Use of hydrophilic ionic liquids in a two-phase system to improve Mung bean epoxide hydrolases-mediated asymmetric hydrolysis of styrene oxide

The effect of deep eutectic solvents on the asymmetric hydrolysis of styrene oxide by mung bean epoxide hydrolases

“…However, the poor solubility of epoxides in aqueous buffer system is the general issue due to the lipophilic oxiranes (Simeó and Faber 2006). In addition, another disadvantageous for the asymmetric hydrolysis of epoxides is that epoxides are susceptible to non-enzymatic hydrolysis, resulting in low enantiomeric purity or yield of the product (Chen et al 2012b). To overcome the above shortcomings, organic solvents and co-solvents are used in the catalysis of Open Access *Correspondence: wylou@scut.edu.cn 1 Laboratory of Applied Biocatalysis, School of Food Science and Engineering, South China University of Technology, Guangzhou 510640, China Full list of author information is available at the end of the article epoxides to vicinal diols.…”

“…To overcome the above shortcomings, organic solvents and co-solvents are used in the catalysis of Open Access *Correspondence: wylou@scut.edu.cn 1 Laboratory of Applied Biocatalysis, School of Food Science and Engineering, South China University of Technology, Guangzhou 510640, China Full list of author information is available at the end of the article epoxides to vicinal diols. For example, compared to an aqueous monophasic system, a biphasic reaction system composed of n-hexane and phosphate buffer not only controlled the non-enzymatic hydrolysis of styrene oxide (SO) achieving better optical purity of the product, but also increased the maximum reaction concentration of the substrate from 5 to 20 mM (Chen et al 2011(Chen et al , 2012b. At the same time, adding a small amount of hydrophilic ionic liquid as co-solvent can increase the stability of the mung bean epoxide hydrolases (mEHs) and the solubility of the reaction substrate in the buffer (Chen et al 2011(Chen et al , 2012b.…”

“…For example, compared to an aqueous monophasic system, a biphasic reaction system composed of n-hexane and phosphate buffer not only controlled the non-enzymatic hydrolysis of styrene oxide (SO) achieving better optical purity of the product, but also increased the maximum reaction concentration of the substrate from 5 to 20 mM (Chen et al 2011(Chen et al , 2012b. At the same time, adding a small amount of hydrophilic ionic liquid as co-solvent can increase the stability of the mung bean epoxide hydrolases (mEHs) and the solubility of the reaction substrate in the buffer (Chen et al 2011(Chen et al , 2012b. However, there are certain industrial restrictions on the use of organic solvents as reaction solvents because of volatility and toxicity.…”

Enhancement of (S)-2,3-dichloro-1-propanol production by recombinant whole-cell biocatalyst in n-heptane–aqueous biphasic system

“…This approach allows integration of bioconversion and in situ product removal (ISPR), thus improving overall process productivity. The biphasic systems have attracted a great attention over the past few decades, and several successful examples have been documented (Allen et al, 2014;Chen et al, 2012b;Garikipati et al, 2009;Gong and Xu, 2005;He et al, 2012; http://dx.doi.org/10.1016/j.jbiotec.2014.08.014 0168-1656/© 2014 Elsevier B.V. All rights reserved. Jung et al, 2013;Wang et al, 2006Wang et al, , 2007Wang and Tsai, 2009;Wu et al, 2011;Zhang et al, 2011).…”

Design and application of a novel ionic liquid with the property of strengthening coenzyme regeneration for whole-cell bioreduction in an ionic liquid-distilled water medium

“…1A) ]) is to alter their anions for exploiting benign ILs with targeted properties and developing new alternative functional solvents for whole-cell biocatalysis. To date, whole-cell catalysis in the presence of amino acid-based ILs remains unexplored extensively, although it was reported that the addition of amino acid-based ILs in an n-hexane/buffer biphasic system may improve the hydrolases-mediated asymmetric hydrolysis of styrene oxide (Chen et al, 2012). Additionally, Cys, a mercapto group-containing amino acid, can act as a hydride source to regenerate NAD(P)H, and may also interact with the active site of reductase (Silva et al, 2012).…”