New Use of Non-natural Catalytic Activity of Pepsin: Highly Efficient Synthesis of Tetrahydroquinazolines

doi:10.6023/cjoc202006006

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2827-2835.DOI: 10.6023/cjoc202006006 Previous Articles Next Articles

胃蛋白酶非天然催化活性的新用途:高效合成四氢喹唑啉

姜国芳, 卢粤, 李红霞, 胡智宇, 朱潇, 谢宗波, 乐长高

东华理工大学化学生物与材料科学学院江西省合成化学重点实验室江西南昌 330013

收稿日期:2020-06-05 修回日期:2020-06-12 发布日期:2020-06-28
通讯作者: 谢宗波, 乐长高 E-mail:zbxie@ecut.edu.cn;zhgLe@ecut.edu.cn
基金资助:
国家自然科学基金（No.21462001）、江西省科技（No.20161BCB24006）资助项目.

New Use of Non-natural Catalytic Activity of Pepsin: Highly Efficient Synthesis of Tetrahydroquinazolines

Jiang Guofang, Lu Yue, Li Hongxia, Hu Zhiyu, Zhu Xiao, Xie Zongbo, Le Zhanggao

Jiangxi Province Key Laboratory of Synthetic Chemistry, School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang, Jiangxi 330013

Received:2020-06-05 Revised:2020-06-12 Published:2020-06-28
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21462001), and the Science and Technology Projects of Jiangxi Province (No. 20161BCB24006).

1. cjoc202006006辅助材料.pdf(15775KB)

Abstract

Pepsin from porcine gastric mucosa has a non-natural ability to catalyze the cyclocondensation of aromatic amines and 2-aminobenzaldehyde. The corresponding tetrahydroquinazolines were obtained in good yields (41%~95%) in aqueous methanol solution. The catalytic activity of pepsin was evaluated by investigating solvent, temperature, enzyme loading, and substrate ratio in the enzyme-catalyzed reaction. Herein, a potential biocatalytic approach as an alternative to chemical synthesis for tetrahydroquinazoline derivatives was proposed.

Key words: pepsin, non-natural catalytic activity, tetrahydroquinazoline, biocatalysis

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Jiang Guofang, Lu Yue, Li Hongxia, Hu Zhiyu, Zhu Xiao, Xie Zongbo, Le Zhanggao. New Use of Non-natural Catalytic Activity of Pepsin: Highly Efficient Synthesis of Tetrahydroquinazolines[J]. Chinese Journal of Organic Chemistry, 2020, 40(9): 2827-2835.

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胃蛋白酶非天然催化活性的新用途:高效合成四氢喹唑啉

New Use of Non-natural Catalytic Activity of Pepsin: Highly Efficient Synthesis of Tetrahydroquinazolines

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