Chemical Synthesis of K48-Linked Diubiquitin by Incorporation of a Lysine-Linked Auxiliary Handle

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• 作者：Rui-Long Xie ; Ling Xu ; Jia-Bin Li ; Guo-Chao Chu ; Tao Wang ; Yi-Chao Huang and Yi-Ming Li
• 刊名：European Journal of Organic Chemistry
• 出版年：2016
• 出版时间：May 2016
• 年：2016
• 卷：2016
• 期：15
• 页码：2665-2670
• 全文大小：1027K
• ISSN：1099-0690

文摘

We synthesized a lysine-linked auxiliary-derived building block, ϵ-N-2-mercapto-1-(2,4-dimethoxyphenyl)ethyl lysine, in 20 % isolated yield over a six-step route. The new building block is well compatible with Fmoc solid-phase peptide synthesis (SPPS) and hydrazide-based native chemical ligation (NCL). Furthermore, we successfully incorporated the new lysine-linked auxiliary handle into a protein segment and performed the chemical synthesis of K48-linked diubiquitin with stepwise NCL.