Synthesis and 12-helical secondary structure of β-peptides containing (2R,3R)-aminoproline

被引:44
作者
Porter, EA [1 ]
Wang, XF [1 ]
Schmitt, MA [1 ]
Gellman, SH [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
D O I
10.1021/ol0266370
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(2R,3R)-Aminoproline, A pyrrolidine-based beta-amino acid, was synthesized and incorporated into hexa-beta-peptide 4. This residue confers water solubility when the ring nitrogen is protonated and allows for 12-helix formation in aqueous solution. Circular dichroism spectra display the 12-helical signature, and 12-helical structure was confirmed by 2D NMR analysis.
引用
收藏
页码:3317 / 3319
页数:3
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