The isomerization of dihydroxyacetone phosphate to glyceraldehyde-3-phosphate is necessary so that the two molecules generated from fructose-1,6-bisphosphate can proceed through the remainder of the glycolysis pathway. Draw a mechanism for this interconversion using generic acid/base catalysts. CH,OH CHO C=0 НС—ОН ČH,OPO,2- CH,OPO,2-

The isomerization of dihydroxyacetone phosphate to glyceraldehyde-3-phosphate is necessary so that the two molecules generated from fructose-1,6-bisphosphate can proceed through the remainder of the glycolysis pathway. Draw a mechanism for this interconversion using generic acid/base catalysts. CH,OH CHO C=0 НС—ОН ČH,OPO,2- CH,OPO,2-

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter29: The Organic Chemistry Of Metabolic Pathways

Section29.SE: Something Extra

Problem 53AP

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One of the steps in the pentose phosphate pathway for glucose catabolism is the reaction of xylulose 5-phosphate with ribose 5-phosphate in the presence of a transketolase to give glyceraldehyde 3-phosphate and sedoheptulose 7-phosphate. (a) The first part of the reaction is nucleophilic addition of thiamin diphosphate (TPP) ylide to xylulose 5-phosphate, followed by a retro-aldol cleavage to give glyceraldehyde 3-phosphate and a TPPcontaining enamine. Show the structure of the enamine and the mechanism by which it is formed. (b) The second part of the reaction is addition of the enamine to ribose 5-phosphate followed by loss of TPP ylide to give sedoheptulose 7-phosphate. Show the mechanism.
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draw the chemical structures of the reactant and product of the following reactions: a.) addition of a phosphate group to (ex: phosphorylation of) glycose b.) addition of a phosphate group to (ex: phosphorylation of) fructose-6-phosphate c.) addition of a phosphate group to (ex: phosphorylation of) phosphoenolpyruvate
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In one of the steps in this pathway fructose 1,6-biphosphate (F1,6BP) is converted to gylceraldehyde-3-phosphate (G-3-p) and dihydroxyacetone phosphate (DHAP). This reaction is catalyzed by the enzyme aldolase. For this reaction at 25 celcuius and Ph7 we have: Keq= 10-4M and Delta G = +5456 cal/mol Calculate the following: The concentration of F1, 6BP, DHAP and G-3-P at equilibrium when the initial F1,6BP is (A) 1M, (b) 10-2 M, (c) 2 X 10*4 M and (d) 10-5 M. I been trying to solve this problem but I dont even know where to begin with. Atleast help me with problem A, I would be able to guide myself through.
In the glycolytic pathway, a six-carbon sugar (fructose 1,6-bisphosphate) is cleaved to form two three-carbon sugars, which undergo further metabolism . In this pathway, an isomerization of glucose 6-phosphate tofructose 6-phosphate (shown below) occurs two steps before the cleavage reaction (the intervening step is phosphorylation of fructose 6-phosphate to fructose 1,6-bisphosphate ). What does the isomerization step accomplish from a chemical perspective? (Hint: Consider what might happen if the C—C bond cleavage were to proceed without the preceding isomerization.)
In glycerol metabolism, the oxidation of sn-glycerol 3-phosphate to give dihydroxyacetone phosphate is catalyzed by sn-glycerol-3-phosphate dehydrogenase, with NAD+ as cofactor. The reaction is stereospecific, occurring exclusively on the Re face of the nicotinamide ring.
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