1. The α-chymotrypsin-catalyzed Povarov reaction: one-pot synthesis of tetrahydroquinoline derivatives.
- Author
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Li, Ling-Po, Cai, Xin, Xiang, Yang, Zhang, Yong, Song, Jian, Yang, Da-Cheng, Guan, Zhi, and He, Yan-Hong
- Subjects
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CHYMOTRYPSIN , *CATALYSIS , *QUINOLINE derivatives , *PANCREAS , *CATTLE physiology , *MOLECULAR docking , *ENZYME promiscuity - Abstract
The three-component one-pot Povarov reaction for the synthesis of tetrahydroquinoline derivatives was catalyzed by α-chymotrypsin from bovine pancreas (BPC) for the first time. The products were obtained in moderate to good yields with a wide range of substrates. Based on the control and comparison experiments of natural and promiscuous activities, a tentative mechanism was discussed. Molecular docking and energy calculation of quantum chemistry were used to explain the experimental results in theory. As a novel case of enzyme catalytic promiscuity, this work expands the application of BPC. Exploring the untapped catalytic promiscuity of natural enzymes may also provide useful information about enzyme evolution. [ABSTRACT FROM AUTHOR]
- Published
- 2015
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