Late-Stage Stitching Enabled by Palladium-Catalyzed Tryptophan C4 Amination: Peptide Ligation and Cyclodimerization
文献类型：期刊论文
| 作者 | Li, Yazhou3,4; Zhang, Yu2; Yu, Tao3; Chen, Qiangqiang1; Liu, Hong1,3,4 ; Wang, Jiang2,3
|
| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2025-01-11 |
| 卷号 | 27期号:3页码:874-879 |
| ISSN号 | 1523-7060 |
| DOI | 10.1021/acs.orglett.4c04610 |
| 英文摘要 | Here, we report on methods for late-stage peptide diversification through palladium-catalyzed site-selective C(sp2)-H amination of tryptophan residues at the C4 position, utilizing tryptophan-amine cross-links. Our strategy enables practical access to C-N bonds, facilitating the construction of cyclopeptides via late-stage cyclodimerization of structurally complex peptides, which poses significant challenges for organic synthesis. The synthetic utility of this protocol is demonstrated through the synthesis of 30- to 38-membered macrocyclic peptides. |
| WOS关键词 | PROTEIN-PROTEIN INTERACTIONS ; AMINO-ACIDS ; FUNCTIONALIZATION ; ARYLATION |
| 资助项目 | National Natural Science Foundation of China[82322063] ; National Natural Science Foundation of China[22177124] ; National Natural Science Foundation of China[82130105] ; National Natural Science Foundation of China[92253305] ; National Natural Science Foundation of China[22337003] ; National Natural Science Foundation of China[82121005] ; National Natural Science Foundation of China[23XD1460300] ; Program of Shanghai Academic Research Leader |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:001395226400001 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/315666]  |
| 专题 | 新药研究国家重点实验室 |
| 通讯作者 | Liu, Hong; Wang, Jiang |
| 作者单位 | 1.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China 2.Lingang Lab, Shanghai 200031, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 4.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China |
| 推荐引用方式 GB/T 7714 | Li, Yazhou,Zhang, Yu,Yu, Tao,et al. Late-Stage Stitching Enabled by Palladium-Catalyzed Tryptophan C4 Amination: Peptide Ligation and Cyclodimerization[J]. ORGANIC LETTERS,2025,27(3):874-879. |
| APA | Li, Yazhou,Zhang, Yu,Yu, Tao,Chen, Qiangqiang,Liu, Hong,&Wang, Jiang.(2025).Late-Stage Stitching Enabled by Palladium-Catalyzed Tryptophan C4 Amination: Peptide Ligation and Cyclodimerization.ORGANIC LETTERS,27(3),874-879. |
| MLA | Li, Yazhou,et al."Late-Stage Stitching Enabled by Palladium-Catalyzed Tryptophan C4 Amination: Peptide Ligation and Cyclodimerization".ORGANIC LETTERS 27.3(2025):874-879. |
入库方式： OAI收割
来源：上海药物研究所
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