Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions.
Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions.
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DOI：
10.1039/c7cc00399d
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发表时间：
2017-03
影响因子：
4.9
通讯作者：
G. Kaluđerović;M. Abbas;Hans Christian Kautz;M. Wadaan;Claudia Lennicke;B. Seliger;L. Wessjohann
中科院分区：
文献类型：
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作者：
G. Kaluđerović;M. Abbas;Hans Christian Kautz;M. Wadaan;Claudia Lennicke;B. Seliger;L. Wessjohann
描述了与异腈[Ugi-5CR]的5-组分5-中心反应的第一个实例。扩展的Ugi型反应涉及硒醛以及氨，这两种反应物在多组分（MCR）系统中具有挑战性，以产生甲硫氨酸和Se-甲硫氨酸部分和衍生物作为受保护的结构单元或用于肽或类肽中的直接连接。类肽/肽结构单元被证明是非细胞毒性的，但增加了编码应激保护性硒蛋白（Gpx 1）的基因的表达。
A first example of 5-component 5-center reactions with isonitriles [Ugi-5CRs] is described. The extended Ugi type reactions involve selenoaldehydes as well as ammonia, both challenging reactants in multicomponent (MCR) systems, to generate methionine and Se-methionine moieties and derivatives as protected building blocks or for direct ligation in peptides or peptoids. The peptoid/peptide building blocks proved to be non-cytotoxic but increased the expression of genes encoding for stress protective selenoproteins (Gpx1).