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Updated: Jun 17, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
Published on: November 2, 2011
Novel peptoid building blocks: synthesis of functionalized aromatic helix-inducing submonomers
Jiwon Seo1, Annelise E Barron, Ronald N Zuckermann
1Department of Bioengineering, Stanford University, W300 James H. Clark Center, 318 Campus Drive, Stanford, California 94305-5440, USA.
Abstract:
Peptoids, oligo-N-substituted glycines, can fold into well-defined helical secondary structures. The design and synthesis of new peptoid building blocks that are capable of both (a) inducing a helical secondary structure and (b) decorating the helices with chemical functionalities are reported. Peptoid heptamers containing carboxamide, carboxylic acid or thiol functionalities were synthesized, and the resulting peptoids were shown to form stable helices. A thiol-containing peptoid readily formed the homodisulfide, providing a convenient route to prepare peptoid helix homodimers.
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