Introduction of a Triazole Amino Acid into a Peptoid Oligomer Induces Turn Formation in Aqueous Solution

Peptoids are a non-natural class of oligomers that are composed of repeating N-substituted glycine units and are capable of folding into helices that mimic peptide structure and function. In this letter, we report the concise synthesis of a 1,5-substituted triazole amino acid (Tzl) and its subsequen...

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Veröffentlicht in:Organic letters 2007-06, Vol.9 (12), p.2381-2383
Hauptverfasser: Pokorski, Jonathan K, Miller Jenkins, Lisa M, Feng, Hanqiao, Durell, Stewart R, Bai, Yawen, Appella, Daniel H
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Sprache:eng
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Zusammenfassung:Peptoids are a non-natural class of oligomers that are composed of repeating N-substituted glycine units and are capable of folding into helices that mimic peptide structure and function. In this letter, we report the concise synthesis of a 1,5-substituted triazole amino acid (Tzl) and its subsequent incorporation into a short peptoid. The Tzl amino acid was shown to induce turn formation in aqueous solution, thus expanding the structural repertoire available to peptoid chemists.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol070817y