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Efficient semi-synthesis of ubiquitin-7-amino-4-methylcoumarin

Chu, Guo-Chao ; Bai, Jing-Si ; Kong, Yi-Fu ; Fan, Jian ; Sun, Shuai-Shuai ; Xu, Hua-Jian ; Shi, Jing ; Li, Yi-Ming

Tetrahedron, 2018-07, Vol.74 (28), p.3931-3935 [Periódico revisado por pares]

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Título:
Efficient semi-synthesis of ubiquitin-7-amino-4-methylcoumarin
Autor: Chu, Guo-Chao ; Bai, Jing-Si ; Kong, Yi-Fu ; Fan, Jian ; Sun, Shuai-Shuai ; Xu, Hua-Jian ; Shi, Jing ; Li, Yi-Ming
Assuntos: Deubiquitinases ; Semi-synthesis ; Ub–AMC
É parte de: Tetrahedron, 2018-07, Vol.74 (28), p.3931-3935
Descrição: Ubiquitin (Ub)-based probe Ub-7-amino-4-methylcoumarin is widely used to detect deubiquitinase (DUB) enzymatic activity, but its current synthesis procedures are cumbersome. In this work, we reported a new highly efficient semi-synthetic strategy to prepare Ub-AMC through two facile steps: first, preparation of Ub-thioester through hydrozinolysis-thioesterification of expressed Ub (1-G76C) mutant; second, direct aminolysis of Ub-thioester in a mixed-solvent system which exhibits very low hydrolysis. [Display omitted]
Editor: Elsevier Ltd
Idioma: Inglês

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