ML
Gelmi
D000409:Alanine / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005461:Fluorine / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D043942:Nanotubes; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism
D000596:Amino Acids; D004151:Dipeptides; D005461:Fluorine; D000409:Alanine