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Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides

文献类型：期刊论文

作者Peng, Jingjing1,2; Li, Chunpu1,2; Khamrakulov, Mirzadavlat1,2; Wang, Jiang1,2; Liu, Hong1,2
刊名ORGANIC LETTERS
出版日期2020-02-21
卷号22期号:4页码:1535-1541
ISSN号1523-7060
DOI10.1021/acs.orglett.0c00086
通讯作者Wang, Jiang(jwang@simm.ac.cn) ; Liu, Hong(hliu@simm.ac.cn)
英文摘要Maleimide is widely applied in many fields, especially in antibody-drug conjugations and peptide drugs. Herein, we develop a strategy for the C-H alkenylation of tryptophan and tryptophan-containing peptides, providing a synthetic route of decorating maleimide on peptides. The method has a high tolerance of functional groups and protecting groups. Furthermore, this method was applied to prepare peptide conjugation with molecules such as drugs and fluorescence probes. Moreover, macrocyclic peptides were obtained via this reaction.
WOS关键词ALPHA-AMINO-ACIDS ; STEREOSELECTIVE-SYNTHESIS ; ARYLATION ; BONDS ; FUNCTIONALIZATION ; ALKYNYLATION ; OLEFINATION ; ACTIVATION ; MILD ; HYDROARYLATION
资助项目National Natural Science Foundation of China[21632008] ; National Natural Science Foundation of China[21672231] ; National Natural Science Foundation of China[21877118] ; National Natural Science Foundation of China[81620108027] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA12040107] ; Strategic Priority Research Program of the Chinese Academy of Sciences[XDA12040201]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000516667200060
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/280786]  
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 Key Lab Drug Res, Shanghai 201203, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式
GB/T 7714		 Peng, Jingjing,Li, Chunpu,Khamrakulov, Mirzadavlat,et al. Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides[J]. ORGANIC LETTERS,2020,22(4):1535-1541.
APA Peng, Jingjing,Li, Chunpu,Khamrakulov, Mirzadavlat,Wang, Jiang,&Liu, Hong.(2020).Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides.ORGANIC LETTERS,22(4),1535-1541.
MLA Peng, Jingjing,et al."Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides".ORGANIC LETTERS 22.4(2020):1535-1541.

入库方式： OAI收割

来源：上海药物研究所

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