Synthetic methods for biologically active molecules : exploring the potential of bioreductions / edited by Elisabetta Brenna.

Format:

Book

Contributor:

Brenna, Elisabetta.

Language:

English

Subjects (All):

Biomolecules.

Biochemistry.

Physical Description:

1 online resource (407 p.)

Edition:

1st ed.

Place of Publication:

Weinheim, Germany : Wiley-VCH Verlag GmbH & Co. KGaA, 2014.

Language Note:

English

Summary:

This ready reference focuses on the currently available toolbox of biocatalysed reductions of C=O, C=C and formal C=N double bonds to show which transformations are reliable for use in manufacturing processes and which still require improvements and investigation.Following an introductory chapter, chapters 2-4 present the synthetic strategies which are currently available for the reduction of C=C, C=O and for reductive amination, by means of whole cell catalysts and isolated enzymes. Chapters 5-7 go on to describe the improvements achieved thus far, illustrating the versatility that is cur

Contents:

Synthetic Methods for Biologically Active Molecules: Exploring the Potential of Bioreductions; Contents; Preface; List of Contributors; 1 Development of Sustainable Biocatalytic Reduction Processes for Organic Chemists; 1.1 Introduction; 1.2 Biocatalytic Reductions of C=O Double Bonds; 1.2.1 Biocatalytic Reductions of Ketones to Alcohols; 1.2.2 Biocatalytic Reductions of Aldehydes to Alcohols; 1.2.3 Biocatalytic Reductions of Carboxylic Acids to Aldehydes; 1.2.4 Biocatalytic Reductions of Carboxylic Acids to Alcohols; 1.3 Biocatalytic Reductions of C=C Double Bonds

1.4 Biocatalytic Reductions of Imines to Amines1.5 Biocatalytic Reductions of Nitriles to Amines; 1.6 Biocatalytic Deoxygenation Reactions; 1.7 Emerging Reductive Biocatalytic Reactions; 1.8 Reaction Engineering for Biocatalytic Reduction Processes; 1.9 Summary and Outlook; References; 2 Reductases: From Natural Diversity to Established Biocatalysis and to Emerging Enzymatic Activities; 2.1 Reductases: Natural Occurrence and Context for Biocatalysis; 2.2 Emerging Cases of Reductases in Biocatalysis; 2.2.1 Motivation: The Quest for Novel Enzymes and Reactivities; 2.2.2 Imine Reductases

2.2.3 Nitrile Reductases: The Next Member in the Portfolio of Reductases?2.2.4 Other Emerging N-Based Enzymatic Reductions: Nitroalkenes and Oximes; 2.2.5 From Carboxylic Acids to Alcohols: Biocatalysis; 2.3 Concluding Remarks; References; 3 Synthetic Strategies Based on C=C Bioreductions for the Preparation of Biologically Active Molecules; 3.1 Introduction; 3.2 Bioreduction of α,β-Unsaturated Carbonyl Compounds; 3.2.1 Aldehydes; 3.2.2 Ketones; 3.3 Bioreduction of Nitroolefins; 3.4 Bioreduction of a,b-Unsaturated Carboxylic Acids and Derivatives; 3.4.1 Monoesters and Lactones; 3.4.2 Diesters

3.4.3 Carboxylic Acids3.4.4 Anhydrides and Imides; 3.5 Bioreduction of a,b-Unsaturated Nitriles; 3.6 Concluding Remarks; References; 4 Synthetic Strategies Based on C=O Bioreductions for the Preparation of Biologically Active Molecules; 4.1 Introduction; 4.2 Synthesis of Biologically Active Compounds through C=O Bioreduction; 4.2.1 Keto Esters; 4.2.1.1 α-Keto Esters; 4.2.1.2 β-Keto Esters; 4.2.1.3 Other Keto Esters; 4.2.2 Diketones; 4.2.3 α-Halo Ketones; 4.2.4 (Hetero)Cyclic Ketones; 4.2.5 "Bulky-Bulky" Ketones; 4.2.6 Miscellaneous

4.3 Other Strategies to Construct Biologically Active Compounds4.4 Summary and Outlook; References; 5 Protein Engineering: Development of Novel Enzymes for the Improved Reduction of C=C Double Bonds; 5.1 Introduction; 5.2 The Protein Engineering Process and Employed Mutagenesis Methods; 5.3 Examples of Rational Design of Old Yellow Enzymes; 5.4 Evolving Old Yellow Enzymes (OYEs); 5.4.1 Evolving OYE1 as a Catalyst in the Stereoselective Reduction of 3-Alkyl-2-cyclohexenone Derivatives and Baylis-Hillman Adducts

5.4.2 Evolving the Pentaerythritol Tetranitrate (PETN) Reductase as a Catalyst in the Reduction of α,β-Unsaturated Carbonyl Compounds and E-Nitroolefins

Notes:

Description based upon print version of record.

Includes bibliographical references and index.

ISBN:

9783527665808

3527665803

9783527665785

3527665781

9783527665815

3527665811

OCLC:

857365390