Biocatalysis in non-conventional media—ionic liquids, supercritical fluids and the gas phase

Cantone, Sara; Hanefeld, Ulf; Basso, Alessandra

doi:10.1039/b618893a

Cited by 166 publications

(76 citation statements)

References 141 publications

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“…Since aqueous media are the natural environment of enzymes, all other media are called "non-conventional". Typical non-conventional media for enzymatic catalysis are gases, supercritical fluids, ionic liquids, and organic solvents and their applications are arising (Cantone et al, 2007;Kragl., 2002;Lamare et al, 2004;Sheldon, 2005). Despite significant advances in engineering of new enzymes with improved tolerance towards non-conventional media, often inactivation of enzymes occurs if water-miscible solvents are used.…”

Section: Enzyme Reactions Using Non-conventional Mediamentioning

confidence: 99%

“…Despite significant advances in engineering of new enzymes with improved tolerance towards non-conventional media, often inactivation of enzymes occurs if water-miscible solvents are used. Therefore, most non-conventional media are applied in multi-phase systems (Cantone et al, 2007;Fernandes and Cabral, 2008;Klibanov, 2001;Schmid et al, 2001). …”

Section: Enzyme Reactions Using Non-conventional Mediamentioning

confidence: 99%

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Model-based experimental analysis of enzyme kinetics in aqueous–organic biphasic systems

Zavrel

Schmidt

Michalik

et al. 2007

Journal of Biotechnology

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Section: Enzyme Reactions Using Non-conventional Mediamentioning

confidence: 99%

Section: Enzyme Reactions Using Non-conventional Mediamentioning

confidence: 99%

Model-based experimental analysis of enzyme kinetics in aqueous–organic biphasic systems

Zavrel

Schmidt

Michalik

et al. 2007

Journal of Biotechnology

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“…Amongst the investigated polymers, polyethylene glycol (PEG), polypropylene glycol (PPG) and dextran are frequently used. When considering polymersalt systems, ABS formed by phosphate-based salts are commonly employed due to the buffering capacity over the physiological pH (6)(7)(8)(9) range afforded by the combination of different salts. This type of systems have been used in the extraction of proteins, enzymes and antibodies from their biological-containing medium, in single or two-staged primary purification processes [6].…”

Section: Introductionmentioning

confidence: 99%

“…ILs are salts composed of large organic cations and organic or inorganic anions, which contribute to a decrease on their melting temperatures. Their application as media for maintaining the protein stability has been extensively studied, either employed as co-solvents with water, in biphasic systems, or as "neat" solvents [8][9][10][11]. Some reports also demonstrated that some ILs are able to maintain or even increase the proteins stability [11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Extraction and stability of bovine serum albumin (BSA) using cholinium-based Good's buffers ionic liquids

Taha

Quental

Correia

et al. 2015

Process Biochemistry

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Good's buffers ionic liquids (GB-ILs), composed of cholinium-based cations and Good's buffers anions, display self-buffering characteristics in the biological pH range, and their polarity and hydrophobicity can be easily tuned by a proper manipulation of their ions chemical structures. In this work, the extraction ability for bovine serum albumin (BSA) of aqueous biphasic systems (ABS) formed by polypropylene glycol 400 (PPG 400) and several GB-ILs was evaluated. ABS formed by PPG 400 and cholinium chloride ([Ch]Cl), GBs, and sucrose were also investigated for comparison purposes. It is shown that BSA preferentially migrates for the GB-IL-rich phase, with extraction efficiencies of 100%, achieved in a single-step. Dynamic light scattering, and circular dichroism (CD) and Fourier transform infrared (FTIR) spectroscopies were employed to evaluate the effect of the investigated cholinium-based GB-ILs on the BSA stability, and compared with results obtained for the respective GBs precursors, [Ch]Cl and sucrose, a well-known protein stabilizer. Molecular docking studies were also carried out to investigate on the binding sites of GB-IL ions to BSA. The experimental results confirm that BSA has a higher stability in GB-ILs than in any of the other compounds investigated.

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“…72,78,[81][82][83][84] The chief advantage of SCFs is the tunability of the properties of the solvent, through slight changes of the pressure and/or temperature. It is well established that success of biocatalysis (i.e.…”

Section: Methodsmentioning

confidence: 99%

Recent trends in whole cell and isolated enzymes in enantioselective synthesis

Milner¹,

Maguire²

2012

Arkivoc

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Modern synthetic organic chemistry has experienced an enormous growth in biocatalytic methodologies; enzymatic transformations and whole cell bioconversions have become generally accepted synthetic tools for asymmetric synthesis. This review details an overview of the latest achievements in biocatalytic methodologies for the synthesis of enantiopure compounds with a particular focus on chemoenzymatic synthesis in non-aqueous media, immobilisation technology and dynamic kinetic resolution. Furthermore, recent advances in ketoreductase technology and their applications are also presented.Keywords: Biocatalysis, kinetic and dynamic kinetic resolution, Baker's yeast, ketoreductases General IntroductionAsymmetric synthesis is the preferential formation of one stereoisomer of a chiral target compound to another; when scientists at GlaxoSmithKline, AstraZeneca and Pfizer 1 examined 128 syntheses from their companies, they found as many as half of the drug compounds made by their process research and development groups are not only chiral but also contain an average of two chiral centres each. 2In 2006 just 25 % were derived from the chiral pool and over 50 % employed chiral technologies. 1In order to meet regulatory requirements enantiomeric purities of 99.5 % were deemed necessary by the FDA. 3 This is one of the biggest challenges which face chemists today, primarily due to the recognition of the fact that different enantiomers of the same compound can interact differently in biological systems. As a consequence, the production of single enantiomers instead of racemic mixtures has become an important process in the pharmaceutical and agrochemical industry. Several routes can lead to the desired enantiomer including transition metal-, [4][5][6] organo-5,7-10 and bio-catalysis [11][12][13][14][15] and these have been thoroughly reviewed in the literature. 16,17 2. Biocatalysis IntroductionBiocatalysis involves the use of enzymes or whole cells (containing the desired enzyme or enzyme system) as catalysts for chemical reactions. A timeline of historic events in biocatalysis and biotechnology is outlined in Table 1. [18][19][20] Reviews and Accounts Novel methodologies for discovering industrial enzymes based on genomic sequencing and phage display (discussed further in Section 1.3), 21,22 as well as highly effective optimisation tools based on chemical, physical and molecular biology approaches, 23 have improved the access to biocatalysts, increased their stability, and radically broadened their specificity. 24This greater availability of catalysts with superior qualities including the use of new bioengineering tools contributed significantly to the development of new industrial processes. Biocatalytic methodologies for organic synthesis were outlined by Woodley et al. in three categories: established, emerging and expanding chemistries as depicted in Figure 1. 25 Enzyme classesBy the late 1950s it had become evident that the nomenclature of enzymes without any guiding authority, in a period when the...

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Biocatalysis in non-conventional media—ionic liquids, supercritical fluids and the gas phase

Cited by 166 publications

References 141 publications

Model-based experimental analysis of enzyme kinetics in aqueous–organic biphasic systems

Model-based experimental analysis of enzyme kinetics in aqueous–organic biphasic systems

Extraction and stability of bovine serum albumin (BSA) using cholinium-based Good's buffers ionic liquids

Recent trends in whole cell and isolated enzymes in enantioselective synthesis

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