The Development of DNA-Compatible S-Glycosyl Transformations
文献类型：期刊论文
| 作者 | Zhao, Qingyi1,5; Bao, Yandan1,5; Niu, Dawen2,3,6; Wang, Xuan1; Lu, Xiaojie1,4,5
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| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2023-06-26 |
| 卷号 | 25期号:26页码:4940-4944 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.3c01799 |
| 通讯作者 | Niu, Dawen(niudawen@scu.edu.cn) ; Wang, Xuan(wangxuan2@simm.ac.cn) ; Lu, Xiaojie(xjlu@simm.ac.cn) |
| 英文摘要 | In this study, we revealed two distinct S-glycosyl transformationsin a DNA-encoded library (DEL)-compatible environment. The first approachinvolves 2-chloro-1,3-dimethylimidazolidinium chloride (DMC)-mediatedS-glycosylation, which is facilitated by the coupling of unprotectedsugar units with the thiol residue of the DNA-linked compounds. However,this methodology falls short of the requirement for DEL constructiondue to its limited substrate scope. We further investigated a photoinducedDNA-compatible S-glycosyl transformation through a radical process.In this alternative approach, allyl sugar sulfones serve as sugardonors and are conjugated to DNA-linked compounds upon irradiationwith green light. Encouragingly, this on-DNA glycosyl chemistry demonstratedexcellent compatibility with functional groups presented in both sugarunits and peptides, affording the desired DNA-linked glycosyl derivativeswith good to excellent conversions. This pioneering DNA-compatibleS-glycosyl transformation represents a valuable tool, facilitatingthe preparation of glycosyl DELs and offering avenues for the explorationof sugar-incorporated delivery systems. |
| WOS关键词 | LIBRARY |
| 资助项目 | Shanghai Municipal Science and Technology Major Project[NSFC-91953203] ; Shanghai Municipal Science and Technology Major Project[NSFC- 92253305] ; Lingang Laboratory ; National Key Research and Development Program of China[LG-QS-202206-09] ; [2022YFC2804400] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001018247600001 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/306376]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Niu, Dawen; Wang, Xuan; Lu, Xiaojie |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Sichuan Univ, West China Hosp, Canc Ctr, Chengdu 610041, Peoples R China 3.Sichuan Univ, Dept Chem Engn, Chengdu 610024, Peoples R China 4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 5.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China 6.Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhao, Qingyi,Bao, Yandan,Niu, Dawen,et al. The Development of DNA-Compatible S-Glycosyl Transformations[J]. ORGANIC LETTERS,2023,25(26):4940-4944. |
| APA | Zhao, Qingyi,Bao, Yandan,Niu, Dawen,Wang, Xuan,&Lu, Xiaojie.(2023).The Development of DNA-Compatible S-Glycosyl Transformations.ORGANIC LETTERS,25(26),4940-4944. |
| MLA | Zhao, Qingyi,et al."The Development of DNA-Compatible S-Glycosyl Transformations".ORGANIC LETTERS 25.26(2023):4940-4944. |
入库方式： OAI收割
来源：上海药物研究所
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