{"product_id":"applied-biocatalysis-isbn-9781119487012","title":"Applied Biocatalysis","description":"\u003cp\u003e\u003cb\u003eProvides clear and comprehensive coverage of recently developed applied biocatalysis for synthetic organic chemists with an emphasis to promote green chemistry in pharmaceutical and process chemistry\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003eThis book aims to make biocatalysis more accessible to both academic and industrial synthetic organic chemists. It focuses on current topics within the applied industrial biocatalysis field and includes short but detailed experimental methods on timely novel biocatalytic transformations using new enzymes or new methodologies using known enzymes. The book also features reactions that are “expanding and making the enzyme toolbox available to chemists”—providing readers with comprehensive methodology and detailed key sourcing information of a wide range of enzymes.\u003c\/p\u003e \u003cp\u003eChapters in \u003ci\u003eApplied Biocatalysis: The Chemist’s Enzyme Toolkit\u003c\/i\u003e are organized by reaction type and feature a short introductory section describing the current state of the art for each example. Much of the book focuses on processes for which the enzymes are readily available so that organic chemists can synthesize appropriate quantities of chemicals with available materials in a standard chemical laboratory. Advanced methods are included to present examples of new enzymes that might encourage collaboration with suppliers or academic groups and that will educate chemists of rapidly expanding future possibilities.\u003c\/p\u003e \u003cul\u003e \u003cli\u003eFocuses on current topics within the applied industrial biocatalysis field\u003c\/li\u003e \u003cli\u003eOffers experimental methods on novel biocatalytic transformations using new enzymes or new methodology using known enzymes\u003c\/li\u003e \u003cli\u003eCovers the hot topics of enzyme and chemoenzymatic cascades and biocatalysis in flow\u003c\/li\u003e \u003cli\u003eEdited by noted experts from both academia and industry with years of experience in the field of biocatalysis—particularly, the industrial applications of enzymes\u003c\/li\u003e \u003c\/ul\u003e \u003cp\u003eWritten for synthetic organic chemists working in all industries but especially the pharmaceutical industry and for those in academia with an eye for biocatalysis,\u003ci\u003e Applied Biocatalysis: The Chemist’s Enzyme Toolkit\u003c\/i\u003e will also benefit academic groups in chemistry and related sciences that are using enzymes for synthetic purposes, as well as those working in the area of enzymology and molecular biology.\u003c\/p\u003e \u003cp\u003eAbbreviations xi\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Directed Evolution of Enzymes Driving Innovation in API Manufacturing at GSK 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e1.1 Introduction 1\u003c\/p\u003e \u003cp\u003e1.2 Drug Development Stages 3\u003c\/p\u003e \u003cp\u003e1.3 Enzyme Panels 6\u003c\/p\u003e \u003cp\u003e1.4 Enzyme Engineering 10\u003c\/p\u003e \u003cp\u003e1.5 Case Studies 18\u003c\/p\u003e \u003cp\u003e1.6 Outlook 22\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Survey of Current Commercial Enzyme and Bioprocess Service Providers 27\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e2.1 Commercial Enzyme Suppliers\/Distributors 28\u003c\/p\u003e \u003cp\u003e2.2 Bioprocess Service Providers 92\u003c\/p\u003e \u003cp\u003e2.3 Chemical Transformations of Selected Commercially Available Enzymes 103\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Imine Reductases 135\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e3.1 Imine Reductase-Catalysed Enantioselective Reductive Amination for the Preparation of a Key Intermediate to Lysine-Specific Histone Demethylase 1 (LSD1) Inhibitor GSK2879552 135\u003c\/p\u003e \u003cp\u003e3.2 Expanding the Collection of Immine Reductases Towards a Stereoselective Reductive Amination 138\u003c\/p\u003e \u003cp\u003e3.3 Asymmetric Synthesis of the Key Intermediate of Dextromethorphan Catalysed by an Imine Reductase 143\u003c\/p\u003e \u003cp\u003e3.4 Identification of Imine Reductases for Asymmetric Synthesis of 1-Aryl-Tetrahydroisoquinolines 148\u003c\/p\u003e \u003cp\u003e3.5 Preparation of Imine Reductases at 15 L Scale and Their Application in Asymmetric Piperazine Synthesis 156\u003c\/p\u003e \u003cp\u003e3.6 Screening of Imine Reductases and Scale-Up of an Oxidative Deamination of an Amine for Ketone Synthesis 162\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Transaminases 165\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e4.1 A Practical Dynamic Kinetic Transamination for the Asymmetric Synthesis of the CGRP Receptor Antagonist Ubrogepant 165\u003c\/p\u003e \u003cp\u003e4.2 Asymmetric Biosynthesis of L-Phosphinothricin by Transaminase 168\u003c\/p\u003e \u003cp\u003e4.3 Application of \u003ci\u003eIn Situ \u003c\/i\u003eProduct Crystallisation in the Amine Transaminase from \u003ci\u003eSilicibacter pomeroyi\u003c\/i\u003e-Catalysed Synthesis of (\u003ci\u003eS\u003c\/i\u003e)-1-(3-Methoxyphenyl)ethylamine 173\u003c\/p\u003e \u003cp\u003e4.4 Enantioselective Synthesis of Industrially Relevant Amines Using an Immobilised ω-Transaminase 178\u003c\/p\u003e \u003cp\u003e4.5 Amination of Sugars Using Transaminases 182\u003c\/p\u003e \u003cp\u003e4.6 Converting Aldoses into Valuable ω-Amino Alcohols Using Amine Transaminases 187\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Other Carbon–Nitrogen Bond-Forming Biotransformations 193\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e5.1 Biocatalytic \u003ci\u003eN\u003c\/i\u003e-Acylation of Anilines in Aqueous Media 193\u003c\/p\u003e \u003cp\u003e5.2 Enantioselective Enzymatic Hydroaminations for the Production of Functionalised Aspartic Acids 196\u003c\/p\u003e \u003cp\u003e5.3 Biocatalytic Asymmetric Aza-Michael Addition Reactions and Synthesis of L-Argininosuccinate by Argininosuccinate Lyase ARG4-Catalysed Aza-Michael Addition of L-Arginine to Fumarate 204\u003c\/p\u003e \u003cp\u003e5.4 Convenient Approach to the Biosynthesis of C2,C6-Disubstituted Purine Nucleosides Using \u003ci\u003eE. coli \u003c\/i\u003ePurine Nucleoside Phosphorylase and Arsenolysis 211\u003c\/p\u003e \u003cp\u003e5.5 Production of L- and D-Phenylalanine Analogues Using Tailored Phenylalanine Ammonia-Lyases 215\u003c\/p\u003e \u003cp\u003e5.6 Asymmetric Reductive Amination of Ketones Catalysed by Amine Dehydrogenases 221\u003c\/p\u003e \u003cp\u003e5.7 Utilisation of Adenylating Enzymes for the Formation of \u003ci\u003eN\u003c\/i\u003e-Acyl Amides 231\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Carbon–Carbon Bond Formation or Cleavage 237\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e6.1 Improved Enzymatic Method for the Synthesis of (\u003ci\u003eR\u003c\/i\u003e)-Phenylacetyl Carbinol 237\u003c\/p\u003e \u003cp\u003e6.2 Tertiary Alcohol Formation Catalysed by a Rhamnulose-1-Phosphate Aldolase : Dendroketose-1-Phosphate Synthesis 241\u003c\/p\u003e \u003cp\u003e6.3 Easy and Robust Synthesis of Substituted L-Tryptophans with Tryptophan Synthase from \u003ci\u003eSalmonella enterica \u003c\/i\u003e247\u003c\/p\u003e \u003cp\u003e6.4 Biocatalytic Friedel–Crafts-Type C-Acylation 250\u003c\/p\u003e \u003cp\u003e6.5 MenD-Catalysed Synthesis of 6-Cyano-4-Oxohexanoic Acid 256\u003c\/p\u003e \u003cp\u003e6.6 Production of (\u003ci\u003eR\u003c\/i\u003e)-2-(3,5-Dimethoxyphenyl)propanoic Acid Using an Aryl Malonate Decarboxylase from \u003ci\u003eBordetella bronchiseptica \u003c\/i\u003e259\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Reductive Methods 263\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e7.1 Synthesis of Vibegron Enabled by a Ketoreductase Rationally Designed for High-pH Dynamic Kinetic Reduction 263\u003c\/p\u003e \u003cp\u003e7.2 Synthesis of a GPR40 Partial Agonist Through a Kinetically Controlled Dynamic Enzymatic Ketone Reduction 265\u003c\/p\u003e \u003cp\u003e7.3 Lab-Scale Synthesis of Eslicarbazepine 267\u003c\/p\u003e \u003cp\u003e7.4 Direct Access to Aldehydes Using Commercially Available Carboxylic Acid Reductases 270\u003c\/p\u003e \u003cp\u003e7.5 Preparation of Methyl (\u003ci\u003eS\u003c\/i\u003e)-3-Oxocyclohexanecarboxylate Using an Enoate Reductase 277\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Oxidative Methods 281\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e8.1 Macrocyclic Baeyer–Villiger Monooxygenase Oxidation of Cyclopentadecanone on 1 L Scale 281\u003c\/p\u003e \u003cp\u003e8.2 Regioselective Lactol Oxidation with O2 as Oxidant on 1 L Scale Using Alcohol Dehydrogenase and NAD(P)H Oxidase 286\u003c\/p\u003e \u003cp\u003e8.3 Synthesis of (3\u003ci\u003eR\u003c\/i\u003e)-4-[2-Chloro-6-[[(\u003ci\u003eR\u003c\/i\u003e)-Methylsulphinyl]methyl]-Pyrimidin-4-yl]-3-Methyl-Morpholine Using BVMO-P1-D08 291\u003c\/p\u003e \u003cp\u003e8.4 Oxidation of Vanillyl Alcohol to Vanillin with Molecular Oxygen Catalysed by Eugenol Oxidase on 1 L Scale 295\u003c\/p\u003e \u003cp\u003e8.5 Synthesis of Syringaresinol from 2,6-Dimethoxy-4-Allylphenol Using an Oxidase\/Peroxidase Enzyme System 301\u003c\/p\u003e \u003cp\u003e8.6 Biocatalytic Preparation of Vanillin Catalysed by Eugenol Oxidase 308\u003c\/p\u003e \u003cp\u003e8.7 Vanillyl Alcohol Oxidase-Catalysed Production of (\u003ci\u003eR\u003c\/i\u003e)-1-(4′-Hydroxyphenyl) Ethanol 312\u003c\/p\u003e \u003cp\u003e8.8 Enzymatic Synthesis of Pinene-Derived Lactones 319\u003c\/p\u003e \u003cp\u003e8.9 Enzymatic Preparation of Halogenated Hydroxyquinolines 326\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Hydrolytic and Dehydratase Enzymes 333\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e9.1 Synthesis of (\u003ci\u003eS\u003c\/i\u003e)-3-(4-Chlorophenyl)-4-Cyanobutanoic Acid by a Mutant Nitrilase 333\u003c\/p\u003e \u003cp\u003e9.2 Nitrilase-Mediated Synthesis of a Hydroxyphenylacetic Acid Substrate via a Cyanohydrin Intermediate 337\u003c\/p\u003e \u003cp\u003e9.3 Production of (\u003ci\u003eR\u003c\/i\u003e)-2-Butyl-2-Ethyloxirane Using an Epoxide Hydrolase from \u003ci\u003eAgromyces mediolanus \u003c\/i\u003e339\u003c\/p\u003e \u003cp\u003e9.4 Preparation of (\u003ci\u003eS\u003c\/i\u003e)-1,2-Dodecanediol by Lipase-Catalysed Methanolysis of Racemic Bisbutyrate Followed by Selective Crystallisation 344\u003c\/p\u003e \u003cp\u003e9.5 Biocatalytic Synthesis of \u003ci\u003en\u003c\/i\u003e-Octanenitrile Using an Aldoxime Dehydratase from \u003ci\u003eBacillus \u003c\/i\u003esp. OxB-1 349\u003c\/p\u003e \u003cp\u003e9.6 Access to (\u003ci\u003eS\u003c\/i\u003e)-4-Bromobutan-2-ol through Selective Dehalogenation of \u003ci\u003erac\u003c\/i\u003e-1,3-Dibromobutane by Haloalkane Dehalogenase 354\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Glycosylation, Sulphation and Phosphorylation 363\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e10.1 Rutinosidase Synthesis of Glycosyl Esters of Aromatic Acids 363\u003c\/p\u003e \u003cp\u003e10.2 Biocatalytic Synthesis of Kojibiose Using a Mutant Transglycosylase 369\u003c\/p\u003e \u003cp\u003e10.3 Biocatalytic Synthesis of Nigerose Using a Mutant Transglycosylase 377\u003c\/p\u003e \u003cp\u003e10.4 Easy Sulphation of Phenols by a Bacterial Arylsulphotransferase 381\u003c\/p\u003e \u003cp\u003e10.5 Shikimate Kinase-Catalysed Phosphorylations and Synthesis of Shikimic Acid 3-Phosphate by AroL-Catalysed Phosphorylation of Shikimic Acid 386\u003c\/p\u003e \u003cp\u003e10.6 Kinase-Catalysed Phosphorylations of Ketohexose Phosphates and LacC-Catalysed Synthesis of D-Tagatose 1,6-Diphosphate Lithium Salt 393\u003c\/p\u003e \u003cp\u003e10.7 Kinase-Catalysed Phosphorylations of Xylulose Substrates and Synthesis of Xylulose-5-Phosphate Enantiomers 397\u003c\/p\u003e \u003cp\u003e10.8 Phosphoramidates by Kinase-Catalysed Phosphorylation and Arginine Kinase-Catalysed Synthesis of \u003ci\u003eN\u003c\/i\u003eω-Phospho-L-Arginine 401\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Enzymatic Cascades 409\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e11.1 Redox-Neutral Ketoreductase and Imine Reductase Enzymatic Cascade for the Preparation of a Key Intermediate of the Lysine-Specific Histone Demethylase 1 (LSD1) Inhibitor GSK2879552 409\u003c\/p\u003e \u003cp\u003e11.2 Asymmetric Synthesis of α-Amino Acids through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids 413\u003c\/p\u003e \u003cp\u003e11.3 Enantioselective, Catalytic One-Pot Synthesis of γ-Butyrolactone-Based Fragrances 420\u003c\/p\u003e \u003cp\u003e11.4 Synthesis of Six out of Eight Carvo-Lactone Stereoisomers via a Novel Concurrent Redox Cascade Starting from (\u003ci\u003eR\u003c\/i\u003e)-and (\u003ci\u003eS\u003c\/i\u003e)-Carvones 426\u003c\/p\u003e \u003cp\u003e11.5 One-Pot Biocatalytic Synthesis of D-Tryptophan Derivatives from Substituted Indoles and L-Serine 435\u003c\/p\u003e \u003cp\u003e11.6 \u003ci\u003eEscherichia coli \u003c\/i\u003eLysate Multienzyme Biocatalyst for the Synthesis of Uridine-5’-Triphosphate from Orotic Acid 4 and Ribose 1 441\u003c\/p\u003e \u003cp\u003e11.7 Aerobic Synthesis of Aromatic Nitriles from Alcohols and Ammonia Using Galactose Oxidase 449\u003c\/p\u003e \u003cp\u003e11.8 Hydrogen-Borrowing Conversion of Alcohols into Optically Active Primary Amines by Combination of Alcohol Dehydrogenases and Amine Dehydrogenases 455\u003c\/p\u003e \u003cp\u003e11.9 Ene-Reductase-Mediated Reduction of C=C Double Bonds in the Presence of Conjugated C≡C Triple Bonds: Synthesis of (\u003ci\u003eS\u003c\/i\u003e)-2-Methyl-5-Phenylpent-4-Yn-1-Ol 468\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 Chemo-Enzymatic Cascades 475\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e12.1 Synergistic Nitroreductase\/Vanadium Catalysis for Chemoselective Nitroreductions 475\u003c\/p\u003e \u003cp\u003e12.2 Chemo-Enzymatic Synthesis of (\u003ci\u003eS\u003c\/i\u003e)-1,2,3,4-Tetrahydroisoquinoline Carboxylic Acids Using D-Amino Acid Oxidase 482\u003c\/p\u003e \u003cp\u003e12.3 Amine Oxidase-Catalysed Deracemisation of (\u003ci\u003eR,S\u003c\/i\u003e)-4-Cl-Benzhydrylamine into the (\u003ci\u003eR\u003c\/i\u003e)-Enantiomer in the Presence of a Chemical Reductant 488\u003c\/p\u003e \u003cp\u003e12.4 Asymmetric Synthesis of 1-Phenylpropan-2-Amine from Allylbenzene through a Sequential Strategy Involving a Wacker–Tsuji Oxidation and a Stereoselective Biotransamination 497\u003c\/p\u003e \u003cp\u003e12.5 Chemoenzymatic Synthesis of (2\u003ci\u003eS\u003c\/i\u003e,3\u003ci\u003eS\u003c\/i\u003e)-2-Methylpyrrolidin-3-Ol 504\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 Whole-Cell Procedures 509\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e13.1 Semipreparative Biocatalytic Synthesis of (\u003ci\u003eS\u003c\/i\u003e)-1-Amino-1-(3’-Pyridyl)methylphosphonic Acid 509\u003c\/p\u003e \u003cp\u003e13.2 Practical and User-Friendly Procedure for the Regio- and Stereoselective Hydration of Oleic, Linoleic and Linolenic Acids, Using Probiotic \u003ci\u003eLactobacillus \u003c\/i\u003eStrains as Whole-Cell Biocatalysts 515\u003c\/p\u003e \u003cp\u003e13.3 Clean Enzymatic Oxidation of 12α-Hydroxysteroids to 12-Oxo-Derivatives Catalysed by Hydroxysteroid Dehydrogenase 521\u003c\/p\u003e \u003cp\u003e13.4 Whole-Cell Biocatalysis Using PmlABCDEF Monooxygenase and Its Mutants: A Versatile Toolkit for Selective Synthesis of Aromatic \u003ci\u003eN\u003c\/i\u003e-Oxides 528\u003c\/p\u003e \u003cp\u003eIndex 535\u003c\/p\u003e  \u003cp\u003e\u003cb\u003eJohn Whittall, PhD,\u003c\/b\u003e works at the Centre of Excellence for Biocatalysis, Biotransformations and Biocatalytic Manufacture (CoEBio3), Manchester Institute of Biotechnology, University of Manchester, UK. \u003c\/p\u003e\u003cp\u003e\u003cb\u003ePeter W. Sutton, PhD,\u003c\/b\u003e was Scientific Investigator, GlaxoSmithKline Research and Development Limited, UK, now R\u0026amp;D Director at GlycoScience S.L., Barcelona, Spain.   \u003c\/p\u003e\u003cp\u003e\u003cb\u003eProvides clear and comprehensive coverage of recently developed applied biocatalysis for synthetic organic chemists with an emphasis to promote green chemistry in pharmaceutical and process chemistry\u003c\/b\u003e \u003c\/p\u003e\u003cp\u003eThis book aims to make biocatalysis more accessible to both academic and industrial synthetic organic chemists. It focuses on current topics within the applied industrial biocatalysis field and includes short but detailed experimental methods on timely novel biocatalytic transformations using new enzymes or new methodologies using known enzymes. The book also features reactions that are \"expanding and making the enzyme toolbox available to chemists\"—providing readers with comprehensive methodology and detailed key sourcing information of a wide range of enzymes. \u003c\/p\u003e\u003cp\u003eChapters in \u003ci\u003eApplied Biocatalysis: The Chemist's Enzyme Toolbox\u003c\/i\u003e are organized by reaction type and feature a short introductory section describing the current state of the art for each example. Much of the book focuses on processes for which the enzymes are commercially available so that organic chemists can synthesize appropriate quantities of chemicals with available materials in a standard chemical laboratory. Where non-commercial biocatalysts are used, sufficient details have been included so that the reader can either prepare them or source them through a bespoke enzyme provider. \u003c\/p\u003e\u003cul\u003e \u003cli\u003eThe initial chapter focuses on state-of-the-art directed evolution technology that is currently applied by GSK for industrial enzyme improvement\u003c\/li\u003e \u003cli\u003eChapter 2 provides a detailed survey of currently available enzymes and service providers for all aspects required for bioprocess development\u003c\/li\u003e \u003c\/ul\u003e \u003cp\u003eThe remaining 11 chapters offer: \u003c\/p\u003e\u003cul\u003e \u003cli\u003eExperimental methods on novel biocatalytic transformations using new enzymes or new methodology using known enzymes\u003c\/li\u003e \u003cli\u003eCover the hot topics of enzyme and chemoenzymatic cascades and biocatalysis in flow\u003c\/li\u003e \u003c\/ul\u003e \u003cp\u003eEdited by noted experts from both academia and industry with years of experience in the field of biocatalysis — particularly, the industrial applications of enzymes.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47988749271269,"sku":"NP9781119487012","price":226.95,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781119487012.jpg?v=1761781439","url":"https:\/\/k12savings.com\/products\/applied-biocatalysis-isbn-9781119487012","provider":"K12savings","version":"1.0","type":"link"}