Alternative title | Small head to tail macrocyclic α-peptoids |
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Download | - View accepted manuscript: Small head-to-tail macrocyclic α-peptoids (PDF, 683 KiB)
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DOI | Resolve DOI: https://doi.org/10.1021/ol501102b |
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Author | Search for: Culf, Adrian S.; Search for: Čuperlović-Culf, Miroslava1; Search for: Léger, Daniel A.; Search for: Decken, Andreas |
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Affiliation | - National Research Council of Canada. Information and Communication Technologies
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Format | Text, Article |
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Subject | glycine; peptoid; chemical structure; chemistry; conformation; nuclear magnetic resonance; protein folding; protein secondary structure; stereoisomerism; synthesis; X ray crystallography; Crystallography, X-Ray; Glycine; Models, Molecular; Molecular Conformation; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Peptoids; Protein Folding; Protein Structure, Secondary; Stereoisomerism |
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Abstract | A convenient and efficient methodology for the head-to-tail macrocyclization of small 3-mer, 4-mer, and 5-mer α-peptoid acids (9-, 12-, and 15-atom N-substituted glycine oligomers) is described. The cyclic trimer has a ccc amide sequence in the crystal structure, whereas the tetramer has ctct and the pentamer has ttccc stereochemistry. NMR analysis reveals rigid structures in solution. These synthetic macrocycles may prove useful in medicinal and materials applications. |
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Publication date | 2014-05-05 |
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In | |
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Language | English |
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Peer reviewed | Yes |
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NPARC number | 21272916 |
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Export citation | Export as RIS |
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Report a correction | Report a correction (opens in a new tab) |
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Record identifier | ccd5d298-55f4-45a3-a97e-b10454a3e1c9 |
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Record created | 2014-12-03 |
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Record modified | 2020-06-04 |
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