title: Small head-to-tail macrocyclic α-peptoids.
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.
authors.affiliation: Atlantic Cancer Research Institute , 35 Providence Street, Moncton, NB E1C 8X3, Canada.
authors.forename: Adrian S
authors.initials: AS
authors.lastname: Culf
authors.forename: Miroslava
authors.initials: M
authors.lastname: Čuperlović-Culf
authors.forename: Daniel A
authors.initials: DA
authors.lastname: Léger
authors.forename: Andreas
authors.initials: A
authors.lastname: Decken
mesh_terms: D018360:Crystallography, X-Ray; D005998:Glycine / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D034444:Peptoids / Q000138:chemical synthesis / Q000737:chemistry*; D017510:Protein Folding; D017433:Protein Structure, Secondary; D013237:Stereoisomerism
chemical_list: D034444:Peptoids; D005998:Glycine