Programming Bioactive Architectures with Cyclic Peptide Amphiphiles.

Authors :: Kuan SL
Wang T
Raabe M
Liu W
Lamla M
Weil T
Source :: ChemPlusChem [Chempluschem] 2015 Aug; Vol. 80 (8), pp. 1347-1353. Date of Electronic Publication: 2015 Jul 14.
Publication Year :: 2015
Abstract: We present a versatile approach for the synthesis of cyclic peptide amphiphiles of the hormone somatostatin (SST) with tunable lipophilic tails to program bioactive nanoarchitectures. A novel bis-alkylation reagent is synthesized that facilitates the functionalization of SST with a thiol anchor. Different hydrophobic moieties are introduced inspired by a biomimetic palmitoylation approach which opens access to cyclic peptide amphiphiles that display rich self-organization and cell membrane interactions.<br /> (Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)