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

doi:10.1021/acs.orglett.0c00086

	Rhodium(III)-Catalyzed C-H Alkenylation: Access to Maleimide-Decorated Tryptophan and Tryptophan-Containing Peptides
	Peng, Jingjing 1,2; Li, Chunpu 1,2; Khamrakulov, Mirzadavlat 1,2; Wang, Jiang 1,2; Liu, Hong 1,2
刊名	ORGANIC LETTERS
	2020-02-21
卷号	22 期号:4 页码:1535-1541
ISSN号	1523-7060
DOI	10.1021/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.
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关键词	ALPHA-AMINO-ACIDS ; STEREOSELECTIVE-SYNTHESIS ; ARYLATION ; BONDS ; FUNCTIONALIZATION ; ALKYNYLATION ; OLEFINATION ; ACTIVATION ; MILD ; HYDROARYLATION
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000516667200060
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/280786]
专题	中国科学院上海药物研究所
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.