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Vol. 26 No. 20 (2014)

Copyright (c) 2014 Yanhong Bi1, Wenying Du1, Zhaoyu Wang1, Linghong Nie1, Xirong Zhao1

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Effect of Binary Organic Solvent Mixtures on Lipase-Catalyzed Regioselective Acylation of 6-Azauridine with Various Structural Vinyl Esters

https://doi.org/10.14233/ajchem.2014.17850
Yanhong Bi1
1School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an 223003, P.R. China 2Jiangsu Provincial Engineering Laboratory for Biomass Conversion and Process Integration, Huai'an 223005, P.R. China 3Jiangsu Provincial Engineering Laboratory for Advanced Materials of Salt Chemical Industry, Huai'an 223003, P.R. China *Corresponding author: Tel/Fax: +86 517 83591165; E-mail: biowzy@126.com
Wenying Du1
1School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an 223003, P.R. China 2Jiangsu Provincial Engineering Laboratory for Biomass Conversion and Process Integration, Huai'an 223005, P.R. China 3Jiangsu Provincial Engineering Laboratory for Advanced Materials of Salt Chemical Industry, Huai'an 223003, P.R. China *Corresponding author: Tel/Fax: +86 517 83591165; E-mail: biowzy@126.com
Zhaoyu Wang1
1School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an 223003, P.R. China 2Jiangsu Provincial Engineering Laboratory for Biomass Conversion and Process Integration, Huai'an 223005, P.R. China 3Jiangsu Provincial Engineering Laboratory for Advanced Materials of Salt Chemical Industry, Huai'an 223003, P.R. China *Corresponding author: Tel/Fax: +86 517 83591165; E-mail: biowzy@126.com
Linghong Nie1
1School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an 223003, P.R. China 2Jiangsu Provincial Engineering Laboratory for Biomass Conversion and Process Integration, Huai'an 223005, P.R. China 3Jiangsu Provincial Engineering Laboratory for Advanced Materials of Salt Chemical Industry, Huai'an 223003, P.R. China *Corresponding author: Tel/Fax: +86 517 83591165; E-mail: biowzy@126.com
Xirong Zhao1
1School of Life Science and Chemical Engineering, Huaiyin Institute of Technology, Huai'an 223003, P.R. China 2Jiangsu Provincial Engineering Laboratory for Biomass Conversion and Process Integration, Huai'an 223005, P.R. China 3Jiangsu Provincial Engineering Laboratory for Advanced Materials of Salt Chemical Industry, Huai'an 223003, P.R. China *Corresponding author: Tel/Fax: +86 517 83591165; E-mail: biowzy@126.com

Corresponding Author(s) : Yanhong Bi1

Asian Journal of Chemistry, Vol. 26 No. 20 (2014)

Abstract

In this paper, the regioselective acylation of 6-azauridine for preparing its potential prodrugs was successfully conducted in the hydrophobicity-based binary solvent system using Candida antarctica lipase B. Comparative study showed that the reaction rate, thermal and operational stability of the enzyme were dramatically improved by using the binary mixtures of acetone and isooctane (85:15, v/v) as the reaction medium. In addition, the acyl donor sturcture displayed great influence on the behaviour of the enzyme in binary solvent system, presumably due to their different interactions with the active site of the lipase.

Keywords

Candida antarctica lipase B 6-Azauridine Regioselective acylation Binary solvent system.
Bi1, Y., Du1, W., Wang1, Z., Nie1, L., & Zhao1, X. (2014). Effect of Binary Organic Solvent Mixtures on Lipase-Catalyzed Regioselective Acylation of 6-Azauridine with Various Structural Vinyl Esters. Asian Journal of Chemistry, 26(20), 7043–7048. https://doi.org/10.14233/ajchem.2014.17850
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