ShanghaiTech University Knowledge Management System
A Chemistry for Incorporation of Selenium into DNA-Encoded Libraries | |
2020-08-03 | |
发表期刊 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
ISSN | 1433-7851 |
EISSN | 1521-3773 |
发表状态 | 已发表 |
DOI | 10.1002/anie.202003595 |
摘要 | Conventional direct C-H selenylation suffers from simple selenation with limited atom economy and complicated reaction system. In this work, we designed benzoselenazolone as a novel bifunctional selenide reagent for both off- and on-DNA C-H selenylation under rhodium(III) catalysis. We show that using benzoselenazolone allowed production of a series of selenylation products containing an adjacent aminoacyl group in a fast and efficient way, with high atom economy. The synthetic application of this method was demonstrated by taking advantage of the amide functionality as a nucleophile, directing group, and amide coupling partner. This work shows great potential in facilitating rapid construction of selenium-containing DNA-encoded chemical libraries (SeDELs), and lays the foundation for the development of selenium-containing drugs. |
关键词 | benzoselenazolone C-H activation DNA-encoded library rhodium selenylation |
收录类别 | SCI ; SCIE ; EI ; IC ; CCR |
资助项目 | National Natural Science Foundation of China[U19A2011] ; National Natural Science Foundation of China[21977070] ; National Natural Science Foundation of China[21907085] |
WOS研究方向 | Chemistry |
WOS类目 | Chemistry, Multidisciplinary |
WOS记录号 | WOS:000528892300001 |
出版者 | WILEY-V C H VERLAG GMBH |
WOS关键词 | C-H CHALCOGENATION ; CHEMICAL LIBRARIES ; CATALYZED DIRECT ; DRUG DISCOVERY ; BOND FORMATION ; DISELENIDES ; ACTIVATION ; FUNCTIONALIZATION ; SELENYLATION ; SELENATION |
原始文献类型 | Article |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/119529 |
专题 | 生命科学与技术学院_硕士生 免疫化学研究所_特聘教授组_功能筛选实验室 免疫化学研究所_特聘教授组_抗体设计学实验室 |
共同第一作者 | Gu, Yuang |
通讯作者 | Hou, Wei; Yang, Guang; Lerner, Richard A. |
作者单位 | 1.ShanghaiTech Univ, Shanghai Inst Adv Immunochem Studies, Shanghai 201210, Peoples R China 2.Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China 3.Zhejiang Univ Technol, Inst Drug Dev & Chem Biol, Hangzhou 310014, Peoples R China 4.ShanghaiTech Univ, Sch Life Sci & Technol, Shanghai 201210, Peoples R China 5.Chinese Acad Sci, Inst Biochem & Cell Biol, Shanghai Inst Biol Sci, Shanghai 200031, Peoples R China 6.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 7.Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA |
第一作者单位 | 免疫化学研究所 |
通讯作者单位 | 免疫化学研究所 |
第一作者的第一单位 | 免疫化学研究所 |
推荐引用方式 GB/T 7714 | Xu, Hongtao,Gu, Yuang,Zhang, Shuning,et al. A Chemistry for Incorporation of Selenium into DNA-Encoded Libraries[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2020. |
APA | Xu, Hongtao.,Gu, Yuang.,Zhang, Shuning.,Xiong, Huan.,Ma, Fei.,...&Lerner, Richard A..(2020).A Chemistry for Incorporation of Selenium into DNA-Encoded Libraries.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. |
MLA | Xu, Hongtao,et al."A Chemistry for Incorporation of Selenium into DNA-Encoded Libraries".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020). |
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