One-Pot Synthesis of Highly Functionalized Seleno Amino Acid Derivatives
One-Pot Synthesis of Highly Functionalized Seleno Amino Acid Derivatives
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DOI：
10.1111/j.1747-0285.2009.00854.x
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发表时间：
2009-09-01
影响因子：
3
通讯作者：
Doemling, Alexander
中科院分区：
文献类型：
--
作者：
Liu, Haixia;Doemling, Alexander
本文提供了一种新的快速合成硒氨基酸衍生物的方法，包括甲基硒半胱氨酸、硒代蛋氨酸和硒半胱氨酸。通过以异氰化物为基础的多组分反应Ugi-4C-5C，我们发现每一种市售的硒氨基酸都是这些反应的良好底物，可以与互补的氧组分和异氰化物一起使用，生成高度多样化的功能化含硒化合物。这些化合物可能成为化学生物学应用中阐明硒在生物化学中的作用的有用工具。
We herein provide a new and rapid protocol to generate derivatives of seleno amino acid, including methyl selenocysteine, selenomethionine, and selenocystine. Applying the isocyanide-based multicomponent reaction Ugi-4C-5C reaction, we show that each of the commercially available seleno amino acids are good substrate for these reactions and can be used together with complementary oxocomponents and isocyanides to generate highly diverse functionalized selenium-containing compounds. These compounds might become useful tools for applications in chemical biology to elucidate the role of selenium in biochemistry.