Mechanisms for the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate, 1) Phosphorylation of 3-phosphoglycerate by treating with ATP to form 1,3- bisphosphoglycerate.2) Reaction of 1,3- bisphosphoglycerate with the thiol group on the enzyme to give an enzyme-bound thioester 3) Reduction of the enzyme bound thioester with NADH, are to be proposed. Concept introduction: All the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate take place through two steps i) Attack of a nucleophile on either P or C and ii) Elimination of the leaving group. To propose: Mechanisms for the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate 1) Phosphorylation of 3-phosphoglycerate by treating with ATP to form 1,3- bisphosphoglycerate 2) Reaction of 1,3- bisphosphoglycerate with the thiol group on the enzyme to give an enzyme-bound thioester 3) Reduction of the enzyme bound thioester with NADH.

Question

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*,…

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Question

Chapter 21.SE, Problem 41MP

Interpretation Introduction

Interpretation:

Mechanisms for the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate, 1) Phosphorylation of 3-phosphoglycerate by treating with ATP to form 1,3- bisphosphoglycerate.2) Reaction of 1,3- bisphosphoglycerate with the thiol group on the enzyme to give an enzyme-bound thioester 3) Reduction of the enzyme bound thioester with NADH, are to be proposed.

Concept introduction:

All the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate take place through two steps i) Attack of a nucleophile on either P or C and ii) Elimination of the leaving group.

To propose:

Mechanisms for the three steps involved in the conversion of 3-phosphoglycerate into glyceraldehyde-3-phosphate 1) Phosphorylation of 3-phosphoglycerate by treating with ATP to form 1,3- bisphosphoglycerate 2) Reaction of 1,3- bisphosphoglycerate with the thiol group on the enzyme to give an enzyme-bound thioester 3) Reduction of the enzyme bound thioester with NADH.

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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*,…

rivatives: Nucleophilic Acyl Substitution Reactions - EOC O C-O [References] 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. H-C-OH ATP ADP CH₂OPO32- 3-phosphoglycerate 0= OPO32- C H-C-OH CH₂OPO32 1,3-bisphosphoglycerate Enz-SH PO43- O= C S-Enz H-C-OH CH₂OPO3² (Enzyme-bound thioester) NADH/H+ O=C NAD*, Enz-SH H H-C-OH CH₂OPO3²- glyceraldehyde 3-phosphate Propose a structure for the first intermediate in the reaction of the enzyme-bound thioester with NADH to form glyceraldehyde 3-phosphate. To simplify the drawing process, substitute the structure below for the enzyme-bound thioester. S-CH3 substitute for the CH2CH3 enzyme-bound thioester You do not have to consider stereochemistry. • You do not have…

Identify the organic functional group and reaction type for the following reaction. The reactant is a(n) - carboxylic acid hexose - Aldohexose - aldotetrose -deoxyhexose -carboxylic acid tetrose - ketohexose The product is a(n) - carboxylic acid tetrose - aldotetrose -alcohol hexose -aldohexose -carboxylic acid hexose - alcohol tetrose The reaction type is - hemiacetal formation -hydrolysis -oxidation( Benedict’s) -acetal formation -reduction( hydrogenation) - mutarotation