Biocatalysis in Ionic Liquids

Sheldon, Roger A.; Lau, Rute Madeira; Sorgedrager, Menno J.; Rantwijk, Fred van; Seddon, Kenneth R.

doi:10.1002/chin.200434268

Cited by 19 publications

(25 citation statements)

References 1 publication

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“…Interest in ILs stems from their potential application as ''green solvents'' (Sheldon et al, 2002). Specifically, due to their high thermal stability and nearly complete non-volatility, ILs are becoming attractive alternatives to volatile and unstable organic solvents.…”

Section: Introductionmentioning

confidence: 99%

Ionic liquid‐mediated selective extraction of lignin from wood leading to enhanced enzymatic cellulose hydrolysis

Lee

Doherty

Linhardt

et al. 2008

Biotech & Bioengineering

854

571

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Lignocellulose represents a key sustainable source of biomass for transformation into biofuels and bio-based products. Unfortunately, lignocellulosic biomass is highly recalcitrant to biotransformation, both microbial and enzymatic, which limits its use and prevents economically viable conversion into value-added products. As a result, effective pretreatment strategies are necessary, which invariably involves high energy processing or results in the degradation of key components of lignocellulose. In this work, the ionic liquid, 1-ethyl-3-methylimidazolium acetate ([Emim][CH 3 COO]), was used as a pretreatment solvent to extract lignin from wood flour. The cellulose in the pretreated wood flour becomes far less crystalline without undergoing solubilization. When 40% of the lignin was removed, the cellulose crystallinity index dropped below 45, resulting in >90% of the cellulose in wood flour to be hydrolyzed by Trichoderma viride cellulase. [Emim] [CH 3 COO] was easily reused, thereby resulting in a highly concentrated solution of chemically unmodified lignin, which may serve as a valuable source of a polyaromatic material as a value-added product.

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Section: Introductionmentioning

confidence: 99%

Ionic liquid‐mediated selective extraction of lignin from wood leading to enhanced enzymatic cellulose hydrolysis

Lee

Doherty

Linhardt

et al. 2008

Biotech & Bioengineering

854

571

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“…The catalytic efficiencies of the different anions were in the following order: [12,21]. Anions having lower hydrogen bond basicity and nucleophilicity are found to be enzyme-compatible, because low hydrogen bond basicity and nucleophilicity minimize their interference with the internal hydrogen bonds and interaction with the positively charged sites in the enzyme and hence reduce the tendency to change the conformation of the enzyme's structure [12,[21][22][23] …”

Section: Effects Of Ilsmentioning

confidence: 99%

“…The hydrogen bond basicity and nucleophilicity of anions have been found to affect the enzyme activity and stability in IL-based solvent media [12,21]. Anions having lower hydrogen bond basicity and nucleophilicity are found to be enzyme-compatible, because low hydrogen bond basicity and nucleophilicity minimize their interference with the internal hydrogen bonds and interaction with the positively charged sites in the enzyme and hence reduce the tendency to change the conformation of the enzyme's structure [12,[21][22][23]. This difference in (S)-ibuprofen yields could be attributed to the fact that ILs containing [NO 3 6 ]´anions.…”

Section: Effects Of Ilsmentioning

confidence: 99%

Enzymatic Hydrolytic Resolution of Racemic Ibuprofen Ethyl Ester Using an Ionic Liquid as Cosolvent

et al. 2016

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Abstract:The aim of this study was to develop an ionic liquid (IL) system for the enzymatic resolution of racemic ibuprofen ethyl ester to produce (S)-ibuprofen. Nineteen ILs were selected for use in buffer systems to investigate the effects of ILs as cosolvents for the production of (S)-ibuprofen using thermostable esterase (EST10) from Thermotoga maritima. Analysis of the catalytic efficiency and conformation of EST10 showed that [OmPy] [BF 4 ] was the best medium for the EST10-catalyzed production of (S)-ibuprofen. The maximum degree of conversion degree (47.4%), enantiomeric excess of (S)-ibuprofen (96.6%) and enantiomeric ratio of EST10 (177.0) were achieved with an EST10 concentration of 15 mg/mL, racemic ibuprofen ethyl ester concentration of 150 mM, at 75˝C , with a reaction time of 10 h. The reaction time needed to achieve the highest yield of (S)-ibuprofen was decreased from 24 h to 10 h. These results are relevant to the proposed application of ILs as solvents for the EST10-catalyzed production of (S)-ibuprofen.

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“…As detailed in Figure 3, much work has been done throughout this decade with enzymes in ionic liquid media. Excellent review articles have been published during these years collecting the results produced (Kragl et al, 2002;Sheldon et al, 2002Sheldon et al, , 2003Park & Kazlauskas, 2003;Zhao, 2005;van Rantwijk & Sheldon, 2007;Yang, 2009;Moniruzzaman et al, 2010b;Lozano, 2010). Nevertheless, it is important to highlight that most of these results refer to lipase biocatalysis: lipases provide fast and convenient enantioselective synthetic routes for esterification and transesterification reactions.…”

Section: Enzymes In Ionic Liquidsmentioning

confidence: 99%

“…These types of enzymes have received less attention in the literature, and this chapter will focus on the research work performed with laccase and peroxidase biocatalysis using ionic liquid as reaction media. Most biocatalysis in ionic liquids involved no or low water content (Sheldon et al, 2002). Pugin et al (2004) reported the interest in reaction systems with an ionic liquid and water (wet ionic liquids) due to the enantioselectivity of the biocatalyst and the importance in the use with ionic liquids when compared with organic solvents.…”

Section: Enzymes In Ionic Liquidsmentioning

confidence: 99%