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Macrocyclization of Maleimide-Decorated Peptides via Late-Stage Rh(III)-Catalyzed Trp(C7) Alkenylation

文献类型：期刊论文

作者Zhang, Yu1,2; Hu, Shulei1,3; Li, Yazhou; Wang, Yongkun1; Yu, Tao1,2; Chen, Qiangqiang1,4; Wang, Jiang1,5,6; Liu, Hong1,2,3,4,5
刊名ORGANIC LETTERS
出版日期2023-04-14
卷号25期号:14页码:2456-2460
ISSN号1523-7060
DOI10.1021/acs.orglett.3c00601
通讯作者Wang, Jiang(jwang@lglab.ac.cn) ; Liu, Hong(hliu@simm.ac.cn)
英文摘要Here, we report a novel strategy for constructing maleimidecontaining peptides and cyclic peptides using Rh(III)-catalyzed tryptophan (Trp) (C7) alkenylation, which is challenging due to the inherent reactivity of the indole benzenoid ring. This method is scalable and exhibits broad substrate scope. The utility of this protocol could further be demonstrated by the synthesis of peptide conjugates with natural products and amino acids as well as the construction of maleimide-braced cyclic peptides.
WOS关键词TRYPTOPHAN ; PROTEIN ; INDOLES ; ACCESS
资助项目National Natural Science Foundation of China[82130105] ; National Natural Science Foundation of China[92253305] ; National Natural Science Foundation of China[82121005] ; National Natural Science Foundation of China[22177124] ; Lingang Laboratory[LG-GG-202204-02] ; Lingang Laboratory[LG202103-04-01]
WOS研究方向Chemistry
语种英语
出版者AMER CHEMICAL SOC
WOS记录号WOS:001060219200015
源URL[http://119.78.100.183/handle/2S10ELR8/306128]  
专题新药研究国家重点实验室
通讯作者Wang, Jiang; Liu, Hong
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, State Lab Drug Res, Shanghai 201203, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.China Pharmaceut Univ, Key Lab Drug Res, Nanjing 211198, Jiangsu, Peoples R China
4.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China
5.UCAS, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China
6.Lingang Lab, Shanghai 200031, Peoples R China
推荐引用方式
GB/T 7714		 Zhang, Yu,Hu, Shulei,Li, Yazhou,et al. Macrocyclization of Maleimide-Decorated Peptides via Late-Stage Rh(III)-Catalyzed Trp(C7) Alkenylation[J]. ORGANIC LETTERS,2023,25(14):2456-2460.
APA Zhang, Yu.,Hu, Shulei.,Li, Yazhou.,Wang, Yongkun.,Yu, Tao.,...&Liu, Hong.(2023).Macrocyclization of Maleimide-Decorated Peptides via Late-Stage Rh(III)-Catalyzed Trp(C7) Alkenylation.ORGANIC LETTERS,25(14),2456-2460.
MLA Zhang, Yu,et al."Macrocyclization of Maleimide-Decorated Peptides via Late-Stage Rh(III)-Catalyzed Trp(C7) Alkenylation".ORGANIC LETTERS 25.14(2023):2456-2460.

入库方式： OAI收割

来源：上海药物研究所

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