Peptoid Macrocycles: Making the Rounds with Peptidomimetic Oligomers

被引:115
作者
Yoo, Barney [1 ,2 ]
Shin, Sung Bin Y. [1 ,3 ]
Huang, Mia Lace [1 ]
Kirshenbaum, Kent [1 ]
机构
[1] NYU, Dept Chem, New York, NY 10003 USA
[2] Mem Sloan Kettering Canc Ctr, New York, NY 10065 USA
[3] Cornell Univ, Weill Med Coll, Dept Pharmacol, New York, NY 10065 USA
基金
美国国家科学基金会;
关键词
foldamers; macrocycles; peptidomimetics; peptoids; AZIDE-ALKYNE CYCLOADDITION; CONFORMATION-DIRECTED MACROCYCLIZATION; BIFUNCTIONAL BUILDING-BLOCKS; ASSEMBLING PEPTIDE NANOTUBES; TRANSMEMBRANE ION CHANNELS; SOLID-PHASE SYNTHESIS; CYCLIC-PEPTIDES; SIDE-CHAINS; CLICK CHEMISTRY; BETA-PEPTIDES;
D O I
10.1002/chem.200903549
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Macrocyclic constraints are often employed to rigidify the conformation of flexible oligomeric systems. This approach has recently been used to organize the structure of peptoid oligomers, which are peptidomimetics composed of chemically diverse N-substituted glycine monomer units. In this review, we describe advances in the synthesis and characterization of cyclic peptoids. We evaluate how the installation of covalent constraints between the oligomer termini or side chains has been effective in defining peptoid conformations. We also discuss the potential applications for this promising family of macrocyclic peptidomimetics.
引用
收藏
页码:5528 / 5537
页数:10
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