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Updated: Sep 22, 2025

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Synthesis of an Amphiphilic β-Turn Mimetic Polymer Conjugate
Marlen Malke1, Haitham Barqawi1, Wolfgang H Binder1
1Chair of Macromolecular Chemistry, Institute of Chemistry, Division of Technical and Macromolecular Chemistry, Faculty of Natural Sciences II (Chemistry, Physics and Mathematics), Martin-Luther-University Halle-Wittenberg, von-Danckelmann-Platz 4, Halle D-06120, Germany.
Abstract:
A new biomimetic polymer containing a beta-turn mimetic element (1) was synthesized, using a combination of living carbocationic polymerization (LCCP), amidation, and "click" chemistry. Two different α-ω-functionalized polyisobutylenes (PIBs 3 and 5) bearing either an alkyne group (PIB 3) or a primary amine group (PIB 5) were directly synthesized via LCCP. The linking of the two PIB strands with the closely positioned carboxyl/azido moieties of a β-turn dipeptide (BTD) 2 was achieved via a sequence of amidation reaction and the CuI-mediated azide/alkyne "click" reaction. By means of size exclusion chromatography (SEC), matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS), NMR spectroscopy, and LC/MALDI-TOF MS, a detailed structural proof of the β-turn mimetic PIB conjugate (1) was possible.
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