1.

Record Nr.

UNINA9910830217203321

Autore

Bornscheuer U. T (Uwe Theo), <1964->

Titolo

Hydrolases in organic synthesis [[electronic resource] ] : regio- and stereoselective biotransformations / / Uwe T. Bornscheuer and Romas J. Kazlauskas

Pubbl/distr/stampa

Weinheim, : Wiley-VCH

Chichester, : John Wiley, c2006

ISBN

1-280-85420-0

9786610854202

3-527-60754-4

3-527-60712-9

Edizione

[2nd ed.]

Descrizione fisica

1 online resource (369 p.)

Classificazione

35.74

Altri autori (Persone)

KazlauskasR. J <1956-> (Romas J.)

Disciplina

547.2

Soggetti

Catalysis

Hydrolases

Organic compounds - Synthesis

Lingua di pubblicazione

Inglese

Formato

Materiale a stampa

Livello bibliografico

Monografia

Note generali

Description based upon print version of record.

Nota di bibliografia

Includes bibliographical references and index.

Nota di contenuto

Hydrolases in Organic Synthesis; Preface for the 2(nd) edition; Preface for the 1(st) edition; Acknowledgments; Contents; 1 Introduction; 2 Designing Enantioselective Reactions; 2.1 Kinetic Resolutions; 2.1.1 Recycling and Sequential Kinetic Resolutions; 2.1.2 Dynamic Kinetic Resolutions; 2.1.2.1 Introduction; 2.1.2.2 Racemization by Protonation/Deprotonation; 2.1.2.3 Racemization by Addition/Elimination; 2.1.2.4 Racemization by Nucleophilic Substitution; 2.1.2.5 Racemization by Oxidation/Reduction; 2.1.2.6 Related Strategies; 2.2 Asymmetric Syntheses

3 Choosing Reaction Media: Water and Organic Solvents3.1 Hydrolysis in Water; 3.2 Transesterifications and Condensations in Organic Solvents; 3.2.1 Increasing the Catalytic Activity in Organic Solvents; 3.2.1.1 Choosing the Best Organic Solvent for High Activity; 3.2.2 Increasing the Enantioselectivity in Organic Solvents; 3.2.3 Water Content and Water Activity; 3.3 Other Reaction Media; 3.3.1 Ionic Liquids; 3.3.2 Reverse Micelles; 3.3.3 Supercritical Fluids; 3.4



Immobilization; 3.4.1 Introduction; 3.4.1.1 Increasing the Surface Area to Increase Catalytic Activity

4 Protein Sources and Optimization of Biocatalyst Performance4.1 Accessing Biodiversity; 4.2 Creating Improved Biocatalysts; 4.2.1 Directed Evolution; 4.2.1.1 Methods to Create Mutant Libraries; 4.2.1.2 Assay Systems; 4.2.1.3 Selected Examples; 4.2.2 Focused Directed Evolution; 4.3 Catalytic Promiscuity in Hydrolases; 4.3.1 Reactions Involving Functional Group Analogs; 4.3.1.1 Perhydrolases; 4.3.2 Aldol and Michael additions Catalyzed by Hydrolases; 4.3.2.1 Aldol Additions; 4.3.2.2 Michael-Type Additions; 4.3.3 Modifications to Introduce New Reactivity in Hydrolases

4.3.3.1 Enantioselective Reduction of Hydroperoxides with Selenosubtilisin4.3.3.2 Vanadate-Modified Phosphatases as Peroxidases; 5 Lipases and Esterases; 5.1 Availability, Structures and Properties; 5.1.1 Lipases; 5.1.1.1 Classification of Lipases; 5.1.1.2 General Features of PPL, PCL, CRL, CAL-B, and RML; 5.1.2 Esterases; 5.1.3 Lipases and Esterases are α/β Hydrolases; 5.1.4 Lid or Flap in Interfacial Activation of Lipases; 5.1.5 Substrate Binding Site in Lipases and Esterases; 5.1.6 Designing Reactions with Lipases and Esterases; 5.1.6.1 Acyl Donor for Acylation Reactions

5.1.7 Assays for Lipases and Esterases5.1.7.1 Requirements for a Suitable Assay; 5.1.7.2 How to Distinguish Between Lipase, Esterase, and Protease; 5.2 Survey of Enantioselective Lipase-Catalyzed Reactions; 5.2.1 Alcohols; 5.2.1.1 Secondary Alcohols; 5.2.1.2 Primary Alcohols; 5.2.1.3 Other Alcohols, Amines, and Alcohol Analogs; 5.2.2 Carboxylic Acids; 5.2.2.1 General Considerations; 5.2.2.2 Carboxylic Acids with a Stereocenter at the α-Position; 5.2.2.3 Carboxylic Acids with a Stereocenter at the β-Position; 5.2.2.4 Other Carboxylic Acids; 5.2.2.5 Double Enantioselection; 5.2.2.6 Anhydrides

5.2.3 Lactones

Sommario/riassunto

From reviews to the first edtion:""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 chapter