Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 24.5, Problem 13P
The enzyme that catalyzes the Cα → Cβ bond cleavage reaction that converts serine to glycine removes the substituent (R) bonded to the α-carbon in the first step of the reaction. Starting with PLP bound to serine in an imine linkage, propose a mechanism for this reaction.(Hint: The first step involves removal of the proton from serine’s OH group.)
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The enzyme that catalyzes the Ca ¬ Cb bond cleavage reaction that converts serine to glycine removes thesubstituent (R) bonded to the a-carbon in the first step of the reaction. Starting with PLP bound to serine inan imine linkage, propose a mechanism for this reaction. (Hint: The first step involves removal of the protonfrom serine’s OH group.)
The rate constant for the uncatalyzed reaction of two molecules of glycine ethyl ester to form glycylglycine ethyl ester is 0.6 M-1s-1. In the presence of Co2+, the rate constant is 1.5 x 106 M-1s-1. What rate enhancement does the catalyst provide?
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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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