Small head-to-tail macrocyclic α-peptoids

Alternative titleSmall head to tail macrocyclic α-peptoids
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DOIResolve DOI: http://doi.org/10.1021/ol501102b
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TypeArticle
Journal titleOrganic Letters
ISSN1523-7060
Volume16
Issue10
Pages27802783; # of pages: 4
Subjectglycine; peptoid; article; 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
AbstractA 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.
Publication date
LanguageEnglish
AffiliationInformation and Communication Technologies; National Research Council Canada
Peer reviewedYes
NPARC number21272916
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Record identifierccd5d298-55f4-45a3-a97e-b10454a3e1c9
Record created2014-12-03
Record modified2016-05-09
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