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

被引:61
作者
Huck, BR [1 ]
Langenhan, JM [1 ]
Gellman, SH [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
D O I
10.1021/ol9909482
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[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 methanol. In each series, a profound change in the far UV CD spectrum was observed from monomer to tetramer, but little change was observed from tetramer to hexamer. A comparable pattern is observed in the CD spectra of short proline oligomers. We conclude that both PCA and Nip oligomers with greater than or equal to four residues adopt a characteristic secondary structure.
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页码:1717 / 1720
页数:4
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