Enolate-Azide [3+2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis
2023-07-01
发表期刊BIOCONJUGATE CHEMISTRY (IF:4.0[JCR-2023],4.3[5-Year])
ISSN1043-1802
EISSN1520-4812
卷号34期号:8页码:1459-1466
发表状态已发表
DOI10.1021/acs.bioconjchem.3c00235
摘要

The DNA-encoded chemical library (DEL) is a powerfulhit selectiontechnique in either basic science or innovative drug discovery. Withthe aim to circumvent the issue concerning DNA barcode damage in aconventional on-DNA copper-catalyzed azide-alkyne cycloadditionreaction (CuAAC), we have successfully developed the first DNA-compatibleenolate-azide [3 + 2] cycloaddition reaction. The merits ofthis DEL chemistry include metal-free reaction and high DNA fidelity,high conversions and easy operation, broad substrate scope, and readyaccess to the highly substituted 1,4,5-trisubstituted triazoles. Thus,it will not only further enrich the DEL chemistry toolbox but alsowill have great potential in practical DEL synthesis.

关键词Copper compounds Cycloaddition Olefins Basic science Chemical libraries Copper catalyzed azide alkyne cycloaddition Cycloaddition reaction Drug discovery Enolates High conversions Metal-free reactions Selection techniques [3+2]-cycloaddition
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收录类别SCI ; EI
语种英语
资助项目National Natural Science Foundation of China[
WOS研究方向Biochemistry & Molecular Biology ; Chemistry
WOS类目Biochemical Research Methods ; Biochemistry & Molecular Biology ; Chemistry, Multidisciplinary ; Chemistry, Organic
WOS记录号WOS:001026587100001
出版者AMER CHEMICAL SOC
EI入藏号20233014453470
EI主题词DNA
EI分类号461.2 Biological Materials and Tissue Engineering ; 802.2 Chemical Reactions ; 804.1 Organic Compounds
原始文献类型Journal article (JA)
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文献类型期刊论文
条目标识符https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/317180
专题免疫化学研究所
免疫化学研究所_特聘教授组_功能筛选实验室
免疫化学研究所_特聘教授组_抗体设计学实验室
生命科学与技术学院_硕士生
生命科学与技术学院_博士生
通讯作者Zhang, Shuning; Xu, Hongtao
作者单位
1.ShanghaiTech Univ, Shanghai Inst Adv Immunochem Studies SIAIS, Shanghai 201210, Peoples R China
2.Shanghai Jiao Tong Univ, Shanghai Peoples Hosp 9, Sch Med, Dept Orthoped, Shanghai 200025, Peoples R China
3.Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China
第一作者单位免疫化学研究所
通讯作者单位免疫化学研究所
第一作者的第一单位免疫化学研究所
推荐引用方式
GB/T 7714
Pan, Kangyin,Yao, Ying,Zhang, Yiyuan,et al. Enolate-Azide [3+2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis[J]. BIOCONJUGATE CHEMISTRY,2023,34(8):1459-1466.
APA Pan, Kangyin.,Yao, Ying.,Zhang, Yiyuan.,Gu, Yuang.,Wang, Yan.,...&Xu, Hongtao.(2023).Enolate-Azide [3+2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis.BIOCONJUGATE CHEMISTRY,34(8),1459-1466.
MLA Pan, Kangyin,et al."Enolate-Azide [3+2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis".BIOCONJUGATE CHEMISTRY 34.8(2023):1459-1466.
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