Enhancing the Potential of Miniature-Scale DNA-Compatible Radical Reactions via an Electron Donor-Acceptor Complex and a Reversible Adsorption to Solid Support Strategy
文献类型：期刊论文
| 作者 | Lin, Bizhen1; Lu, Weiwei2; Chen, Zhen-yu3; Zhang, Yue1; Duan, Yin-zhe1; Lu, Xiaojie2 ; Yan, Ming1; Zhang, Xue-jing1
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| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2021-10-01 |
| 卷号 | 23期号:19页码:7381-7385 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.1c02562 |
| 通讯作者 | Zhang, Xue-jing(zhangxj33@mail.sysu.edu.cn) |
| 英文摘要 | DNA-encoded library (DEL) technology is a powerful tool in the discovery of bioactive probe molecules and drug leads. Mostly, the success in DEL technology stems from the molecular diversity of the chemical libraries. However, the construction of DELs has been restricted by the idiosyncratic needs and the required low concentration (similar to 1 mM or less) of the library intermediate. Here, we report visible-light-promoted on-DNA radical coupling reactions via an electron donor-acceptor (EDA) complex and a reversible adsorption to solid support (BASS) strategy. This protocol provides a unique solution to the challenges of increasing the reactivity of highly diluted DNA substrates and reducing the residues of heavy metals from photocatalysts. A series of on-DNA indole sulfone and selenide derivatives were obtained with good to quantitative conversions. It is anticipated that these mild-condition on-DNA radical reactions will significantly improve the chemical diversity of DELs and find widespread utility to DEL construction. |
| WOS关键词 | PHOTOREDOX-MEDIATED ALKYLATION ; METAL ; CHEMISTRY ; LIBRARIES |
| 资助项目 | National Natural Science Foundation of China[21772240] ; Fundamental Research Funds for the Central Universities[2021qntd44] ; Natural Science Foundation of Guangdong[2021A1515010503] ; Natural Science Foundation of Guangdong[2021A1515010186] ; Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery[2019B030301005] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000704710800013 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/298439]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Zhang, Xue-jing |
| 作者单位 | 1.Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab Chiral Mol & Drug Discover, Guangzhou 510006, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 3.Guangdong Med Univ, Sch Pharm, Dongguan 523808, Peoples R China |
| 推荐引用方式 GB/T 7714 | Lin, Bizhen,Lu, Weiwei,Chen, Zhen-yu,et al. Enhancing the Potential of Miniature-Scale DNA-Compatible Radical Reactions via an Electron Donor-Acceptor Complex and a Reversible Adsorption to Solid Support Strategy[J]. ORGANIC LETTERS,2021,23(19):7381-7385. |
| APA | Lin, Bizhen.,Lu, Weiwei.,Chen, Zhen-yu.,Zhang, Yue.,Duan, Yin-zhe.,...&Zhang, Xue-jing.(2021).Enhancing the Potential of Miniature-Scale DNA-Compatible Radical Reactions via an Electron Donor-Acceptor Complex and a Reversible Adsorption to Solid Support Strategy.ORGANIC LETTERS,23(19),7381-7385. |
| MLA | Lin, Bizhen,et al."Enhancing the Potential of Miniature-Scale DNA-Compatible Radical Reactions via an Electron Donor-Acceptor Complex and a Reversible Adsorption to Solid Support Strategy".ORGANIC LETTERS 23.19(2021):7381-7385. |
入库方式： OAI收割
来源：上海药物研究所
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