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      Dicarboxylic esters: Useful tools for the biocatalyzed synthesis of hybrid compounds and polymers

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          Summary

          Dicarboxylic acids and their derivatives (esters and anhydrides) have been used as acylating agents in lipase-catalyzed reactions in organic solvents. The synthetic outcomes have been dimeric or hybrid derivatives of bioactive natural compounds as well as functionalized polyesters.

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          Most cited references77

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          Improving enzymes by using them in organic solvents.

          The technological utility of enzymes can be enhanced greatly by using them in organic solvents rather than their natural aqueous reaction media. Studies over the past 15 years have revealed not only that this change in solvent is feasible, but also that in such seemingly hostile environments enzymes can catalyse reactions impossible in water, become more stable, and exhibit new behaviour such as 'molecular memory'. Of particular importance has been the discovery that enzymatic selectivity, including substrate, stereo-, regio- and chemoselectivity, can be markedly affected, and sometimes even inverted, by the solvent. Enzyme-catalysed reactions in organic solvents, and even in supercritical fluids and the gas phase, have found numerous potential applications, some of which are already commercialized.
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            Enzymatic polymer synthesis: an opportunity for green polymer chemistry.

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              Biocatalysis in ionic liquids - advantages beyond green technology.

              In recent years researchers have started to explore a particular class of organic solvents called room temperature ionic liquids - or simply ionic liquids - to identify their unique advantages for biocatalysis. Because they lack vapour pressure, ionic liquids hold potential as green solvents. Furthermore, unlike organic solvents of comparable polarity, they often do not inactivate enzymes, which simplifies reactions involving polar substrates such as sugars. Biocatalytic reactions in ionic liquids have also shown higher selectivity, faster rates and greater enzyme stability; however, these solvents present other challenges, among them difficulties in purifying ionic liquids and controlling water activity and pH, higher viscosity and problems with product isolation.
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                Author and article information

                Contributors
                Role: Guest Editor
                Journal
                Beilstein J Org Chem
                Beilstein J Org Chem
                Beilstein Journal of Organic Chemistry
                Beilstein-Institut (Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany )
                1860-5397
                2015
                9 September 2015
                : 11
                : 1583-1595
                Affiliations
                [1 ]Istituto di Chimica del Riconoscimento Molecolare, CNR, via Mario Bianco 9, Milano, Italy
                [2 ]School of Biotechnology, Department of Industrial Biotechnology, Albanova KTH, Royal Institute of Technology, Stockholm, Sweden
                Article
                10.3762/bjoc.11.174
                4660951
                26664578
                313a67ce-7cca-49a0-84f1-1f9bc3047913
                Copyright © 2015, Bassanini et al; licensee Beilstein-Institut.

                This is an Open Access article under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: ( http://www.beilstein-journals.org/bjoc)

                History
                : 29 June 2015
                : 21 August 2015
                Categories
                Review
                Chemistry
                Organic Chemistry

                Organic & Biomolecular chemistry
                biocatalysis,dicarboxylic acids,lipase,polyesters,regioselectivity

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