4.8 Article

Novel Fmoc-Polyamino Acids for Solid-Phase Synthesis of Defined Polyamidoamines

Journal

ORGANIC LETTERS
Volume 13, Issue 7, Pages 1586-1589

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol200381z

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Funding

  1. DFG excellence cluster Nanosystems Initiative Munich (NIM)
  2. Roche Kulmbach
  3. Munich Biotech Cluster

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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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