Efficient Construction of Proline-Containing β-Turn Mimetic Cyclic Tetrapeptides via CuAAC Macrocyclization

被引：35
作者：
Chouhan, Gagan [1 ]
James, Keith [1 ]
机构：
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 06期
关键词：
PROTEIN-PROTEIN INTERACTIONS; AZIDE-ALKYNE CYCLOADDITIONS; RING-CLOSING METATHESIS; CLICK CHEMISTRY; LINEAR PEPTIDES; DRUG DISCOVERY; BIOLOGICAL-ACTIVITY; PEPTIDOMIMETICS; MIMICS; PERMEABILITY;
D O I：
10.1021/ol303572t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A range of macrocyclic beta-turn mimetic tetrapeptides was prepared by efficient copper-tris(triazole) ligand complex catalyzed azide-alkyne "click" macrocyclizations in good to high yields. Preliminary conformational studies using X-ray crystallography and NMR spectroscopy demonstrated the presence of intramolecular H-bonds characteristic of beta-turns in these cyclic tetrapeptides.
引用
收藏
页码：1206 / 1209
页数：4
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