Description
Book SynopsisThis book addresses the use of ionic liquids in biotransformation and organocatalysis. Its major parts include: an overview of the fundamentals of ionic liquids and their interactions with proteins and enzymes; the use of ILs in biotransformations; non-solvent applications such as additives, membranes, substrate anchoring, and the use of ILs in organocatalysis (from solvents to co-catalysts and new reactivities, as well as non-solvent applications such as anchoring and immobilization).
Table of ContentsForeword
by Prof. Dr. Roger Sheldon xiii
Preface xv
Contributors xvii
PART I FUNDAMENTALS 1
1 IONIC LIQUIDS: DEFINITION, APPLICATIONS, AND CONTEXT FOR BIOTRANSFORMATIONS AND ORGANOCATALYSIS 3
Pablo Domínguez de María
1.1 Ionic Liquids: Definition, Development, and Overview of Current Main Applications 3
1.2 On the Greenness of ILs: Toward the Third Generation of ILs and DES 6
1.3 Context of ILs in Biotransformations and Organocatalysis 12
References 13
2 IONIC LIQUIDS AND PROTEINS: ACADEMIC AND SOME PRACTICAL INTERACTIONS 15
Zhen Yang
2.1 Introduction 17
2.2 Ionic Liquids, Water, and Proteins 18
2.3 Hofmeister Effects on Biocatalysis 26
2.4 Impact of Ionic Liquids on Enzymes and Proteins 41
2.5 Protein Extraction by Means of Ionic Liquids 52
2.6 Proper Selection of Ionic Liquids for Biocatalysis 57
2.7 Concluding Remarks 65
PART II IONIC LIQUIDS IN BIOTRANSFORMATIONS 73
3 IONIC LIQUIDS IN BIOTRANSFORMATIONS: MOTIVATION AND DEVELOPMENT 75
Christina Kohlmann and Lasse Greiner
3.1 First Uses of Ionic Liquids in Biotransformations 75
3.2 Motivation to Use IL in Biotransformations 80
3.3 Challenges for the Use of IL in Biotransformations 91
4 IONIC LIQUIDS AND OTHER NONCONVENTIONAL SOLVENTS IN BIOTRANSFORMATIONS: MEDIUM ENGINEERING AND PROCESS DEVELOPMENT 103
Pedro Lozano and Eduardo García-Verdugo
4.1 Introduction: Toward Greener Catalytic Processes 103
4.2 The Importance of the Medium Engineering in Biotransformations 106
4.3 Biocatalysis in Monophasic ILs Systems 110
4.4 (Bio)catalytic Processes in SCFs 118
4.5 Multiphase Biotransformations 124
4.6 Prospects 140
5 IONIC LIQUIDS AS (CO-)SOLVENTS FOR HYDROLYTIC ENZYMES 151
Hua Zhao
5.1 Introduction 152
5.2 State-of-the-art: Lipases, Esterases, Proteases in ILs as (co-)Solvents 155
5.3 Use of ILs for (dynamic) Kinetic Resolutions ((D)KRs) 183
5.4 Hydrolase-Catalyzed Esterifi cations of Saccharides and Cellulose Derivatives in ILs 205
5.5 ILs for Glycosidases 210
5.6 Prospects 212
6 IONIC LIQUIDS AS (CO-)SOLVENTS FOR NONHYDROLYTIC ENZYMES 229
Daniela Gamenara, Patricia Saenz Méndez, Gustavo Seoane, and Pablo Domínguez de María
6.1 Ionic Liquids and Nonhydrolytic Enzymes 231
6.2 Use of ILs in Oxidoreductase-Catalyzed Enzymatic Reactions 232
6.3 ILs in Lyase-Catalyzed Reactions 253
6.4 Prospects 256
7 IONIC LIQUIDS AND WHOLE-CELL–CATALYZED PROCESSES 261
Danielle Dennewald and Dirk Weuster-Botz
7.1 Ionic Liquids Compatible with Whole-Cell Biocatalysis: Fundamentals and Design 263
7.2 Biocompatibility, Tolerance, and Accumulation in the Cell 272
7.3 State of the Art 281
7.4 Prospects 308
8 NONSOLVENT APPLICATIONS OF IONIC LIQUIDS IN BIOTRANSFORMATIONS 315
Pablo Domínguez de María and Christina Kohlmann
8.1 Introduction 315
8.2 Ionic Liquids as Additives in Biotransformations 316
8.3 Ionic Liquids for Coating Enzymes: The ILCE Concept 318
8.4 Ionic Liquids Combined with Membranes and Biotransformations 321
8.5 Ionic Liquids Anchoring Substrates 321
8.6 Ionic Liquids and Bioelectrochemistry 324
PART III IONIC LIQUIDS IN ORGANOCATALYSIS 331
9 IONIC LIQUIDS AS (CO-)SOLVENTS AND CO-CATALYSTS FOR ORGANOCATALYTIC REACTIONS 333
Štefan Toma and Radovan Šebesta
9.1 Nontraditional Media in Organocatalysis 333
9.2 Early Organocatalytic Reactions in Ionic Liquids 334
9.3 Ionic Liquids as Solvents for Organocatalytic Reactions 335
9.4 Ionic Liquids as Co-catalysts for Organocatalytic Reactions: Toward New Reactivities and Selectivities 353
9.5 Key Factors in Choosing Ionic Liquids for Organocatalysis and Prospects 355
10 "NONSOLVENT" APPLICATIONS OF IONIC LIQUIDS IN ORGANOCATALYSIS 361
Michelangelo Gruttadauria, Francesco Giacalone, Paola Agrigento, and Renato Noto
10.1 Introduction 361
10.2 Immobilizing Ionic Liquids and Organocatalysts 363
10.3 Anchoring of Organocatalyst to Ionic Liquids 378
10.4 Ionic Liquids as Organocatalysts 409
10.5 Conclusions 414
References 414
Index 419
