Practical Methods for Biocatalysis and Biotransformations 3

Practical Methods for Biocatalysis and Biotransformations 3

Whittall, John

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Biocatalysts are increasingly used by chemists engaged in fine chemical synthesis within both industry and academia. Today, there exists a huge choice of high–tech enzymes and whole cell biocatalysts, which add enormously to the repertoire of synthetic possibilities. Practical Methods for Biocatalysis and Biotransformations 3 will be a companion book to Practical Methods for Biocatalysis and Biotransformations (2009) and Practical Methods for Biocatalysis and Biotransformations 2 (2012). Following the successful format of the two volumes, it will be a how–to guide focusing on commercially available enzymes and strains of microorganisms that are readily obtained from culture collections. The source of starting materials and reagents, hints, tips and safety advice (where appropriate) will be given to ensure, as far as possible, that the procedures are reproducible. Comparisons to alternative methodology will be given and relevant references to the primary literature will be cited. Contents include: Biotransformation Process Technology Industrial Biooxidation Hydrolase catalysed hydrolysis/synthesis Reduction Oxidation Halogenation Transferase catalysed glycosylation, methylation, etc C–C bond formation Tandem Biocatalytic Reactions Practical Methods for Biocatalysis and Biotransformations, Volume 3 is an essential collection of validated biocatalytic methods which will find a place on the bookshelves of synthetic organic chemists, pharmaceutical chemists, and process R&D chemists in industry and academia. INDICE: List of ContributorsAbbreviations1 Considerations for the Application of Process Technologies for Laboratory and Pilot–Scale Biocatalysis for Chemical SynthesisHemalata Ramesh, Mathias Nordblad, John Whittall and John M. Woodley2 Cytochrome P450 (CYP) progress in biocatalysis for synthetic organic chemistryThomas S Moody and Steve JC Taylor3 Use of Hydrolases and Related Enzymes for Synthesis3.1 Continuous–flow reactor–based enzymatic synthesis of phosphorylated compounds on a large scaleLara Babich, Aloysius F. Hartog, Michael A. van der Horst, and Ron Wever3.2 Deracemisation of sec–alcohols via enantio–convergent hydrolysis of rac–sulfate estersMichael Toesch, Markus Schober and Kurt Faber3.3 Dynamic Kinetic Resolution of a Primary Amine by an Efficient Bifunctional Pd–CALB Hybrid Catalyst. A Metalloenzyme Mimic for Enhanced Cooperative CatalysisOscar Verho, Karl P. J. Gustafson and Jan–E. Bäckvall3.4 Highly efficient dynamic kinetic resolution of secondary 1–phenylethanol derivatives using a low cost solid super acid as racemization catalystGang Xu, Jian–Ping Wu, Yong–Jun Chen, Liang Wang, Xiao Meng and Li–Rong Yang3.5 Identification of new biocatalysts for the enantioselective conversion of tertiary alcoholsRobert Kourist, Susanne Herter and Uwe T. Bornscheuer3.6 Enzyme catalyzed hydrolysis of bicycloheptane diester to monoesterZhiwei Guo, Michael Kwok Y Wong, Matthew R Hickey, Bharat P Patel, Xinhua Qian and Animesh Goswami3.7 A Double Mutant Lipase with Enhanced Activity and Enantioselectivity for Bulky Secondary AlcoholsTadashi Ema, Shusuke Kamata, Yasuko Nakano, Daiki Yoshida and Takashi Sakai3.8 Stereoselective synthesis of b–amino acids by hydrolysis of an aryl–substituted dihydropyrimidine by hydantoinasesUlrike Engel, Christoph Syldatk and Jens Rudat4. Non–redox Lyases and Transferases for C–C, C–O, C–S and C–N bond formation4.1 Regioselective enzymatic carboxylation of phenols and hydroxystyrenes employing cofactor–independent decarboxylasesJohannes Gross, Tamara Reiter, Christiane Wuensch, Silvia M. Glueck and Kurt Faber4.2 Stetter Reactions Catalyzed by Thiamine Diphosphate–Dependent EnzymesCarola Dresen, Elena Kasparyan, Lydia S. Walter, Fabrizio Bonina, Simon Waltzer and Michael Müller4.3 Asymmetric Michael–type additions of acetaldehyde to nitroolefins catalyzed by 4–oxalocrotonate tautomerase (4–OT) yielding valuable –nitroaldehydesEdzard M. Geertsema, Yufeng Miao, and Gerrit J. Poelarends4.4 Michael–type addition of aldehydes to b–nitrostyrenes by whole cells of Escherichia coli expressing 4–oxalocrotonate tautomerase (4–OT)Tanja Narancic, Gordana Minovska, Predrag Jovanovic, Jelena Radivojevic and Jasmina Nikodinovic–Runic4.5 Norcoclaurine synthases for the biocatalytic synthesis of tetrahydroisoquinolinesBenjamin Lichman, Eleanor D. Lamming, John M. Ward and Helen C. Hailes4.6 Streptavidin based Artificial Metallo–annulase for the Enantioselective Synthesis of DihydroisoquinolonesTodd K. Hyster, Livia Knörr, Tomislav Rovis and Thomas R. Ward4.7 Regiospecific Benzylation of Tryptophan and Derivatives Catalyzed by a Fungal Dimethylallyl TransferaseMike Liebhold and Shu–Ming Li4.8 Enantioselective Michael addition of water using Rhodococcus rhodochrous ATCC 17895Bi–Shuang Chen, Verena Resch and Ulf Hanefeld4.9 Sulfation of various compounds by an arylsulfotransferase from Desulfitobacterium hafniense and synthesis of 17b–estradiol–3–sulfateMichael A. van der Horst, Johan F. T. van Lieshout, Aleksandra Bury, Aloysius F. Hartog and Ron Wever4.10 Asymmetric synthesis of cyclopropanes and benzosultams via enzyme–catalyzed carbenoid and nitrenoid transfer in E. coli whole–cells.Christopher C. Farwell, Hans Renata and Frances H. Arnold4.11  Biocatalytic production of novel glycolipidsKarel De Winter, Griet Dewitte, Hai Giang Tran and Tom Desmet4.12 Enzymatic synthesis of 8–aza– and 8–aza–7–deazapurine 2 –deoxyribonucleosidesVladimir A. Stepchenko, Frank Seela, Roman S. Esipov, Anatoly I. Miroshnikov and Igor A. Mikhailopulo4.13 Phenylalanine ammonia lyase catalyzed asymmetric hydroamination for the synthesis of L–amino acidsSarah L. Lovelock and Nicholas J. Turner5. Oxidations5.1 Semi–Preparative Scale Drug Metabolite Synthesis with Human Flavin MonooxygenasesSteven P. Hanlon, Matthias Kittelmann and Margit Winkler5.2 Biobased synthesis of industrially relevant nitriles by selective oxidative decarboxylation of amino acids by vanadium chloroperoxidaseAndrada But, Jerôme Le Nôtre, Elinor L. Scott, Ron Wever and Johan P. M. Sanders5.3 Terminal oxygenation of fatty acids by a CYP153A fusion construct heterologously expressed in E. coli.Sumire Honda Malca, Daniel Scheps, Bettina M. Nestl and Bernhard Hauer5.4 Enantioselective oxidative C C bond formation in isoquinoline alkaloids employing the berberine bridge enzymeVerena Resch, Joerg H. Schrittwieser, Wolfgang Kroutil5.5 Oxidation of aldehydes using alcohol dehydrogenasesFrank Hollmann5.6 Monoamine oxidase catalysed deracemisation of racemic amines for the synthesis of pharmaceutical building blocksDiego Ghislieri and Nicholas J. Turner5.7 Synthesis of (S)–amines by chemo–enzymatic deracemisation using an (R)–selective amine oxidaseRachel S. Heath, Marta Pontini, Beatrice Bechi and Nicholas J. Turner5.8 Selective oxidation of diols into lactones under aerobic conditions using a laccase–TEMPO catalytic system in aqueous mediumAlba Díaz–Rodríguez, Iván Lavandera, Vicente Gotor–Fernández and Vicente Gotor6. Reductions6.1 Tetrahydroxynaphthalene Reductase Broad Substrate Range of an NADPH–Dependent Oxidoreductase Involved in Reductive Asymmetric Naphthol DearomatizationMichael A. Schätzle, Syed Masood Husain and Michael Müller6.2 Chemoenzymatic Synthesis of Diastereo– and Enantiomerically Pure 2,6–Disubstituted Piperidines via Regioselective Monoamination of 1,5–DiketonesRobert C. Simon, Ferdinand Zepeck and Wolfgang Kroutil6.3 Asymmetric amination of ketones employing –transaminases in organic solventsFrancesco G. Mutti, Christine Fuchs and Wolfgang Kroutil6.4 Stereoselective Synthesis of (R)–Profen Derivatives by the Enoate Reductase YqjMThomas Classen, Jörg Pietruszka and Melanie Schölzel6.5 Productivity improvement of the bioreduction of , –unsaturated aldehydes by coupling the in situ substrate feeding product removal (SFPR) strategy with isolated enzymesElisabetta Brenna, Francesco G. Gatti, Daniela Monti, Fabio Parmeggiani, Alessandro Sacchetti6.6 Reduction of imines by a recombinant whole–cell E. coli biocatalyst expressing imine reductases (IREDs)Friedemann Leipold, Shahed Hussain and Nicholas J. Turner7. Halogenation and Dehalogenation7.1 Site–Directed MutagenesisChanges the Regioselectivity of the Tryptophan 7–Halogenase PrnAAlexander Lang, Stefan Polnick, Tristan Nicke, Peter William, Eugenio P. Patallo, James H. Naismith and Karl–Heinz van Pée7.2 Controlling Enantioselectivity of Halohydrin Dehalogenase from Arthrobacter sp. Strain AD2, Revealed by Structure–Guided Directed EvolutionLixia Tang and Xuechen Zhu7.3 Enzymatic production of chlorothymol and its derivatives by halogenation of the phenolic monoterpenes thymol and carvacrol with chloroperoxidaseThomas Krieg, Laura Getrey, Jens Schrader and Dirk Holtmann8. Cascade Reactions8.1 Synthetic Cascades by Combining Artificial Metalloenzymes with Monoamine Oxidases (MAO–N)Marc Dürrenberger, Valentin Köhler, Yvonne M. Wilson, Diego Ghislieri, Livia Knörr, Nicholas J. Turner and Thomas R. Ward8.2 Amination of primary alcohols via a redox–neutral bio–cascadeJohann H. Sattler, Michael Fuchs, Francesco G. Mutti and Wolfgang Kroutil8.3 Biocatalytic synthesis of a diketobornane as building block for bifunctional camphor derivativesMichael Hofer, Harald Strittmatter and Volker Sieber8.4 A Three Enzyme Catalyzed RedOx Cascade for the Production of a Carvo–LactoneNikolin Oberleitner, Christin Peters, Jan Muschiol, Florian Rudroff, Marko D. Mihovilovic and Uwe T. Bornscheuer8.5 Preparation of Homoallylic Alcohols via a Chemo–enzymatic One–pot Oxidation–Allylation CascadeMichael Fuchs, Markus Schober, Mathias Pickl, Wolfgang Kroutiland Kurt Faber8.5 Cascade biotransformations via enantioselective reduction, oxidation, and hydrolysis: preparation of (R)– –lactones from 2–alkylidenecyclopentanonesJi Liu and Zhi Li8.6 One–pot tandem enzymatic reactions for efficient biocatalytic synthesis of d–fructose–6–phosphate and analogues.Israel Sánchez–Moreno, Virgil Hélaine, Nicolas Poupard,Eduardo García–Junceda, Roland Wohlgemuth, Christine Guérard–Hélaineand Marielle Lemaire8.7 Efficient one–pot tandem biocatalytic process for a valuable phosphorylated C8 d–ketose: d–glycero–d–altro–2–octulose 8–phosphate.C. Guérard–Hélaine, M. Debacker, P. Clapés, A. Szekrenyi, V. Hélaine and M. Lemaire8.8 Chemo–enzymatic synthesis of (S)–1,2,3,4–tetrahydroisoquinoline–3–carboxylic acid by PAL mediated amination and Pictet–Spengler cyclisationFabio Parmeggiani, Nicholas J. Weise, Syed T. Ahmed and Nicholas J. Turner8.9 –Transaminase/Monoamine OxidaseCascade for the Regio– and Stereoselective Synthesis of Chiral 2,5–Disubstituted PyrrolidinesElaine O Reilly and  Nicholas J. TurnerIndex 

  • ISBN: 978-1-118-60525-7
  • Editorial: Wiley–Blackwell
  • Encuadernacion: Cartoné
  • Páginas: 304
  • Fecha Publicación: 11/12/2015
  • Nº Volúmenes: 1
  • Idioma: Inglés