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Steps 1 & l': Transimination: Enzyme Enzyme H Enzyme R-C-CO0 H-N (CH2)4 (CH)4 (CH)4 H H-C H H- NH H-C R- -COO + NH, 2-0, PO 20,PO CH3 CH3 CH H Amino acid-PLP Sehiff base (aldimine) a-Amino acid Enzyme-PLP Schiff base Geminal diamine intermediate Steps 2 & 2': Tautomerization: Lyn-Enzyme Lys - Enzyme Lys-Enzyme COH H,N: R- C00 H,NH R-Ça C00 H,NH R-Ça-CO0 H-C H-C 10,PO CH3 CH, CH Ketimine Resonance-stabilized intermediate Steps 3 & 3': Hydrolysis: Lyn-Enzyme Lys - Enzyme H. H,N: H,N: R-C-CO0 H-C-H NH H-C-H 2-0, PO R--CO0 a-Keto acid 20, PO CH CH Pyridoxamine phosphate (PMP)- Carbinolamine enzyme

Steps 1 & l': Transimination: Enzyme Enzyme H Enzyme R-C-CO0 H-N (CH2)4 (CH)4 (CH)4 H H-C H H- NH H-C R- -COO + NH, 2-0, PO 20,PO CH3 CH3 CH H Amino acid-PLP Sehiff base (aldimine) a-Amino acid Enzyme-PLP Schiff base Geminal diamine intermediate Steps 2 & 2': Tautomerization: Lyn-Enzyme Lys - Enzyme Lys-Enzyme COH H,N: R- C00 H,NH R-Ça C00 H,NH R-Ça-CO0 H-C H-C 10,PO CH3 CH, CH Ketimine Resonance-stabilized intermediate Steps 3 & 3': Hydrolysis: Lyn-Enzyme Lys - Enzyme H. H,N: H,N: R-C-CO0 H-C-H NH H-C-H 2-0, PO R--CO0 a-Keto acid 20, PO CH CH Pyridoxamine phosphate (PMP)- Carbinolamine enzyme

Biochemistry
Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
Problem 1P
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PLP is a cofactor for a number of enzymes involved in amino acid metabolism. Give an example of reaction in which PLP participates in cleavage of the a, b, and c bonds of an amino acid, as diagrammed in shown Fig. 

Steps 1 & l': Transimination: Enzyme Enzyme H Enzyme R-C-CO0 H-N (CH2)4 (CH)4 (CH)4 H H-C H H- NH H-C R- -COO + NH, 2-0, PO 20,PO CH3 CH3 CH H Amino acid-PLP Sehiff base (aldimine) a-Amino acid Enzyme-PLP Schiff base Geminal diamine intermediate Steps 2 & 2': Tautomerization: Lyn-Enzyme Lys - Enzyme Lys-Enzyme COH H,N: R- C00 H,NH R-Ça C00 H,NH R-Ça-CO0 H-C H-C 10,PO CH3 CH, CH Ketimine Resonance-stabilized intermediate Steps 3 & 3': Hydrolysis: Lyn-Enzyme Lys - Enzyme H. H,N: H,N: R-C-CO0 H-C-H NH H-C-H 2-0, PO R--CO0 a-Keto acid 20, PO CH CH Pyridoxamine phosphate (PMP)- Carbinolamine enzyme
Transcribed Image Text:Steps 1 & l': Transimination: Enzyme Enzyme H Enzyme R-C-CO0 H-N (CH2)4 (CH)4 (CH)4 H H-C H H- NH H-C R- -COO + NH, 2-0, PO 20,PO CH3 CH3 CH H Amino acid-PLP Sehiff base (aldimine) a-Amino acid Enzyme-PLP Schiff base Geminal diamine intermediate Steps 2 & 2': Tautomerization: Lyn-Enzyme Lys - Enzyme Lys-Enzyme COH H,N: R- C00 H,NH R-Ça C00 H,NH R-Ça-CO0 H-C H-C 10,PO CH3 CH, CH Ketimine Resonance-stabilized intermediate Steps 3 & 3': Hydrolysis: Lyn-Enzyme Lys - Enzyme H. H,N: H,N: R-C-CO0 H-C-H NH H-C-H 2-0, PO R--CO0 a-Keto acid 20, PO CH CH Pyridoxamine phosphate (PMP)- Carbinolamine enzyme
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