Incorporation of Aza-Glycine into Collagen Peptides

被引:11
|
作者
Melton, Samuel D. [1 ]
Smith, Mason S. [1 ]
Chenoweth, David M. [1 ]
机构
[1] Univ Penn, Dept Chem, 231 South 34th St, Philadelphia, PA 19104 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 03期
基金
美国国家科学基金会;
关键词
SOLID-PHASE SYNTHESIS; SELECTIVE INHIBITORS; AMINO-ACIDS; AZAPEPTIDES; PEPTIDOMIMETICS; STRATEGY; ANALOGS; DESIGN; SCAN;
D O I
10.1021/acs.joc.9b02539
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Substitution of natural amino acids with their aza-amino acid counterparts in peptides has been a historically challenging prospect due to the diminished reactivity of the involved reagents. Current methods require lengthy reaction times or difficult synthetic strategies. Aza-glycine has proven to be a valuable tool in the design of triple-helix-forming collagen peptides. Herein, we describe a method for incorporation of aza-glycine in collagen peptides, and we apply the method to the synthesis of collagen peptides containing multiple aza-glycine residues.
引用
收藏
页码:1706 / 1711
页数:6
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