Small Head-to-Tail Macrocyclic α-Peptoids

被引：41
作者：
Culf, Adrian S. [1 ]
Cuperlovic-Culf, Miroslava [2 ]
Leger, Daniel A. [1 ]
Decken, Andreas [3 ]
机构：
[1] Atlantic Canc Res Inst, Moncton, NB E1C 8X3, Canada
[2] Natl Res Council Canada, Moncton, NB E1A 7R1, Canada
[3] Univ New Brunswick, Dept Chem, Fredericton, NB E3B 5A3, Canada
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 10期
关键词：
CIS TRANS ISOMERIZATION; SAFETY-CATCH RESIN; CYCLIC PENTAPEPTIDE; CRYSTAL-STRUCTURE; SOLID-PHASE; L-PRO; CONFORMATION; PEPTIDE; CYCLIZATION; CYCLOTETRAPEPTIDES;
D O I：
10.1021/ol501102b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient and efficient methodology for the head-to-tail macrocyclization of small 3-mer, 4-mer, and 5-mer a-peptoid acids (9-, 12-, and 15-atom N-substituted glycine oligomers) is described. The cyclic trimer has a ccc amide sequence in the crystal structure, whereas the tetramer has ctct and the pentamer has ttccc stereochemistry. NMR analysis reveals rigid structures in solution. These synthetic macrocycles may prove useful in medicinal and materials applications.
引用
收藏
页码：2780 / 2783
页数：4
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