Enzyme-catalysed one-pot synthesis of 4H-pyrimido[2,1-b] benzothiazoles and their application in subcellular imaging

被引:15
|
作者
Yu, Yuan [1 ]
Zhang, Wei [1 ]
Gong, Qing-Tian [1 ]
Liu, Yan-Hong [1 ]
Yang, Zeng-Jie [1 ]
He, Wei-Xun [1 ]
Wang, Na [1 ]
Yu, Xiao-Qi [1 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
基金
国家重点研发计划;
关键词
Enzyme catalysis; Trypsin; One-pot; Tandem reaction; Biomarkers; PYRIMIDINE-DERIVATIVES; SPIROOXAZINO DERIVATIVES; MULTICOMPONENT REACTIONS; FLUORESCENT-PROBE; GREEN SYNTHESIS; FACILE; 1,4-DIHYDROPYRIDINES; ANTICANCER; DISCOVERY; DESIGN;
D O I
10.1016/j.jbiotec.2020.09.014
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Enzymes, which provide more efficient and eco-friendly strategies for various functional molecules' construction than traditional chemo-catalysts, were utilized for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives. Reported herein is a trypsin-catalysed three- component Biginelli reaction of aldehyde, beta-ketoester and 2-amino benzothiazole in one pot, affording a streamlined pathway to diverse ring-fused pyrimidines. In addition to using commercially available aromatic aldehydes as substrates, acetaldehyde, the chemical liquid with rather low boiling point and difficult to handle above room temperature, is utilized to further extend the range of substrates. It was verified that most of the tested substrates exhibited satisfactory reactivity. In addition, several substrates indicated AIE (Aggregation-Induced Emission) property and have been investigated as potential biomarkers.
引用
收藏
页码:91 / 98
页数:8
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