ORGANIC CHEMISTRY
8th Edition
ISBN: 9781323815427
Author: Bruice
Publisher: PEARSON
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Chapter 24, Problem 51P
Interpretation Introduction
Interpretation:
Fructose-1,6-bisphosphate labeled at C-3 and C-4 is obtained when
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TPP is a coenzyme for transketolase, the enzyme that catalyzes the conversion of a ketopentose (xylulose- 5-phosphate) and an aldopentose (ribose-5-phosphate) to an aldotriose (glyceraldehyde-3-phosphate) anda ketoheptose (sedoheptulose-7-phosphate). Notice that the total number of carbons in the reactants and products is the same (5 + 5 = 3 + 7). Propose a mechanism for this reaction.
Draw a Haworth projection for the disaccharide gentibiose, given the following information:(a) It is a dimer of glucose.(b) The glycosidic linkage is B(1 -> 6).(c) The anomeric carbon not involved in the glycosidic linkage isin the B configuration.
TPP is a coenzyme for transketolase, the enzyme that catalyzes the conversion of a ketopentose (xylulose5-phosphate) and an aldopentose (ribose-5-phosphate) to an aldotriose (glyceraldehyde-3-phosphate) and a ketoheptose (sedoheptulose-7-phosphate). Notice that the total number of carbons in the reactants and products is the same (5 + 5 = 3 + 7). Propose a mechanism for this reaction.
Chapter 24 Solutions
ORGANIC CHEMISTRY
Ch. 24.3 - Prob. 2PCh. 24.5 - Prob. 3PCh. 24.5 - Prob. 4PCh. 24.5 - Why does the OH group add to the -carbon rather...Ch. 24.5 - Prob. 6PCh. 24.5 - How many molecules of NADH are formed from the...Ch. 24.6 - Prob. 8PCh. 24.6 - The oxidation of glyceraldehyde-3-phosphate to...Ch. 24.6 - Prob. 10PCh. 24.7 - Prob. 11P
Ch. 24.7 - Prob. 12PCh. 24.7 - Prob. 13PCh. 24.7 - Propose a mechanism for the reduction of...Ch. 24.8 - Prob. 15PCh. 24.9 - Acid-catalyzed dehydration reactions are normally...Ch. 24.9 - Prob. 17PCh. 24.9 - Prob. 18PCh. 24.9 - Acid-catalyzed dehydration reactions are normally...Ch. 24.9 - Prob. 20PCh. 24.9 - Prob. 21PCh. 24.10 - Prob. 22PCh. 24.12 - a. What is the name of the enzyme that converts...Ch. 24.14 - Prob. 24PCh. 24 - Prob. 25PCh. 24 - Prob. 26PCh. 24 - Prob. 27PCh. 24 - S-Adenosylmethionine (SAM) is formed from the...Ch. 24 - Prob. 29PCh. 24 - Prob. 30PCh. 24 - Prob. 31PCh. 24 - Prob. 32PCh. 24 - Prob. 33PCh. 24 - Prob. 34PCh. 24 - Prob. 35PCh. 24 - Prob. 36PCh. 24 - Prob. 37PCh. 24 - Prob. 38PCh. 24 - Prob. 39PCh. 24 - Prob. 40PCh. 24 - Prob. 41PCh. 24 - Prob. 42PCh. 24 - Prob. 43PCh. 24 - Prob. 44PCh. 24 - Prob. 45PCh. 24 - Prob. 46PCh. 24 - Prob. 47PCh. 24 - Prob. 48PCh. 24 - Prob. 49PCh. 24 - Prob. 50PCh. 24 - Prob. 51PCh. 24 - UDP-galactose-4-epimerase converts UDP-galactose...Ch. 24 - A student is trying to determine the mechanism for...Ch. 24 - What would be the results of the experiment in...
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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.arrow_forwardWhat would be the haworth projection of a beta D-aldohexose carbohydrate?arrow_forwardDoes the [1,7] sigmatropic rearrangement that converts provitamin D3 to vitamin D3 involve suprafacial or antarafacial rearrangement?arrow_forward
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