Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 24.5, Problem 14P
Propose a mechanism for the α,β-elimination reaction shown on page 1082.
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There are two kinds of aldolases. Class I aldolases are found in animals and plants, whereas class II aldolases are found in fungi, algae, and some bacteria. Only class I aldolases form an imine. Class II aldolases have a metal ion (Zn2+) at the active site. Propose a mechanism for catalysis by class II aldolases.
8) Propose a multi-step synthesis pathway that utilize the indicated substrates to synthesize the following products.
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Rank in order of increasing rate of hydrolysis (slowest to fastest).
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Chapter 24 Solutions
Organic Chemistry
Ch. 24.1 - Prob. 2PCh. 24.1 - Prob. 3PCh. 24.2 - How many conjugated double bonds are there in a....Ch. 24.2 - Instead of adding to the 4a position and...Ch. 24.2 - Prob. 7PCh. 24.3 - Prob. 8PCh. 24.3 - Acetolactate synthase is another TPP-requiring...Ch. 24.3 - Acetolactate synthase transfers the acyl group of...Ch. 24.5 - Prob. 12PCh. 24.5 - The enzyme that catalyzes the C C bond cleavage...
Ch. 24.5 - Propose a mechanism for the ,-elimination reaction...Ch. 24.5 - Which compound is more easily decarboxylated?Ch. 24.5 - Explain why the ability of PLP to catalyze an...Ch. 24.5 - Explain why the ability of PLP to catalyze an...Ch. 24.6 - Ethanolamine ammonia lyase, a coenzyme...Ch. 24.6 - Prob. 19PCh. 24.7 - How do the structure of tetrahydrofolate and...Ch. 24.7 - What is the source of the methyl group in...Ch. 24.8 - Thiols such as ethanethiol and propanethiol can be...Ch. 24 - How does the metal ion in carboxypeptidase A...Ch. 24 - Prob. 23PCh. 24 - Prob. 24PCh. 24 - Prob. 25PCh. 24 - S-Adenosylmethionine (SAM) is formed from the...Ch. 24 - Prob. 27PCh. 24 - What acyl groups have we seen transferred by...Ch. 24 - Propose a mechanism for the following reaction:Ch. 24 - When transaminated, the three branched-chain amino...Ch. 24 - Draw the products of the following reaction, where...Ch. 24 - When UMP is dissolved in T2O, exchange of T for H...Ch. 24 - Dehydratase is a PLP-requiring enzyme that...Ch. 24 - In addition to the reaction mentioned in Section...Ch. 24 - PLP can catalyze both ,-elimination reactions...Ch. 24 - The glycine cleavage system is a group of four...Ch. 24 - Prob. 37PCh. 24 - FADH2 reduces , -unsaturated thioesters to...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. If this reaction could be accomplished using H2 and a nickel catalyst, would the product be optically active? Explain.arrow_forwardDraw a mechanism for the conversion of glucose from its aldehyde form to its hemiacetal form and then to its methyl glycoside (acetal) form under acidic conditions. Show all bond breaking and bond forming steps; show all intermediates.arrow_forwardThere are two kinds of aldolases. Class I aldolases are found in animals and plants, whereas class II aldolases are found in fungi, algae, and some bacteria.Only class I aldolases form an imine. Class II aldolases have a metal ion (Zn2 + ) at the active site. The mechanism for catalysis by class I aldolases wasdescribed in Section 22.13. Propose a mechanism for catalysis by class II aldolases.arrow_forward
- A "condensation" reaction involves the loss of a small neutral molecule as a follow-up step to an addition reaction. The product is an a,ß-unsaturated aldehyde (or ketone). (*In aldol condensations, the small neutral molecule is water.) Which of the three products shown is the correct aldol condensation products of the reaction shown. Write the mechanism for the dehydration step. Assume the reaction mixture still contains catalytic base. OH NaOH H O adol addition = enolates + aldehyde loty Condensation H or OH or H (H₂O + OH)arrow_forwardEthanolamine ammonia lyase, a coenzyme B12–requiring enzyme, catalyzes the following reaction. Propose a mechanism for this reaction.arrow_forwardDraw the structure of the organic product of the following transformation. Ph3P=CHCO,Et Ph;P=0arrow_forward
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