Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 24.9, Problem 16P
Acid-catalyzed dehydration reactions are normally E1 reactions. Why is the acid-catalyzed dehydration in the second reaction of the citric acid cycle an E2 reaction?
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Acid-catalyzed dehydration reactions are normally E1 reactions. Why is the acid-catalyzed dehydration in the second reaction of the citric acid cycle an E2 reaction?
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Chapter 24 Solutions
Organic Chemistry (8th Edition)
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 sedoheptulose 7-phosphate with glyceraldehydes 3-phosphate in the presence of a transaldolase to yield erythrose 4-phosphate and fructose 6-phosphate. (a) The first part of the reaction is the formation of a protonated Schiff base of sedoheptulose 7-phosphate with a lysine residue in the enzyme followed by a retro-aldol cleavage to give an enamine plus erythrose 4-phosphate. Show the structure of the enamine and the mechanism by which it is formed. (b) The second part of the reaction is a nucleophilic addition of the enamine to glyceraldehyde 3-phosphate followed by hydrolysis of the Schiff base to give fructose 6-phosphate. Show the mechanism.arrow_forwardLinoleic acid is shown below. What makes this fatty acid particularly susceptible to autoxidation? 1. The red CH bond has a low bond dissociation energy because it is doubly allylic. 2. The red CH bond has a high bond dissociation energy because it is doubly allylic. 3. The red CH bond is the most accessible to reaction with O2 because it is the least sterically crowded CH bond. 4. Both 2 and 3.arrow_forwardDraw the products that form when the thioester CH3CH2CH2COSCoA is hydrolyzed with water. Differentiate products by greater or lesser molecular weight.arrow_forward
- Identify the most likely additional substrates, products, and coenzymes for each reaction in the following imaginary pathway.arrow_forwardDraw the product of the following metabolic reaction. HCO3, ATP CH3CSC0A ADP + P₁ + H+ N-Carboxybiotin • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just draw one. • Use R1 to represent coenzyme A and acyl carrier protein. The R group tool is located in the charges and lone pairs drop-down menu.arrow_forwardDraw Intermediate (CH3)2NH Deprotonation Drawingarrow_forward
- What reaction necessary for proper blood clotting is catalyzed by vitamin KH2?arrow_forwardH-C-U-o 27. The following is step 3 of the citric acid cycle. What is the functional transformation that occurs in the first part of this step? group COO COO NAD* NADH + H* CH2 CH2 0 H-C-C CH2 H-C-H H-C-COO- Но-с-н COO COO Isocitrate a-ketoglutarate A) A ketone and an alcohol change positions. C) The -COO is transformed. B) An alcohol becomes a ketone. D) The alcohol becomes an aldehyde. 28. The following is step 3 of the citric acid cycle. What is the identity of the Molecule represented by I? COO COO NAD* NADH + H* I COO CH2 CH2 0 H-C-C CH2 H-C-H H-C-COO- HO-C-H COO COO Isocitrate a-ketoglutarate A) Acetate B) GTP C) NADH D) FADH2 E) CO2arrow_forward4. Glycolysis is a metabolic pathway that converts glucose into pyruvate while synthesizing high-energy molecules. During one step of Glycolysis, glucose-6-phosphate (an aldose) is converted to fructose-6-phosphate (a ketose) via an ene-diol intermediate. OH OH O OP OH OH ОН ОН glucose-6-phosphate OH OH OH OP OH fructose-6-phosphate Draw arrow pushing mechanism to describe this isomerization. Use B: and HA as surrogates for basic/acidic amino acid residues.arrow_forward
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