Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 18, Problem 42P
What acyl groups have we seen transferred by reaction that require thiamine pyrophosphate as a coenzyme? (Hint: see problems 16, 17, 18, 20, 44, and 45.)
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Chapter 18 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 18.1 - Prob. 1PCh. 18.2 - If H218O were used to hydrolyze lysozyme, which...Ch. 18.3 - Which of the following amino acid side chains can...Ch. 18.3 - Arginine and lysine side chains fit into trypsins...Ch. 18.4 - Which of the following amino acid side chains can...Ch. 18.4 - Prob. 6PCh. 18.5 - Prob. 7PCh. 18.5 - Draw the mechanism for the hydroxide-ion-catalyzed...Ch. 18.5 - What advantage does the enzyme gain by forming an...Ch. 18.7 - Prob. 10P
Ch. 18.7 - Prob. 11PCh. 18.8 - How many conjugated double bonds are there in a....Ch. 18.8 - Instead of adding to the 4a-position and...Ch. 18.8 - In succinate dehydrogenase, FAD is covalently...Ch. 18.8 - Prob. 15PCh. 18.9 - Acetolactate synthase is another TPP-requiring...Ch. 18.9 - Acetolactate synthase can also transfer the acyl...Ch. 18.9 - Prob. 18PCh. 18.9 - Prob. 19PCh. 18.10 - Prob. 21PCh. 18.11 - Prob. 23PCh. 18.11 - Which compound is more easily decarboxylated?Ch. 18.11 - Explain why the ability of PLP to catalyze an...Ch. 18.11 - Explain why the ability of PLP to catalyze an...Ch. 18.12 - What groups are interchanged in the following...Ch. 18.13 - Why is the coenzyme called tetrahydrofolate?Ch. 18.13 - What amino acid is formed by the following...Ch. 18.13 - How do the structures of tetrahydrofolate and...Ch. 18.13 - What is the source of the methyl group in...Ch. 18 - Prob. 32PCh. 18 - Prob. 33PCh. 18 - From what vitamins are the following coenzymes...Ch. 18 - Prob. 35PCh. 18 - For each of the following reaction, name both the...Ch. 18 - Explain why serine proteases do not catalyze...Ch. 18 - Prob. 38PCh. 18 - For each of the following enzyme catalyzed...Ch. 18 - Trisephosphate isomerase (TIM) catalyzes the...Ch. 18 - Prob. 41PCh. 18 - What acyl groups have we seen transferred by...Ch. 18 - When UMP is dissolved in T2O, exchange of T for H...Ch. 18 - Prob. 44PCh. 18 - When transaminated, the three branched-chain amino...Ch. 18 - Aldolase shows no activity if it is incubated with...
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- The final step in the metabolic degradation of uracil is the oxidation of malonic semialdehyde to give malonyl CoA. Propose a mechanism.arrow_forwardAssume that acetyl CoA containing a 14C isotopic label in the carboxyl carbon atom is used as starting material for the biosynthesis of mevalonate, as shown in Figure 27-7. At what positions in mevalonate would the isotopic label appear?arrow_forwardIn step 7 of fatty-acid biosynthesis (Figure 29-5), dehydration of a -hydroxy thioester occurs to give trans-crotonyl ACP. Is the dehydration a syn elimination or an anti elimination?arrow_forward
- Show how the following amino acids might be formed in the laboratory by reductiveamination of the appropriate a@ketoacid. ) leucinearrow_forwardShow how the following amino acids might be formed in the laboratory by reductiveamination of the appropriate a@ketoacid.(a) alaninearrow_forward1 Provide a mechanism for the following: a. glyceraldehyde-3-phosphate -> dihydroxyacetone phosphatearrow_forward
- Acetolactate synthase is another TPP-requiring enzyme. It transfers the acyl group of pyruvate to another molecule of pyruvate, forming acetolactate. This is the first step in the biosynthesis of the amino acids valine and leucine. Propose a mechanism for this reaction.arrow_forwardPropose a mechanism for the TPP-dependent step in isoleucine biosynthesis. Draw the predicted product of this reaction.arrow_forwardThe given mechanism of transamination reaction is shown below, To complete the shuffling of amino groups and carbonyls, the PMP must be converted back to PLP. How would you predict that this occurs? 1. A separate reaction oxidizes the amine group of PMP to an aldehyde. 2. A separate reaction hydrolyzes the amine of PMP to an aldehyde. 3. A different ketoacid reacts with the amine of PMP, and the entire sequence runs backward. 4. Either 2 or 3 could occur.arrow_forward
- Show how the following amino acids might be formed in the laboratory by reductiveamination of the appropriate a@ketoacid. serinearrow_forward4(a) Suggest a test you will use to show that a given food substance contains protein.(b)Show how you will use(i)Modified Gabriel’s Synthsis(ii)Streckers’s Synthesis to prepare phenylalanine in the laboratory.arrow_forwardAn experimenter using acetyl-CoA with a 14C on the carbonyl group traces the radioactive label in cells synthesizing cholesterol. On what atoms of mevalonate will the label appear?arrow_forward
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