TheOrganicChemistryofEnzyme-CatalyzedReactions.pptVIP

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TheOrganicChemistryofEnzyme-CatalyzedReactions.ppt

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TheOrganicChemistryofEnzyme-CatalyzedReactions.ppt

Decarboxylation ReactionsDriving force for decarboxylation Decarboxylation of ?-Keto Acids Cyclic Transition State for Decarboxylation of ?-Keto Acids Amine-catalyzed decarboxylation of ?-keto acids Reaction Catalyzed by Acetoacetate Decarboxylase Fate of the ketone oxygen in the reaction catalyzed by acetoacetate decarboxylase Reaction of the K115C Mutant of Acetoacetate Decarboxylase with 2-Bromoethylamine Proposed mechanism for acetoacetate decarboxylase NaBH4 reduction during the reaction catalyzed by acetoacetate decarboxylase Proposed Mechanism for the Decarboxylation of (S)-?-acetolacetate (8.11) Catalyzed by ?-Acetolactate Decarboxylase Proposed mechanism for the isocitrate dehydrogenase-catalyzed conversion of isocitrate (8.17) to ?-ketoglutarate (8.19) Reaction catalyzed by phosphogluconate dehydrogenase Proposed Mechanism for the Reaction Catalyzed by Phosphogluconate Dehydrogenase Improbable decarboxylation of ?-keto acids Diphosphorylation of thiamin Abbreviated Form for TDP Resonance Stabilization of Thiazolium Ylide Proposed Mechanism for Autodeprotonation of C-2 of Thiamin Diphosphate Nonoxidative decarboxylation of ?-keto acids: (A) the reaction catalyzed by pyruvate decarboxylase, (B) the reaction catalyzed by acetolactate synthase Benzoin CondensationChemical model for formation of 8.45 Mechanism for the Benzoin Condensation Proposed Mechanism for the Reaction Catalyzed by Acetolactate Synthase Examples of Oxidative Decarboxylation of ?-Keto Acids Proposed mechanism for the reaction catalyzed by dihydrolipoyl transacetylase Alternative Proposed Mechanism for the Reaction Catalyzed by Dihydrolipoyl Transacetylase Proposed Mechanism for the Reaction Catalyzed by Dihydrolipoyl Dehydrogenase The First Step Catalyzed by All PLP-dependent Enzymes, the Formation of the Schiff Base between the Amino Acid Substrate and PLP Schiff Base Formation Increases the Electrophilicity of the Carbonyl Reaction Catalyzed by PLP Decarboxylases Reduction and hydro