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Study on the Different Replacing Groups of Trans-Paroxol for Enzymatic Resolution Using Molecular Simulations

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Advances in Applied Biotechnology (ICAB 2016)

Part of the book series: Lecture Notes in Electrical Engineering ((LNEE,volume 444))

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Abstract

Trans-paroxol is an important key intermediate for paroxetine synthesis. Four different replacing groups of trans-paroxol on the kinetic resolution were studied to illuminate the mechanism of enzymatic catalysis using molecular simulations. Hydrogen bonds, hydrophobic interactions and the protein structure were analysed for enzyme-substrate complex. Results indicated that the formation of hydrogen bond, hydrophobic interactions and the distribution of substrate conformation in active site were the major forces which resulted in the diversity of enzymatic resolution. Electrostatic interactions and the stability of complex also played an important role in this reaction. This study will be quite useful for understanding the mechanism of enzymatic resolution and guiding to design the appropriate substrate for paroxetine synthesis.

This research was supported by National Natural Science Foundation of China (21676143), Qing Lan Project of Jiangsu Province, program for Innovative Research Team in University of Jiangsu Province and the Hi-Tech Research and Development Program of China (863 Program, 2011AA02A209).

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Authors and Affiliations

  1. State Key Laboratory of Material-Oriented Chemical Engineering, College of Pharmacy, Nanjin Technical University, Nanjin, 211816, China

    Chuan Zhang, Yigang Jia, Chao Xu, He Huang & Yi Hu

Authors
  1. Chuan Zhang
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  2. Yigang Jia
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  3. Chao Xu
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  4. He Huang
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  5. Yi Hu
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Corresponding author

Correspondence to Yi Hu .

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Editors and Affiliations

  1. College of Biotechnology, Tianjin University of Science and Technology, Tianjin, China

    Hao Liu

  2. College of Life Sciences, Nankai University, Tianjin, China

    Cunjiang Song

  3. Institute of Biology Leiden, Leiden University, Leiden, The Netherlands

    Arthur Ram

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Zhang, C., Jia, Y., Xu, C., Huang, H., Hu, Y. (2018). Study on the Different Replacing Groups of Trans-Paroxol for Enzymatic Resolution Using Molecular Simulations. In: Liu, H., Song, C., Ram, A. (eds) Advances in Applied Biotechnology. ICAB 2016. Lecture Notes in Electrical Engineering, vol 444. Springer, Singapore. https://doi.org/10.1007/978-981-10-4801-2_37

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