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学科主题: 物理化学
题名: Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase
作者: Zhang, Yixin1, 2, 3;  Liu, Wujun1, 2;  Zhao, Zongbao K.1, 2
通讯作者: 赵宗保
关键词: photolysis ;  tetrazole ;  nucleophilic addition ;  aqueous-phase reaction ;  nitrilimine ;  bioorthogonal reaction
刊名: MOLECULES
发表日期: 2014
DOI: 10.3390/molecules19010306
卷: 19, 期:1, 页:306-315
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Physical Sciences
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
英文摘要: Nitrilimine generated by photolysis of diaryltetrazole in aqueous phase under mild conditions was trapped by nucleophiles including amines and thioalcohols. The representative products were characterized, while products with all 20 natural amino acids and a peptide were observed by MALDI-TOF mass spectroscopy. Competitive studies showed that this reaction also occurred in the presence of acrylamide. These results provided new information for understanding the potential side reactions when tetrazole-alkene pairs were used as a bioorthogonal reaction in labeling proteins and related studies in buffered systems.
关键词[WOS]: 1,3-DIPOLAR CYCLOADDITION ;  2,5-DISUBSTITUTED TETRAZOLES ;  PROTEINS ;  IMINES ;  PHOTOCHEMISTRY ;  DERIVATIVES ;  CHEMISTRY ;  CELLS
语种: 英语
WOS记录号: WOS:000334420300019
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/144044
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Div Biotechnol, Dalian 116023, Peoples R China
2.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

Recommended Citation:
Zhang, Yixin,Liu, Wujun,Zhao, Zongbao K.. Nucleophilic Trapping Nitrilimine Generated by Photolysis of Diaryltetrazole in Aqueous Phase[J]. MOLECULES,2014,19(1):306-315.
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