N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins
文献类型：期刊论文
| 作者 | Huang, Rong1,2,3; Li, Zhihong2; Ren, Peiling3; Chen, Wenzhang2; Kuang, Yuanyuan2; Chen, Jiakang2; Zhan, Yuexiong2; Chen, Hongli2; Jiang, Biao2 |
| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2018-02-14 |
| 期号 | 6页码:829-836 |
| 关键词 | Protein modifications N-terminal modification Regioselectivity Aza-Micheal addition Proteins |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.201701715 |
| 文献子类 | Article |
| 英文摘要 | A number of vinylsulfonamides were synthesized and screened to identify reagents that can be used to modify octreotide under biological pH and room temperature with improved efficiency. N-Phenyl-N-aceto-vinylsulfonamide exhibits higher reactivity and has emerged as an efficient reagent that has the ability to realize the selective modification of peptides and proteins at the N-terminus via aza-Michael addition. We showed that, after conjugation of peptides and proteins with the reagent containing a bioorthogonal functional group, the derivatives could be further labelled by functionalities, including fluorescent tags, modified drugs and polyethylene glycol (PEG) polymers without the need for prior treatment. Somatostatin, lysozyme, and RNaseA were selectively modified at the N-terminus, which illustrated the application of the method. |
| WOS关键词 | ALPHA-AMINO ; CROSS-LINKING ; NATIVE PEPTIDES ; FUNCTIONALIZATION ; BIOCONJUGATION ; LINKERS ; REAGENT ; DNA |
| 资助项目 | ShanghaiTech University[00000000] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000425024900020 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/279902]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Chen, Hongli; Jiang, Biao |
| 作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, 555 Zu Chong Zhi Rd, Shanghai 201303, Peoples R China; 2.ShanghaiTech Univ, Shanghai Inst Adv Immunochem Studies, 99 Haike Rd, Shanghai 201210, Peoples R China; 3.Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Huang, Rong,Li, Zhihong,Ren, Peiling,et al. N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2018(6):829-836. |
| APA | Huang, Rong.,Li, Zhihong.,Ren, Peiling.,Chen, Wenzhang.,Kuang, Yuanyuan.,...&Jiang, Biao.(2018).N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(6),829-836. |
| MLA | Huang, Rong,et al."N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .6(2018):829-836. |
入库方式： OAI收割
来源：上海药物研究所
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