Organic Chemistry of Enzyme-Catalyzed Reactions, Revised Edition, 2nd Edition

Key Features

Illustrates the organic mechanism associated with each enzyme-catalyzed reaction
Makes the connection between organic reaction mechanisms and enzyme mechanisms
Compiles the latest information about molecular mechanisms of enzyme reactions
Accompanied by clearly drawn structures, schemes, and figures
Includes an extensive bibliography on enzyme mechanisms covering the last 30 years
Explains how enzymes can accelerate the rates of chemical reactions with high specificity
Provides approaches to the design of inhibitors of enzyme-catalyzed reactions
Categorizes the cofactors that are appropriate for catalyzing different classes of reactions
Shows how chemical enzyme models are used for mechanistic studies
Describes catalytic antibody design and mechanism
Includes problem sets and solutions for each chapter
Written in an informal and didactic style

Description

The Organic Chemistry of Enzyme-Catalyzed Reactions is not a book on enzymes, but rather a book on the general mechanisms involved in chemical reactions involving enzymes. An enzyme is a protein molecule in a plant or animal that causes specific reactions without itself being permanently altered or destroyed.

This is a revised edition of a very successful book, which appeals to both academic and industrial markets.

Readership

Upper division undergraduate and graduate students in the fields of chemistry (organic and medicinal) and biochemistry. Industrial chemists working on the design of enzyme inhibitors in the pharmaceutical and agricultural industries.

Organic Chemistry of Enzyme-Catalyzed Reactions, Revised Edition, 2nd Edition

Enzymes as Catalysts
I. What Are Enzymes, and How Do They Work?
II. Mechanisms of Enzyme Catalysis
III. Enzyme Catalysis in Organic Media
IV. Enzyme Nomenclature
V. Epilogue
References

Group Transfer Reactions: Hydrolysis, Amination, Phosphorylation
I. Hydrolysis Reactions
II. Aminations
III. Phosphorylations: Transfers of Phosphate and Phosphate Esters to Water or Other Acceptors
References

Reduction and Oxidation
I. General
II. Redox without a Coenzyme
III. Redox Reactions That Require Coenzymes
References

Monooxygenation
I. General
II. Flavin-Dependent Hydroxylases
III. Pterin-Dependent Hydroxylases
IV. Heme-Dependent Monooxygenases
V. Nonheme Iron Oxygenation
VI. Copper-Dependent Oxygenation
References

Dioxygenation
I. General
II. Intramolecular Dioxygenases
III. Intermolecular Dioxygenases
References

Substitutions
I. SN1
II. SN1/SN2
III. SN2
IV. SN29
V. SNAr: Nucleophilic Aromatic Substitution
VI. Electrophilic Substitution (Addition/Elimination)
VII. Electrophilic Aromatic Substitution
References

Carboxylations
I. General Concepts
II. Carbon Dioxide as the Carboxylating Agent
III. Bicarbonate as the Carboxylating Agent
References

Decarboxylation
I. General
II. b-Keto Acids
III. b-Hydroxy Acids
IV. a-Keto Acids
V. Amino Acids
VI. Other Substrates
References

Isomerizations
I. General
II. [1,1]-Hydrogen Shift
III. [1,2]-Hydrogen Shift
IV. [1,3]-Hydrogen Shift
V. Cis/Trans Isomerizations
VI. Phosphate Isomerization
References

Eliminations and Additions
I. Anti Eliminations and Additions
II. Syn Eliminations and Additions
References

Aldol and Claisen Reactions and Retroreactions
I. Aldol Reactions
II. Claisen Reactions
References

Formylations, Hydroxymethylations, and Methylations
I. Tetrahydrofolate-Dependent Enzymes: The Transfer of One-Carbon Units
II. S-Adenosylmethionine-Dependent Enzymes: The Transfer of Methyl Groups
References

Rearrangements
I. Pericyclic Reactions
II. Rearrangements That Proceed via Carbenium Ion Intermediates
III. Rearrangements That Proceed via Radical Intermediates
IV. Epilogue
References

Appendix I Enzyme Kinetics
I. Substrate Kinetics
II. Kinetics of Enzyme Inhibition
III. Substrate Inhibition
IV. Nonproductive Binding
V. Competing Substrates
VI. Multisubstrate Systems
VII. Allosterism and Cooperativity
References
Appendix II Problems and Solutions