Facile synthesis of benzamides to mimic an α-helix
Facile synthesis of benzamides to mimic an α-helix
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DOI：
10.1016/j.tetlet.2007.03.108
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发表时间：
2007-05-14
影响因子：
1.8
通讯作者：
Han, Sun-Young
中科院分区：
文献类型：
--
作者：
Ahn, Jung-Mo;Han, Sun-Young
以苯甲酰胺为刚性支架，设计了一种新的α-螺旋模拟物。它提供了三个官能团，对应于在理想α-螺旋的I、I+4和I+7位置发现的氨基酸侧链，这些侧链显示在同一螺旋面上。它通过简单的烷基化和酰胺化反应实现了高效的合成，易于用于固相合成。结果，两个三苯甲酰胺被生产出来，以模拟在多肽激素--胰高血糖素中发现的两个螺旋区域。(C)2007爱思唯尔有限公司。保留所有权利。
A new alpha-helix mimetic was designed by using a benzamide as a rigid scaffold. It presents three functional groups corresponding to side chains of amino acids found at the i, i + 4, and i + 7 positions of an ideal alpha-helix, which are displayed on the same helical face. Its efficient synthesis was achieved by employing simple alkylation and amidation reactions which can be easily adapted for solid-phase synthesis. As a result, two tris-benzamides were produced to mimic two helical regions found in a peptide hormone, glucagon. (C) 2007 Elsevier Ltd. All rights reserved.