'Mixed' beta-peptides: A unique helical secondary structure in solution

被引:197
作者
Seebach, D [1 ]
Gademann, K [1 ]
Schreiber, JV [1 ]
Matthews, JL [1 ]
Hintermann, T [1 ]
Jaun, B [1 ]
Oberer, L [1 ]
Hommel, U [1 ]
Widmer, H [1 ]
机构
[1] NOVARTIS PHARMA AG,PRAKLIN FORSCH,RES CORE TECHNOL AREA,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1002/hlca.19970800703
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
beta-Hexapeptides 1-5 and a beta-dodecapeptide 6 with sequences containing two different types of beta-amino acids (aliphatic proteinageous side chains in the 2- or in the 3-position) have been prepared. CD (Fig. 1) and NMR measurements indicate that, with one exception, the secondary structures formed by these new beta-peptides differ from those of isomers studied previously. Detailed NMR analysis of the beta-hexapeptide 5 (with alternating beta(2),beta(3)-building blocks) and molecular-dynamics simulations have produced a minimum energy conformation (Fig. 2, b) which might be described as a novel irregular helix containing ten- and twelve-membered H-bonded rings. This demonstrates the great structural variability of beta-peptides, since three different helical secondary structures have been discovered to date.
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页码:2033 / 2038
页数:6
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