Enolate-Azide [3 + 2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis.
Enolate-Azide [3 + 2]-Cycloaddition Reaction Suitable for DNA-Encoded Library Synthesis.
复制标题
DOI：
10.1021/acs.bioconjchem.3c00235
复制
发表时间：
2023-07
影响因子：
4.7
通讯作者：
Kangyin Pan;Ying Yao;Yi-Ying Zhang;Yuang Gu;Y. Wang;Peixiang Ma;Wei Hou;Guang Yang;Shuning Zhang;Hongtao Xu
中科院分区：
文献类型：
--
作者：
Kangyin Pan;Ying Yao;Yi-Ying Zhang;Yuang Gu;Y. Wang;Peixiang Ma;Wei Hou;Guang Yang;Shuning Zhang;Hongtao Xu
DNA编码的化学库（DEL）是基础科学或创新药物发现中的一种强大的命中选择技术。为了解决传统的铜催化叠氮-炔环加成反应（CuAAC）中DNA条形码损伤的问题，我们成功地开发了第一个与DNA相容的烯醇化物-叠氮[3 + 2]环加成反应。这种DEL化学的优点包括无金属反应和高DNA保真度，高转化率和易于操作，广泛的底物范围，以及容易获得高度取代的1，4，5-三取代三唑。因此，它不仅将进一步丰富DEL化学工具箱，而且将在实际DEL合成中具有巨大的潜力。
The DNA-encoded chemical library (DEL) is a powerful hit selection technique in either basic science or innovative drug discovery. With the aim to circumvent the issue concerning DNA barcode damage in a conventional on-DNA copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC), we have successfully developed the first DNA-compatible enolate-azide [3 + 2] cycloaddition reaction. The merits of this DEL chemistry include metal-free reaction and high DNA fidelity, high conversions and easy operation, broad substrate scope, and ready access to the highly substituted 1,4,5-trisubstituted triazoles. Thus, it will not only further enrich the DEL chemistry toolbox but also will have great potential in practical DEL synthesis.