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Hydrolases in Organic Synthesis: Regio- and Stereoselective Biotransformations

by: Uwe Theo Bornscheuer (Author), Romas Joseph Kazlauskas (Author)

"Bornscheuer and Kazlauskas have set out, and succeeded, in producing a definitive manual on hydrolytic enzymes (especially lipases, esterases, and proteases) for organic chemists. This is quite simply the best book of its type and can be unreservedly recommended to organic chemists who have an interest in using hydrolytic enzymes in synthesis." (Nicholas J. Turner, University of Edinburgh)

"The book is an indispensable source of information on the use of hydrolases in organic synthesis. The subject matter is very well set out, and the chapters are clearly written and presented from a critical viewpoint. Bornscheuer and Kazlauskas have succeeded admirably in describing the capabilities and limitations of the use of hydrolytic enzymes and in critically evaluating them. No library should be without the book." (Fritz Theil, WITEGA Angewandte Werkstoff-Forschung GmbH, Berlin)

The second edition of this extremely successful and well-proven book presents recent developments in the use of hydrolases for organic synthesis, reflecting in particular the enormous progress made in enzyme discovery and optimization with a new chapter on "Protein Sources and Optimization of Biocatalyst Performance". The renowned authors survey the stereoselective reactions of hydrolases, especially lipases, esterases and proteases, giving researchers an overview of what has worked in the past so that they can judge how to solve their own synthetic problems. In total, the book contains over one thousand chemical structures, rounded off by some 1,800 invaluable references.

1 Introduction.

2 Designing Enantioselective Reactions.

2.1 Kinetic Resolutions.

2.2 Asymmetric Syntheses.

3 Choosing Reaction Media: Water and Organic Solvents.

3.1 Hydrolysis in Water.

3.2 Transesterifications and Condensations in Organic Solvents.

3.3 Other Reaction Media.

3.4 Immobilization.

4 Protein Sources and Optimization of Biocatalyst Performance.

4.1 Accessing Biodiversity.

4.2 Creating Improved Biocatalysts.

4.3 Catalytic Promiscuity in Hydrolases.

5 Lipases and Esterases.

5.1 Availability, Structures and Properties.

5.2 Survey of Enantioselective Lipase-Catalyzed Reactions.

5.3 Chemo-and Regioselective Lipase-Catalyzed Reactions.

5.4 Reactions Catalyzed by Esterases.

6 Proteases and Amidases.

6.1 Occurrence and Availability of Proteases and Amidases.

6.2 General Features of Subtilisin, Chymotrypsin, and Other Proteases and

Amidases.

6.3 Structures of Proteases and Amidases.

6.4 Survey of Enantioselective Protease-and Amidase-Catalyzed Reactions.

7 Phospholipases.

7.1 Phospholipase A1.

7.2 Phospholipase A2.

7.3 Phospholipase C.

7.4 Phospholipase D.

8 Epoxide Hydrolases.

8.1 Introduction.

8.2 Mammalian Epoxide Hydrolases.

8.3 Microbial Epoxide Hydrolases.

9 Hydrolysis of Nitriles.

9.1 Introduction.

9.2 Mild Conditions.

9.3 Regioselective Reactions of Dinitriles.

9.4 Enantioselective Reactions.

10 Other Hydrolases.

10.1 Glycosidases.

10.2 Haloalcohol Dehalogenases.

10.3 Phosphotriesterases.

Abbreviations.

References.

Index.

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