Modern Biocatalysis - Stereoselective and Environmentally Friendly Reactions

Das Gesamtgebiet der Biokatalyse mit allen seinen Facetten -- Mikrobiologie, Enzymologie, Molekularbiologie, Strukturbiologie, organische Chemie -- wird in diesem interdisziplinär angelegten Werk beleuchtet; insbesondere geht es um enzymatische Katalysen und Ganzzell-Katalysen. Ein Schwerpunkt liegt dabei auf der Entwicklung hochselektiver, umweltfreundlicher Prozesse zur Synthese wichtiger Verbindungsklassen.

List of contents

FLUORESCENCE ASSAYS FOR BIOTRANSFORMATIONSIntroductionAlcohol Dehydrogenases (ADHs) and AldolasesLipases and EsterasesOther HydrolasesBaeyer-VilligerasesIMMOBILIZATION AS A TOOL FOR IMPROVING ENZYMESIntroductionAdsorption/Electrostatic InteractionsEncapsulationCovalent Binding/Cross-LinkingCONTINUOUS-FLOW MICROCHANNEL REACTORS WITH SURFACE-IMMOBILIZED BIOCATALYSTSIntroductionBiocatalytic Synthesis Using Microreaction Technology with Free and Immobilized EnzymesNovel Microfluidic Immobilized Enzyme ReactorsEnzymatic Hydrolysis of LactoseBiocatalytic Process Intensification Using Microreaction TechnologyACTIVITY AND STABILITY OF PROTEASES IN HYDROPHILIC SOLVENTSIntroductionActivity and Selectivity of Proteases in Synthesis of Carbohydrate Fatty Acid EstersEnzyme Stability and ConformationSolvent EngineeringIMPORTANCE OF ENZYME FORMULATION FOR THE ACTIVITY AND ENANTIOSELECTIVITY OF LIPASES IN ORGANIC SOLVENTSIntroductionLipase Formulations and their Activity and Enantioselectivity in Neat Organic SolventWhy do Additives Affect the Activity and Enantioselectivity of Lipases in Organic Solvent?DIRECT ESTERIFICATION WITH DRY MYCELIA OF MOLDS: A (STEREO)SELECTIVE, MILD AND EFFICIENT METHOD FOR OBTAINING STRUCTURALLY DIVERSE ESTERSMycelia and Biotransformations in Organic MediaScreening and Microbiological AspectsProduction of AcetateStereoselective Esterifications of Racemic AlcoholsStereoselective Esterifications of Racemic Carboxylic AcidsPartition Phenomena and Equilibrium of Esterification ReactionsFACTORS AFFECTING ENANTIOSELECTIVITY: ALLOSTERIC EFFECTSHow to Provide Enantiopure CompoundsFactors Affecting the Enantiomeric Ratio EAsymmetrization of Prochiral CompoundsKINETIC RESOLUTION OF SEC-ALCOHOL IN NON-CONVENTIONAL MEDIAIntroductionSCFs - Replacement for Organic Solvents in BiocatalysisEffect of PressureEffect of the Acyl Donor/Alcohol Molar RatioILs - Solvents for Sustainable Technology in BiocatalysisILs, Based on the N,N'-Dialkylimidazolium Cations as Reaction MediaILs/SCFs Biphasic Systems as Promising Media for BiocatalysisThe [bmim][PF6]/SC-CO2 System as a Reaction MediaEffect of Acyl Donor ConcentrationSTRATEGIES FOR THE BIOCATALYTIC LIPOPHILIZATION OF PHENOLIC ANTIOXIDANTSIntroductionMaterials and MethodsResults and DiscussionBIOCATALYSIS APPLIED TO THE SYNTHESIS OF NUCLEOSIDE ANALOGSIntroductionChemoenzymatic Modification of the SugarResolution and Anomeric SeparationBiotransformations that Modify the BaseTransglycosylation for the Synthesis of NucleosidesEFFICIENT FRUCTOOLIGOSACCHARIDE SYNTHESIS WITH A FRUCTOSYLTRANSFERASE FROM ASPERGILLUS ACULEATUSIntroductionPurification of Fructosyltransferase in Pectinex Ultra SP-LProperties of Fructosyltransferase from A. aculeatusImmobilization of Fructosyltransferase from A. aculeatusFructooligosaccharide Production Using Sugar Beet Syrup and MolassesHYDANTOIN RACEMASE: THE KEY ENZYME FOR THE PRODUCTION OF OPTICALLY PURE ALPHA-AMINO ACIDSIntroductionSearch for New Hydantoin Racemases and Molecular CharacterizationBiochemical Characterization of Hydantoin Racemase EnzymesSubstrate Enantioselectivity and Kinetic Analysis of Hydantoin RacemasesProposal for a Reaction Mechanism of Hydantoin Racemase EnzymesDesign of a Tailormade Recombinant Biocatalyst Including Hydantoin Racemase Enzymes for Optically Pure D-Amino Acid ProductionCHEMO-ENZYMATIC DERACEMIZATION METHODSIntroductionDeracemization Methods for Alpha- and Beta-Hydroxy AcidsDeracemization of Alpha-Hydroxy NitrilesDeracemization of Alpha-Amino AcidsUseful Enzymes for Deracemization MethodsNITRILASES FROM FILAMENTOUS FUNGIIntroductionDistribution and Evolutionary Relationship of Fungal NitrilasesStructural PropertiesCatalytic PropertiesNITRILASE- AND NITRILE HYDRATASE-CATALYZED ENANTIOSELECTIVE PREPARATION OF NON-PROTEINOGENIC AMINO ACIDSIntroductionNitrilase Hydratase/Amidase BiotransformationsNitrilase BiotransformationsNITRILASES IN THE ENANTIOSELECTIVE SYNTHESIS OF ALPHA-HYDROCYCARBOXYLIC ACIDSRoutes to Enantiomerically Pure Alpha-Hydroxycarboxylic AcidsNitrilase-Mediated Hydrolysis of CyanohydrinsA Bienzymatic Approach to Enantiopure 2-Hydrocycarboxylic AcidsStabilization of NLases as Cross-Linked Enzyme AggregatesHydrocyanation and Hydrolysis in a Bienzymatic CascadeNitrilases Acting as Nitrile HydratasesUF-MEMBRANE BIOREACTORS FOR KINETICS CHARACTERIZATION OF NITRILE HYDRATASE-AMIDASE-CATALYZED REACTIONS: A SHORT SURVEYIntroductionExperiment DesignTemperature Dependence of the Nitrile Hydratase-Amidase Cascade SystemCSMR InvestigationsSubstrate Concentration Effects on the Reaction Rate, Enzyme Stability, Substrate Conversion, and Reactor CapacityENZYMES CATALYZING C-C BOND FORMATION FOR THE SYNTHESIS OF MONOSACCHARIDE ANALOGSIntroductionRecent Syntheses Involving Transketolase and Fructose-1,6-bisphosphate AldolaseModification of Substrate Specificity of Yeast TransketolaseNOVEL STRATEGIES IN ALDOLASE-CATALYZED SYNTHESIS OF IMINOSUGARSIntroductionDHAP-Aldolase-Mediated Synthesis of Iminosugars from N-Cbz-Amino AldehydesD-Fructose-6-Phosphate Aldolase as Catalyst for Iminosugar SynthesisBIOCATALYTIC ASYMMETRIC OXIDATIONS WITH OXYGENIntroductionBiocatalytic Asymmetric Oxidations with OxidasesBiocatalytic Asymmetric Oxidations with PeroxidasesBiocatalytic Asymmetric Oxidations with DehydrogenasesBiocatalytic Asymmetric Oxidations with MonooxygenasesBiocatalytic Asymmetric Oxidations with DioxygenasesBiocatalytic Asymmetric Oxidations with Other EnzymsSECOND GENERATION BAEYER-VILLIGER BIOCATALYSTSIntroductionVBMO Enzyme PlatformEngineering of BVMOsBaeyer-Villiger Biooxidation in Synthetic ChemistryBVMOs in Stereoselective SulfoxidationsTowards a Technology Platform

About the author

Wolf-Dieter Fessner obtained his PhD from the University of Freiburg, following which he carried out postdoctoral research at Harvard University with George Whitesides and at the University of Southern California with George Olah. Since 1998 he has been Full Professor of Organic Chemistry at the Technische Universität Darmstadt. His primary research interest is focused on the development of practical methods for enzymatic carbon-carbon bond formation and oligosaccharide synthesis, and on the interface between chemical and biological catalysis.

Thorleif Anthonsen is Professor of Organic Chemistry at The Norwegian University of Science and Technology, NTNU, in Trondheim. He has been a post doc/visiting scholar at Glasgow University, UK, at UCLA Los Angeles, with Donald Cram at MIT Cambridge, USA, with Alexander Klibanov and at Cytel Corporation, San Diego. He has led the biocatalysis group at NTNU whose research focused on synthesis of enantiopure compounds directed towards production of chiral drugs. In 2001 he initiated COST action D25, Applied Biocatalysis, which he also chaired from beginning to end. Professor Anthonsen's primary research interests are natural product chemistry and biocatalysis in organic chemistry.

Summary

Das Gesamtgebiet der Biokatalyse mit allen seinen Facetten -- Mikrobiologie, Enzymologie, Molekularbiologie, Strukturbiologie, organische Chemie -- wird in diesem interdisziplinär angelegten Werk beleuchtet; insbesondere geht es um enzymatische Katalysen und Ganzzell-Katalysen. Ein Schwerpunkt liegt dabei auf der Entwicklung hochselektiver, umweltfreundlicher Prozesse zur Synthese wichtiger Verbindungsklassen.

Report

?With its special focus on progress and new developments towards environmentally beneficial reactions with high levels of selectivity for the production of key compound classes, this book will enlighten both chemists and biologists as to the advances and opportunities existing in enzyme catalysis.? ( Organic Chemistry Portal/ Organische-Chemie , 2009)
?Books of this type are highly valuable in that each chapter is written by an acknowledged expert in the field and hence the reader is directed to the key developments and seminal contributions in the particular field.? ( ChemBioChem , June 2009)

Product details

• Authors: Thorleif Anthonsen, Wolf-Dieter Fessner
• Assisted by: Anthonsen (Editor), Anthonsen (Editor), Thorleif Anthonsen (Editor), Wolf-Diete Fessner (Editor), Wolf-Dieter Fessner (Editor)
• Publisher: Wiley-VCH
• Languages: English, German
• Product format: Hardback
• Released: 30.12.2008
• EAN: 9783527320714
• ISBN: 978-3-527-32071-4
• No. of pages: 376
• Dimensions: 179 mm x 246 mm x 24 mm
• Weight: 884 g
• Illustrations: 165 SW-Abb., 2 Farbabb.
• Subjects: Natural sciences, medicine, IT, technology > Chemistry > Organic chemistry; Chemie, Biotechnologie, Organische Chemie, ORGANIC CHEMISTRY, Biowissenschaften, Biologie, Life Sciences, Biowissenschaften, biotechnology, chemistry, BIOKATALYSE, Biotechnologie i. d. Biowissenschaften, Methods - Synthesis & Techniques, Organische Chemie / Methoden, Synthesen, Verfahren, Biochemie u. Chemische Biologie, Biochemistry (Chemical Biology)