One step in the gluconeogenesis pathway for the biosynthesis of glucose is the partial reduction of 3-phosphoglycerate to give glyceraldehyde 3-phosphate. The process occurs by phosphorylation with ATP to give 1,3-bisphosphoglycerate, reaction with a thiol group on the enzyme to give an enzyme-bound thioester, and reduction with NADH. OPO3²- Enz-SH 0 H-C-OH CH₂OPO3²- 3-phosphoglycerate ܘ ATP ADP O CH₂CH3 -0⁰° H-C-OH substitute for 1,3-bisphosphoglycerate CH₂OPO3²- 1,3-bisphosphoglycerate CH3 SHI substitute for Enz-SHI O=C • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. H H-C-OH glyceraldehyde 3-phosphate Propose a structure for the first intermediates in the reaction of 1,3-bisphosphoglycerate with a thiol group on the enzyme to form an enzyme-bound thioester. Assume a basic group on the enzyme catalyzes the formation of this intermediate. To simplify the drawing process, substitute the structures below for the 1,3-bisphosphoglycerate and Enz-SH. O CH₂OPO3²- PO4³- S-Enz H-C-OH CH₂OPO3²- (Enzyme-bound thioester) NADH/H* NAD*, Enz-SH • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw phosphate groups, when present, as in the question: in basic form and with a phosphorous oxygen double bond. .
One step in the gluconeogenesis pathway for the biosynthesis of glucose is the partial reduction of 3-phosphoglycerate to give glyceraldehyde 3-phosphate. The process occurs by phosphorylation with ATP to give 1,3-bisphosphoglycerate, reaction with a thiol group on the enzyme to give an enzyme-bound thioester, and reduction with NADH. OPO3²- Enz-SH 0 H-C-OH CH₂OPO3²- 3-phosphoglycerate ܘ ATP ADP O CH₂CH3 -0⁰° H-C-OH substitute for 1,3-bisphosphoglycerate CH₂OPO3²- 1,3-bisphosphoglycerate CH3 SHI substitute for Enz-SHI O=C • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. H H-C-OH glyceraldehyde 3-phosphate Propose a structure for the first intermediates in the reaction of 1,3-bisphosphoglycerate with a thiol group on the enzyme to form an enzyme-bound thioester. Assume a basic group on the enzyme catalyzes the formation of this intermediate. To simplify the drawing process, substitute the structures below for the 1,3-bisphosphoglycerate and Enz-SH. O CH₂OPO3²- PO4³- S-Enz H-C-OH CH₂OPO3²- (Enzyme-bound thioester) NADH/H* NAD*, Enz-SH • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw phosphate groups, when present, as in the question: in basic form and with a phosphorous oxygen double bond. .
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Carbohydrates
Carbohydrates are the organic compounds that are obtained in foods and living matters in the shape of sugars, cellulose, and starch. The general formula of carbohydrates is Cn(H2O)2. The ratio of H and O present in carbohydrates is identical to water.
Starch
Starch is a polysaccharide carbohydrate that belongs to the category of polysaccharide carbohydrates.
Mutarotation
The rotation of a particular structure of the chiral compound because of the epimerization is called mutarotation. It is the repercussion of the ring chain tautomerism. In terms of glucose, this can be defined as the modification in the equilibrium of the α- and β- glucose anomers upon its dissolution in the solvent water. This process is usually seen in the chemistry of carbohydrates.
L Sugar
A chemical compound that is represented with a molecular formula C6H12O6 is called L-(-) sugar. At the carbon’s 5th position, the hydroxyl group is placed to the compound’s left and therefore the sugar is represented as L(-)-sugar. It is capable of rotating the polarized light’s plane in the direction anticlockwise. L isomers are one of the 2 isomers formed by the configurational stereochemistry of the carbohydrates.
Question
Transcribed Image Text:One step in the gluconeogenesis pathway for the biosynthesis of glucose is the partial reduction of 3-phosphoglycerate to give glyceraldehyde 3-phosphate. The process occurs by phosphorylation with ATP to give 1,3-bisphosphoglycerate,
reaction with a thiol group on the enzyme to give an enzyme-bound thioester, and reduction with NADH.
-OPO3²- Enz-SH
H-C-OH
ATP
CH₂OPO3²-
3-phosphoglycerate
O
0-0--0
O
ADP
CH₂CH3
substitute for
1,3-bisphosphoglycerate
C
H-C-OH
CH₂OPO3²-
1,3-bisphosphoglycerate
O=C
CH3-SH
substitute for
Enz-SH
H
H-C-OH
|
CH₂OPO3²-
PO4³-
O.
S-Enz
H-C-OH
glyceraldehyde 3-phosphate
Propose a structure for the first intermediates in the reaction of 1,3-bisphosphoglycerate with a thiol group on the enzyme to form an enzyme-bound thioester. Assume a basic group on the enzyme catalyzes the formation of this
intermediate.
To simplify the drawing process, substitute the structures below for the 1,3-bisphosphoglycerate and Enz-SH.
CH₂OPO3²-
(Enzyme-bound
thioester)
NADH/H*
NAD*, Enz-SH
•
You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Do not include lone pairs in your answer. They will not be considered in the grading.
• Draw phosphate groups, when present, as in the question: in basic form and with a phosphorous oxygen double bond.
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