Riva / Fessner Cascade Biocatalysis

Integrating Stereoselective and Environmentally Friendly Reactions
1. Auflage 2014
ISBN: 978-3-527-68251-5
Verlag: Wiley-VCH
Format: EPUB
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 488 Seiten, E-Book

This ready reference presents environmentally friendly and stereoselective methods of modern biocatalysis. The experienced and renowned team of editors have gathered top international authors for this book. They cover such emerging topics as chemoenzymatic methods and multistep enzymatic reactions, while showing how these novel methods and concepts can be used for practical applications. Multidisciplinary topics, including directed evolution, dynamic kinetic resolution, and continuous-flow methodology are also discussed.

 

From the contents:

* Directed Evolution of Ligninolytic Oxidoreductases: from Functional Expression to Stabilization and Beyond

* New Trends in the In Situ Enzymatic Recycling of NAD(P)(H) Cofactors

* Monooxygenase-Catalyzed Redox Cascade Biotransformations

* Biocatalytic Redox Cascades Involving w-Transaminases

* Multi-Enzyme Systems and Cascade Reactions Involving Cytochrome P450 Monooxygenases

* Chemo-Enzymatic Cascade Reactions for the Synthesis of Glycoconjugates

* Synergies of Chemistry and Biochemistry for the Production of Beta-Amino Acids

* Racemizable Acyl Donors for Enzymatic Dynamic Kinetic Resolution

* Stereoselective Hydrolase-Catalyzed Processes in Continuous-Flow Mode

* Perspectives on Multienzyme Process Technology

* Nitrile Converting Enzymes Involved in Natural and Synthetic Cascade Reactions

* Mining Genomes for Nitrilases

* Key-Study on the Kinetic Aspects of the In-Situ NHase/AMase Cascade System of M. imperiale Resting Cells for Nitrile Bioconversion

* Enzymatic Stereoselective Synthesis of Beta-Amino Acids

* New Applications of Transketolase: Cascade Reactions for Assay Development

* Aldolases as Catalyst for the Synthesis of Carbohydrates and Analogs

* Enzymatic Generation of Sialoconjugate Diversity

* Methyltransferases in Biocatalysis

* Chemoenzymatic Multistep One-Pot Processes

Autoren/Hrsg.

Riva, Sergio

Fessner, Wolf-Dieter

Inhaltsverzeichnis

Preface

 

DIRECTED EVOLUTION OF LIGNINOLYTIC OXIDOREDUCTASES: FROM FUNCTIONAL EXPRESSION TO STABILIZATION AND BEYOND

Introduction

Directed Molecular Evolution

The Ligninolytic Enzymatic Consortium

Directed Evolution of Laccases

Directed Evolution of Peroxidases and Peroxygenases

Saccharomyces cerevisiae Biomolecular Tool Box

Conclusions and Outlook

 

NEW TRENDS IN THE IN SITU ENZYMATIC RECYCLING OF NAD(P)(H) COFACTORS

Introduction

Recent Advancements in the Enzymatic Methods for the Recycling of NAD(P)(H) Coenzymes and Novel Regeneration Systems

Conclusions

 

MONOOXYGENASE-CATALYZED REDOX CASCADE BIOTRANSFORMATIONS

Introduction

Enzymatic Oxygenation

Effective Cofactor Recycling

In Vitro Multistep Biocatalysis

Combined In Vitro and In Vivo Multistep Biocatalysis

In Vivo Multistep Biocatalysis

Chemo-Enzymatic Cascade Reactions

Conclusions and Outlook

 

BIOCATALYTIC REDOX CASCADES INVOLVING W-TRANSAMINASES

Introduction

General Features of w-Transaminases

Linear Cascade Reactions Involving w-Transaminases

Concluding Remarks

 

MULTI-ENZYME SYSTEMS AND CASCADE REACTIONS INVOLVING CYTOCHROME P450 MONOOXYGENASES

Introduction

Physiological Cascade Reactions Involving P450s

Artificial Cascade Reactions Involving P450s

Conclusions and Outlook

 

CHEMO-ENZYMATIC CASCADE REACTIOS FOR THE SYNTHESIS OF GLYCOCONJUGATES

Introduction

Sequential Syntheses

One-Pot Syntheses

Convergent Syntheses

Conclusion

 

SYNERGIES OF CHEMISTRY AND BIOCHEMISTRY FOR THE PRODUCTION OF BETA-AMINO ACIDS

Introduction

Dihydropyrimidinase

N-Carbomoyl-Beta-Alanine Amidohydrolase

Bienzymatic System for Beta-Amino Acid Production

Conclusions and Outlook

 

RACEMIZABLE ACYL DONORS FOR ENZYMATIC DYNAMIC KINETIC RESOLUTION

Introduction

The Tools

Applications of DKR to Acyl Compounds

Conclusions

 

STEREOSELECTIVE HYDROLASE-CATALYZED PROCESSES IN CONTINUOUS-FLOW MODE

Introduction

Enzyme-Catalyzed Stereoselective Reactions in Continuous-Flow Systems

Outlook and Perspectives

 

PERSPECTIVES ON MULTIENZYME PROCESS TECHNOLOGY

Introduction

Multienzyme System Classification

Biocatalyst Options

Reactor Options

Process Development

Process Modeling

Future

Concluding Remarks

 

NITRILE CONVERTING ENZYMES INVOLVED IN NATURAL AND SYNTHETIC CASCADE REACTIONS

Introduction

Natural Cascades

Artificial Cascades

Conclusions and Future Use of These Enzymes

 

MINING GENOMES FOR NITRILASES

Strategies in Nitrilase Search

Diversity of Nitrilase Sequences

Structure-Function Relationships

Enyzme Properties and Applications

Conclusions

 

KEY-STUDY ON THE KINETIC ASPECTS OF THE IN SITU NHASE/AMASE CASCADE SYSTEM OF M. imperiale RESTING CELLS FOR NITRILE BIOCONVERSION

Introduction

The Temperature Effect on the NHase-Amidase Bi-Enzymatic Cascade System

Effect of Nitrile Concentration on NHase Activity and Stability

Effect of Nitrile on the AMase Activity and Stability

Concluding Remarks

 

ENZYMATIC STEREOSELECTIVE SYNTHESIS OF BETA-AMINO ACIDS

Introduction

Preparation of Beta-Amino Acids

Nitrile Hydrolysis Enzymes

Conclusion

 

NEW APPLICATIONS OF TRANSKETOLASE: CASCADE REACTIONS FOR ASSAY DEVELOPMENT

Introduction

Cascade Reactions for Assaying Transketolase Activity In Vitro Selection

Conclusion

 

ALDOLASES AS CATALYST FOR THE SYNTHESIS OF CARBOHYDRATES AND ANALOGS

Introduction

Iminocyclitol and Aminocyclitol Synthesis

Carbohydrates and Other Polyhydroxylated Compounds

Conclusions

 

ENZYMATIC GENERATION OF SIALCONJUGATE DIVERSITY

Introduction

A Generic Strategy for the Synthesis of Sialconjugate Libraries

Cascade Synthesis of Neo-Sialconjugates

Conclusions

 

METHYLTRANSFERASES IN BIOCATALYSIS

Introduction

SAM-Dependent Methyltransferases

Conclusion and Outlook

 

CHEMOENZYMATIC MULTISTEP ONE-POT PROCESSES

Introduction: Why Chemoenzymatic Cascades and Why One-Pot Processes?

Concepts of Chemoenzymatic Processes

Combination of Substrate Isomerization and their Derivatization with Chemo- and Biocatalysts Resulting in Dynamic Kinetic Resolutions and Related Processes

Combination of Substrate Synthesis (Without Isomerization) and Der

Über Autor(innen)

Dr. Sergio Riva is the Director of the Institute of the Chemistry of Molecular Recognition (ICRM) of the Italian National Council of Research (C.N.R.), where he has been working since 1984, and "Professore a Contratto"at the University of Modena and Reggio Emilia since 2000. He took his Laurea in Chemistry at Milano University in 1983 and his Diploma di Specialità in Organic Synthesis at Milano Politecnico in 1989. He spent one year (1987) at M.I.T. (Cambridge, USA) working with Prof. A. Klibanov. In 1993 he was awarded the Ciamician medal by the Organic Chemical Division of the Italian Chemical Society for his research activity in biocatalysis. His research activity is documented by more than 160 publications reporting on the isolation and characterization of different groups of enzymes (hydrolases, dehydrogenases, oxynitrilases, aldolases, laccases, glycosyltransferases), and on the use of these biocatalysts for the selective modification of natural compounds (steroids, alkaloids, terpenes, sugars and natural glycosides) and chiral synthons.

 

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 asymmetric synthesis at the interface between chemical and biological catalysis. A distinctive element in his research is the assembly and development of one-pot, multi-enzymatic reaction cascades for biocatalytic carbon-carbon bond formation and oligosaccharide synthesis, including the characterization and engineering of novel enzyme catalysts for a broader spectrum of substrate specificity