酸化還元生体触媒:基礎と応用<br>Redox Biocatalysis : Fundamentals and Applications

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酸化還元生体触媒:基礎と応用
Redox Biocatalysis : Fundamentals and Applications

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  • 製本 Hardcover:ハードカバー版/ページ数 537 p.
  • 言語 ENG
  • 商品コード 9780470874202
  • DDC分類 660.634

Full Description


Paves the way for new industrial applications using redox biocatalysis Increasingly, researchers rely on the use of enzymes to perform redox processes as they search for novel industrial synthetic routes. In order to support and advance their investigations, this book provides a comprehensive and current overview of the use of redox enzymes and enzyme-mediated oxidative processes, with an emphasis on the role of redox enzymes in chemical transformations. The authors examine the full range of topics in the field, from basic principles to new and emerging research and applications. Moreover, they explore everything from laboratory-scale procedures to industrial manufacturing. Redox Biocatalysis begins with a discussion of the biochemical features of redox enzymes as well as cofactors and cofactor regeneration methods.Next, the authors present a variety of topics and materials to the research and development of full-scale industrial applications, including: * Biocatalytic applications of redox enzymes such as dehydrogenases, oxygenases, oxidases, and peroxidases * Enzyme-mediated oxidative processes based on biocatalytic promiscuity * All the steps from enzyme discovery to robust industrial processes, including directed evolution, high-throughput screening, and medium engineering * Case studies tracing the development of industrial applications using biocatalytic redox reactions Each chapter ends with concluding remarks, underscoring the key scientific principles and processes. Extensive references serve as a gateway to the growing body of research in the field. Researchers in both academia and industry will find this book an indispensable reference for redox biotransformations, guiding them from underlying core principles to new discoveries and emerging industrial applications.

Table of Contents

Preface                                            ix
1 Enzymes Involved in Redox Reactions: 1 (85)
Natural Sources and Mechanistic Overview
1.1 Motivation: Green Chemistry and 1 (1)
Biocatalysis
1.2 Sources of Biocatalysts 2 (8)
1.2.1 Plants and Animals as Sources of 3 (4)
Redox Biocatalysts
1.2.2 Wild-Type Microorganisms 7 (1)
1.2.2.1 Yeasts 7 (1)
1.2.2.2 Fungi 8 (1)
1.2.2.3 Bacteria 8 (1)
1.2.3 Metagenomic Assessments 9 (1)
1.3 Overview of Redox Enzymes 10 (54)
1.3.1 Dehydrogenases 13 (1)
1.3.1.1 Zn-Dependent Dehydrogenases 14 (1)
1.3.1.2 Flavin-Dependent Dehydrogenases 15 (1)
1.3.1.3 Pterin-Dependent Dehydrogenases 16 (1)
1.3.1.4 Quinoprotein Dehydrogenases 17 (1)
1.3.1.5 Dehydrogenases without 18 (1)
Prosthetic Group
1.3.2 Oxygenases 19 (1)
1.3.2.1 Monooxygenases 20 (18)
1.3.2.2 Dioxygenases 38 (12)
1.3.3 Oxidases 50 (1)
1.3.3.1 Iron-Containing Oxidases 50 (1)
1.3.3.2 Copper-Containing Oxidases 51 (5)
1.3.3.3 Flavin-Dependent Oxidases 56 (5)
1.3.4 Peroxidases 61 (3)
1.4 Concluding Remarks 64 (22)
References 64 (22)
2 Natural Cofactors and Their Regeneration 86 (15)
Strategies
2.1 Types of Natural 86 (2)
Cofactors---Mechanisms
2.2 Cofactor Regeneration 88 (9)
2.2.1 Enzymatic Regeneration of Reduced 88 (1)
Cofactors
2.2.1.1 Substrate-Assisted Method 88 (1)
2.2.1.2 Enzyme-Assisted Method 89 (3)
2.2.2 Enzymatic Regeneration of 92 (2)
Oxidized Cofactors
2.2.3 Chemical Regeneration of Cofactors 94 (1)
2.2.4 Electrochemical Regeneration of 95 (1)
Cofactors
2.2.5 Photochemical Regeneration of 96 (1)
Cofactors
2.3 Concluding Remarks 97 (4)
References 98 (3)
3 Reactions Involving Dehydrogenases 101(79)
3.1 General Considerations 101(4)
3.2 Reduction of Carbonyl Groups 105(25)
3.2.1 Reduction of Aliphatic and 106(13)
Aromatic Ketones
3.2.2 Reduction of α- and 119(7)
β-keto Esters and Derivatives
3.2.3 Reduction of Diketones 126(2)
3.2.4 Reduction of Aldehydes 128(2)
3.3 Racemization and Deracemization 130(5)
Reactions
3.4 Preparation of Amines 135(7)
3.5 Reduction of C-C Double Bonds 142(10)
3.6 Oxidation Reactions 152(7)
3.7 Dehydrogenase-Catalyzed Redox 159(5)
Reactions in Natural Products
3.8 Concluding Remarks 164(16)
References 165(15)
4 Reactions Involving Oxygenases 180(123)
4.1 Monooxygenase-Catalyzed Reactions 180(71)
4.1.1 Hydroxylation of Aliphatic 181(6)
Compounds
4.1.2 Hydroxylation of Aromatic 187(2)
Compounds
4.1.3 Baeyer-Villiger Reactions 189(3)
4.1.3.1 Classification and Metabolic 192(2)
Role of BVMOs
4.1.3.2 Isolated Enzymes versus 194(1)
Whole-Cell Systems (Wild-Type and
Recombinant Microorganisms)
4.1.3.3 Substrate Profile of Available 195(6)
Baeyer-Villiger Monooxygenases
4.1.3.4 Synthetic Applications of BVMOs 201(39)
4.1.4 Epoxidation of Alkenes 240(11)
4.2 Dioxygenase-Catalyzed Reactions 251(34)
4.2.1 Aromatic Dioxygenases 251(1)
4.2.1.1 Dihydroxylation of Aromatic 251(23)
Compounds
4.2.1.2 Other Oxidation Reactions 274(5)
Performed by Aromatic Dioxygenases
4.2.2 Miscellaneous Dioxygenases 279(1)
4.2.2.1 Lipoxygenase 279(6)
4.3 Concluding Remarks 285(18)
References 286(17)
5 Reactions Involving Oxidases and 303(130)
Peroxidases
5.1 Oxidase-Catalyzed Reactions 304(71)
5.1.1 Oxidases Acting on C-O Bonds 304(1)
5.1.1.1 Galactose Oxidase 304(4)
5.1.1.2 Pyranose Oxidase 308(3)
5.1.1.3 Alcohol Oxidase 311(2)
5.1.1.4 Glucose Oxidase 313(1)
5.1.1.5 Glycolate Oxidase 313(2)
5.1.2 Laccases and Tyrosinases (Phenol 315(1)
Oxidases)
5.1.2.1 Laccase 315(37)
5.1.2.2 Tyrosinase and Other Polyphenol 352(9)
Oxidases
5.1.3 Oxidases Acting on C-N Bonds 361(1)
5.1.3.1 D-Amino Acid Oxidase 361(7)
5.1.3.2 L-Amino Acid Oxidase 368(1)
5.1.3.3 Monoamine Oxidase 368(3)
5.1.3.4 Copper Amine Oxidases 371(1)
5.1.4 Miscellaneous 371(1)
5.1.4.1 Cholesterol Oxidase 372(1)
5.1.4.2 Vanillyl Alcohol Oxidase 373(1)
5.1.4.3 Alditol Oxidase 373(2)
5.2 Peroxidase-Catalyzed Reactions 375(28)
5.2.1 Peroxidase Mediated 379(1)
Transformations
5.2.1.1 Oxidative Dehydrogenation (2 RH 379(6)
+ H2O2 → 2 R•et; + 2 H2O
→R-R)
5.2.1.2 Oxidative Halogenation (RH + 385(5)
H2O2 + X- + H+→RX + 2H2O)
5.2.1.3 Oxygen-Transfer Reactions (RH + 390(13)
H2O2 → ROH + H2O)
5.3 Concluding Remarks 403(30)
References 404(29)
6 Hydrolase-Mediated Oxidations 433(20)
6.1 Hydrolase Promiscuity and in situ 433(3)
Peracid Formation. Perhydrolases vs.
Hydrolases. Other Promiscuous
Hydrolase-Mediated Oxidations
6.2 Hydrolase-Mediated Bulk Oxidations in 436(3)
Aqueous Media (e.g., Bleaching,
Disinfection, etc.)
6.3 Lipase-Mediated Oxidations: 439(6)
Prileshajev Epoxidations and
Baeyer-Villiger Reactions
6.4 Hydrolase-Mediated Oxidation and 445(3)
Processing of Lignocellulosic Materials
6.5 Concluding Remarks 448(5)
References 448(5)
7 Bridging Gaps: From Enzyme Discovery to 453(34)
Bioprocesses
7.1 Context 453(1)
7.2 Enzyme Directed Evolution and 454(13)
High-Throughput-Screening of Biocatalysts
7.3 Successful Case: Baker's Yeast Redox 467(6)
Enzymes, Their Cloning, and Separate
Overexpression
7.4 Whole-Cells vs. Isolated Enzymes: 473(4)
Medium Engineering
7.5 Beyond: Multistep Domino Biocatalytic 477(5)
Processes
7.6 Concluding Remarks 482(5)
References 483(4)
8 Industrial Applications of Biocatalytic 487(34)
Redox Reactions: From Academic Curiosities
to Robust Processes
8.1 Motivation: Drivers for Industrial 487(1)
Biocatalytic Processes
8.2 Key Aspects in Industrial 488(4)
Biocatalytic Processes
8.3 Industrial Biocatalytic Redox 492(8)
Processes: Free Enzymes
8.4 Industrial Biocatalytic Redox 500(11)
Processes---Whole-Cells: The "Designer
Bug" Concept and Beyond (Metabolic
Engineering)
8.5 Concluding Remarks and Future 511(10)
Perspectives
References 516(5)
Index 521