Non-hydrogen-bonded secondary structure in beta-peptides: Evidence from circular dichroism of (S)-pyrrolidine-3 carboxylic acid oligomers and (S)-nipecotic acid oligomers

Citation
Br. Huck et al., Non-hydrogen-bonded secondary structure in beta-peptides: Evidence from circular dichroism of (S)-pyrrolidine-3 carboxylic acid oligomers and (S)-nipecotic acid oligomers, ORG LETT, 1(11), 1999, pp. 1717-1720
Citations number
49
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
11
Year of publication
1999
Pages
1717 - 1720
Database
ISI
SICI code
1523-7060(199912)1:11<1717:NSSIBE>2.0.ZU;2-B
Abstract
[GRAPHICS] Homooligomers of beta-amino acids (S)-3-pyrrolidine-3-carboxylic acid (PCA) and (S) nipecotic acid (Nip) were studied by circular dichroism (CD) in me thanol. In each series, a profound change in the far UV CD spectrum was obs erved from monomer to tetramer, but little change was observed from tetrame r to hexamer. A comparable pattern is observed in the CD spectra of short p roline oligomers. We conclude that both PCA and Nip oligomers with greater than or equal to four residues adopt a characteristic secondary structure.