Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5283863 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
Peptidomimetic foldamers were synthesized by oligomerizing derivatives of the δ-amino acid analogue, 2-(2-aminophenoxy)alkanoic acid. Single-crystal analysis of the tetramer reveals a 21-helical secondary structure stabilized by hydrogen bonding and the coiled stacking of aromatic rings. The M-helicity of 2-aminophenoxyacetic acid oligomers was induced by the incorporation of only a single chiral carbon of the N-terminal (R)-2-(2-nitrophenoxy)propionamide moiety. The solution state CD spectra demonstrated that the resulting helix induced a substantial Cotton effect. The secondary structure was further characterized by IR and NMR spectroscopy.
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Authors
Motohiro Akazome, Yuichi Ishii, Tatsuya Nireki, Katsuyuki Ogura,