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CC BY 4.0 · Synlett 2025; 36(06): 724-728
DOI: 10.1055/a-2238-5394
DOI: 10.1055/a-2238-5394
letter
Chemical Tools for Peptide Modifications
Aromatic Residue Positioning Influences Helical Peptoid Structure in Aqueous Solution
National Science Foundation (CHE-1904991), Camille and Henry Dreyfus Foundation (Henry Dreyfus Teacher-Scholar Award to A.A.F.), Richard Bastiani (undergraduate research award to J.M.J.).
Abstract
Water-soluble peptidomimetics, including peptoids, are promising functional surrogates for biologically relevant, amphiphilic, helical peptides. Twenty amphiphilic peptoid hexamers with predicted helical structures were designed, prepared, and studied using circular dichroism (CD) spectroscopy. The site-specific contributions of aromatic and charged residues to the helical structure of peptoid hexamers in aqueous solution was evaluated, revealing that aromatic residue positioning most significantly impacts structure.
Key words
peptoid - peptidomimetic - helical structures - circular dichroism spectroscopy - solid-phase synthesisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2238-5394.
- Supporting Information
Publication History
Received: 06 October 2023
Accepted after revision: 29 December 2023
Accepted Manuscript online:
04 January 2024
Article published online:
30 January 2024
© 2024. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
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