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Facile Protocol for the Synthesis of Self-assembling Polyamine-based Peptide Amphiphiles (PPAs) and Related Biomaterials
Published on: June 25, 2018
Novel Fmoc-polyamino acids for solid-phase synthesis of defined polyamidoamines
David Schaffert1, Naresh Badgujar, Ernst Wagner
1Pharmaceutical Biotechnology, Department of Pharmacy, Center for Drug Research, Ludwig-Maximilians-Universität Munich, Butenandtstr. 5-13, D-81377 Munich, Germany.
Abstract:
A versatile solid-phase approach to sequence-defined polyamidoamines was developed. Four different Fmoc-polyamino acid building blocks were synthesized by selective protection of symmetrical oligoethylenimine precursors followed by introduction of a carboxylic acid handle using cyclic anhydrides and subsequent Fmoc-protection. The novel Fmoc-polyamino acids were used to construct polyamidoamines demonstrating complete compatibility to standard Fmoc reaction conditions. The straightforward synthesis of the building blocks and the high efficiency of the solid-phase coupling reactions allow the versatile synthesis of defined polycations.
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