Oligo(N-alkoxy glycines): trans substantiating peptoid conformations
Related Experiment Video
Updated: May 26, 2026

Solid-phase Submonomer Synthesis of Peptoid Polymers and their Self-Assembly into Highly-Ordered Nanosheets
Published on: November 2, 2011
Peter A Jordan1, Bishwajit Paul, Glenn L Butterfoss
1Department of Chemistry, New York University, NY 10003, USA.
Abstract:
Peptoid oligomers possess many desirable attributes bioactive peptidomimetic agents, including their ease of synthesis, chemical diversity, and capability for molecular recognition. Ongoing efforts to develop functional peptoids will necessitate improved capability for control of peptoid structure, particularly of the backbone amide conformation. We introduce alkoxyamines as a new reagent for solid phase peptoid synthesis. Herein, we describe the synthesis of N-alkoxy peptoids, and present NMR data indicating that the oligomers adopt a single stable conformation featuring trans amide bonds. These findings, combined with results from computational modeling, suggest that N-alkoxy peptoid oligomers have a strong propensity to adopt a polyproline II type secondary structure.
Related Concept Videos
Proteoglycans
Oligosaccharide Assembly
Multiple sugar molecules that may or may...
Protein Glycosylation
Glycosylation occurs in...
Peptide Bonds
Protein Folding Quality Check in the RER
Protein Organization
The primary structure of a protein is its amino acid sequence.

