Practical Methods for Biocatalysis and Biotransformations 3

1. Auflage 2016
ISBN: 978-1-118-60525-7
Verlag: Wiley

Buch, Englisch, 320 Seiten, Format (B × H): 163 mm x 246 mm, Gewicht: 635 g

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.

Autoren/Hrsg.

Whittall, John

Sutton, Peter W

Kroutil, Wolfgang

Fachgebiete

• Naturwissenschaften Biowissenschaften Enzymologie
• Naturwissenschaften Chemie Physikalische Chemie Biokatalyse
• Technische Wissenschaften Verfahrenstechnik | Chemieingenieurwesen | Biotechnologie Biotechnologie

Inhaltsverzeichnis

List of Contributors ix

Abbreviations xxi

1 Considerations for the Application of Process Technologies in Laboratory- and Pilot-Scale Biocatalysis for Chemical Synthesis 1

1.1 Introduction 1

1.2 Process Intensification and Proposed Scale-Up Concept 2

1.3 Enabling Technologies 5

1.4 Enhancing Technologies 20

1.5 Conclusion 28

References 28

2 Cytochrome P450 (CYP) Progress in Biocatalysis for Synthetic Organic Chemistry 31

2.1 Introduction 31

2.2 CYP Development 32

2.3 Recent Developments 34

2.4 Conclusion 41

References 41

3 Use of Hydrolases and Related Enzymes for Synthesis 43

3.1 Continuous-Flow Reactor-Based Enzymatic Synthesis of Phosphorylated Compounds on a Large Scale 43

3.2 Deracemization of sec-Alcohols via Enantio-Convergent Hydrolysis of rac-Sulfate Esters 45

3.3 Dynamic Kinetic Resolution of a Primary Amine by an Efficient Bifunctional Pd-CALB Hybrid Catalyst. A Metalloenzyme Mimic for Enhanced Cooperative Catalysis 50

3.4 Highly Efficient DKR of Secondary 1-Phenylethanol Derivatives Using a Low-Cost Solid Super Acid as Racemization Catalyst 53

3.5 Identification of New Biocatalysts for the Enantioselective Conversion of Tertiary Alcohols 58

3.6 Enzyme-Catalyzed Hydrolysis of Bicycloheptane Diester to Monoester 60

3.7 Double Mutant Lipase with Enhanced Activity and Enantioselectivity for Bulky Secondary Alcohols 64

3.8 Stereoselective Synthesis of ß-Amino Acids by Hydrolysis of an Aryl-Substituted Dihydropyrimidine by Hydantoinases 68

References 72

4 Non-Redox Lyases and Transferases for C-C, C-O, C-S, and C-N Bond Formation 75

4.1 Regioselective Enzymatic Carboxylation of Phenols and Hydroxystyrenes Employing Co-Factor-Independent Decarboxylases 75

4.2 Stetter Reactions Catalyzed by Thiamine Diphosphate-Dependent Enzymes 81

4.3 Asymmetric Michael-Type Additions of Acetaldehyde

Über Autor(innen)

Dr John Whittall, Centre of Excellence for Biocatalysis, Biotransformations and Biocatalytic Manufacture (CoEBio3), Manchester Interdisciplinary Biocentre, University of Manchester, UK.
Dr Peter W Sutton, Senior Scientist, GlaxoSmithKline Research and Development Limited, UK.
Dr Wolfgang Kroutil, Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Austria.