Peptide dendrimers based on polyproline helices.
We present a new family of peptide dendrimers based on polyproline helices and cis-4-amino-L-proline as a branching unit. Dendrimers were synthesized by a convergent solid-phase peptide synthesis approach. The conformational transition between polyproline type I helix and polyproline type II helix was observed by circular dichroism in branched polyproline building blocks with more than 14 proline residues and in the resulting dendrimers. Both linear and dendritic polyprolines were found to be actively internalized by rat kidney cells. Preliminary results show that the antibiotic ciprofloxacin form complexes with branched polyproline chains in 99.5% propanol.
Departament de Química Orgànica, Universitat de Barcelona, Martí i Franquès 1, 08028-Barcelona, Spain.
Laia
L
Crespo
Glòria
G
Sanclimens
Beatriz
B
Montaner
Ricardo
R
Pérez-Tomás
Miriam
M
Royo
Miquel
M
Pons
Fernando
F
Albericio
Ernest
E
Giralt
D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry; D002460:Cell Line; D002939:Ciprofloxacin / Q000737:chemistry; D002942:Circular Dichroism; D007668:Kidney / Q000378:metabolism; D008856:Microscopy, Fluorescence; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D017433:Protein Structure, Secondary; D051381:Rats
D000890:Anti-Infective Agents; D010455:Peptides; C011083:polyproline; D002939:Ciprofloxacin