Direct comparison of enzymatic reactions and corresponding catalytic transformations in the laboratory
Bioorganic and Enzymatic Catalysis covers the most important enzymatic reactions and related catalytic bioorganic reactions using a new approach: Each enzymatic reaction type is compared with organocatalytic, organometallic and other alternative reactions, allowing the reader to understand catalytic reactions in a much-integrated way. For example, in a chapter that describes aldolases corresponding reactions using catalytic antibodies, organocatalytic reagents and metal complexes are discussed.
Written by a well-known expert in the field with more than 30 years of experience in organic and bioorganic chemistry, Bioorganic and Enzymatic Catalysis covers sample topics such as: - Enzymatic C-C bond formation using aldolases - Claisen-type C-C bond formation involving fatty acid synthases and polyketide synthases - Biomimetic cyclisations involving carbenium ions - Enzymatic oxidation and C-H activation - Dioxygenases and oxidoreductases
With its unique approach, Bioorganic and Enzymatic Catalysis is a valuable source of information for professionals and researchers in academia and industry as well as graduate and PhD students working in the fields of organic chemistry, biochemistry, and life sciences.
Table of Contents
Preface vii
1 Enzymatic C─C Bond Formation by Aldol Reactions 1
Aldolases 1
Class I Aldolases 1
Bioorganic Class I Aldolase Reactions 3
Class II Aldolases 9
Class II Aldolase Mimics 11
References 13
2 Fatty Acid- and Polyketide-Synthases - Claisen-Type C─C Bond Formation 15
Biomimetic Decarboxylative C─C Bond Formation 20
References 23
3 Carbenium-Ion-Driven C─C Bond Formations - Terpenes 25
Enzyme-like Cyclisations Involving Carbenium Ions 30
References 41
4 Oxidations Catalysed by Heme Complexes 43
Monooxygenases 43
Cytochromes P 450 45
Synthetic P450 Enzyme Models 51
Chloroperoxidase (CPO) 57
Synthetic Enzyme Mimics of Chloroperoxidase (CPO) 60
NO Synthase (NOS) 63
References 67
5 Oxidations Catalysed by Non-heme Complexes and Other Co-factors 69
Methane Monooxygenase 69
Active Site Analogues of Methane Monooxygenase 71
Enzyme Mimics of Cu Monooxygenases 75
Flavin-dependent Monooxygenases 78
Enzyme Mimics of Baeyer-Villiger Monooxygenases 83
References 95
6 C-H Activation 97
References 110
7 Dioxygenases 111
Metal Complexes Displaying Dioxygenase-like Reactivity 127
References 134
8 Oxidoreductases 137
Cytochrome c Oxidase 148
References 150
9 Synthetic Systems That Mimic Certain Aspects of Oxidoreductases 153
References 173
Index 175
