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A reaction involved in the metabolism of sugars is the splitting of fructose-1,6-diphosphate to give glyceraldehyde-3- phosphate and dihydroxyacetone phosphate. In the living system, this retro-aldol is catalyzed by an enzyme called aldolase; however, it can also be catalyzed by a mild base. Propose a mechanism for the base-catalyzed reaction. CH,-0-P-0- CH-0-P-o- C=0 ČH-OH dihydroxyacetone phosphate HO-C-H aldolase or "OH H-C-OH „H H-C-OH H-C-OH CH,-0-P-0- CH2-0-P-0-

A reaction involved in the metabolism of sugars is the splitting of fructose-1,6-diphosphate to give glyceraldehyde-3- phosphate and dihydroxyacetone phosphate. In the living system, this retro-aldol is catalyzed by an enzyme called aldolase; however, it can also be catalyzed by a mild base. Propose a mechanism for the base-catalyzed reaction. CH,-0-P-0- CH-0-P-o- C=0 ČH-OH dihydroxyacetone phosphate HO-C-H aldolase or "OH H-C-OH „H H-C-OH H-C-OH CH,-0-P-0- CH2-0-P-0-

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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A reaction involved in the metabolism of sugars is the splitting of fructose-1,6-diphosphate to give glyceraldehyde-3- phosphate and dihydroxyacetone phosphate. In the living system, this retro-aldol is catalyzed by an enzyme called aldolase; however, it can also be catalyzed by a mild base. Propose a mechanism for the base-catalyzed reaction. CH,-0-P-0- CH,-0-P-0- C=0 C=0 CH,OH dihydroxyacetone phosphate HO-C-H aldolase or "OH H-C-OH H-C-OH H-C-OH CH,-0-P-0- CH2-0-P-0- fructose-1,6-diphosphate glyceraldehyde-3-phosphate
Transcribed Image Text:A reaction involved in the metabolism of sugars is the splitting of fructose-1,6-diphosphate to give glyceraldehyde-3- phosphate and dihydroxyacetone phosphate. In the living system, this retro-aldol is catalyzed by an enzyme called aldolase; however, it can also be catalyzed by a mild base. Propose a mechanism for the base-catalyzed reaction. CH,-0-P-0- CH,-0-P-0- C=0 C=0 CH,OH dihydroxyacetone phosphate HO-C-H aldolase or "OH H-C-OH H-C-OH H-C-OH CH,-0-P-0- CH2-0-P-0- fructose-1,6-diphosphate glyceraldehyde-3-phosphate
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