Hydrolases in Organic Synthesis

Introduction

DESIGNING OF ENANTIOSELECTIVE REACTIONS

Quantitative Analysis

CHOOSING REACTION MEDIA: WATER AND ORGANIC SOLVENTS

Hydrolysis in Water

Transesterifications and Condensations in Organic Solvents

Other Reaction Media

Useful Techniques

PROTEIN SOURCES AND OPTIMIZATION OF BIOCATALYST PERFORMANCE

Protein Sources

Methods for Protein Modeling / Bioinformatics

Directed Evolution

AVAILABILITY AND STRUCTURE OF LIPASES, ESTERASES, PROTEASES

Lipases and Esterases

Proteases and Amidases

How to Distinguish between Lipase, Esterase, and Protease

SURVEY OF ENANTIOSELECTIVE LIPASE-CATALYZED REACTIONS

Alcohols

Carboxylic Acids

Lactones

Dynamic Kinetic Resolutions

Commercial Enantioselective Reactions

CHEMO- AND REGIOSELECTIVE LIPASE-CATALYZED REACTIONS

Protection and Deprotection Reactions

Other Lipase-Catalyzed Reactions

PHOSPHOLIPASES

Phospholipase A1

Phospholipase A2

Phospholipase C

Phospholipase D

SURVEY OF ENANTIOSELECTIVE PROTEASE- AND AMIDASE-CATALYZED REACTIONS

Alcohols and Amines

Carboxylic Acids

REACTIONS CATALYZED BY ESTERASES

Pig Liver Esterase

Acetylcholine Esterase

Other Mammalian Esterases

Microbial Esterases

EPOXIDE HYDROLASES

Introduction

Mammalian Epoxide Hydrolases

Microbial Epoxide Hydrolases

HYDROLYSIS OF NITRILES

Introduction

Mild Conditions

Regioselective Reactions

Enantioselective Reactions

GLYCOSIDASES

Abbreviations

References

Index

Uwe Bornscheuer was born in 1964 and studied chemistry at the University of Hannover, Germany, where he graduated with his Diploma in 1990. After receiving his PhD in Chemistry in 1993 at the Institute of Technical Chemistry at the same university, he spent a postdoctoral year at the University of Nagoya, Japan. He then returned to Germany and joined the Institute of Technical Biochemistry at the University of Stuttgart, where he finished his Habilitation in 1998. Since 1999 he has been Professor for Technical Chemistry and Biotechnology at the University of Greifswald. His main research interest is the application of biocatalysts in the synthesis of optically active compounds and in lipid modification.

Romas Kazlauskas studied chemistry at the Massachusetts Institute of Technology (PhD) and Harvard University (postdoc with G. M. Whitesides). He worked at General Electric Company (1985-1988) and McGill University,

Montreal, Canada (1988-2003) and is currently an associate professor of Biochemistry, Molecular Biology, and Biophysics at the University of Minnesota, Twin Cities. He is an expert in enzyme selectivity, especially enantioselectivity. His current work focuses on the design of new enzymatic reactions and the molecular basis of enzyme enantioselectivity.

"...for those who have not previosly purchased the first edition, this is an excellent buy. (...) The subject matter is discussed from the view point of the organic chemist and the chapters are arranged by functional group transformations rather than by enzyme type. This makes for an easy-to-read text, nicely separated by schemes and figures, all beautifully produced. In conclusion, this second edition should be in every library interested in organic synthesis." - Organic Process Research & Development Journal