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Updated: Jul 10, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Conformational rearrangements by water-soluble peptoid foldamers
Sung Bin Y Shin1, Kent Kirshenbaum
1Department of Chemistry, New York University, 100 Washington Square East, New York, New York 10003-6688, USA.
Abstract:
Peptoids are a family of N-substituted glycine oligomers that are capable of forming stable helical structures. We seek peptoid monomers that can establish a strong folding propensity in aqueous conditions. Here we utilize L-phenylalanine tert-butyl ester as a readily available reagent for the synthesis of (S)-N-(1-carboxy-2-phenylethyl)glycine oligomers. The products form stable secondary structures in aqueous solution in which the conformation is dramatically responsive to variations in pH and solvent composition.
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