EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 23.3, Problem 10P
Acetolactate synthase transfers the acyl group of pyruvate to α-ketobutyrate. This is the first step in the biosynthesis of the amino acid isoleucine. Propose a mechanism for this reaction.
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Chapter 23 Solutions
EBK ORGANIC CHEMISTRY
Ch. 23.1 - Prob. 2PCh. 23.1 - Prob. 3PCh. 23.2 - How many conjugated double bonds are there in a....Ch. 23.2 - Instead of adding to the 4a position and...Ch. 23.2 - Prob. 7PCh. 23.3 - Prob. 8PCh. 23.3 - Acetolactate synthase is another TPP-requiring...Ch. 23.3 - Acetolactate synthase transfers the acyl group of...Ch. 23.3 - Prob. 12PCh. 23.5 - Which compound is more easily decarboxylated?
Ch. 23.5 - Prob. 14PCh. 23.5 - Explain why the ability of PLP to catalyze an...Ch. 23.5 - Explain why the ability of PLP to catalyze an...Ch. 23.5 - The enzyme that catalyzes the C C bond cleavage...Ch. 23.5 - Propose a mechanism for the ,-elimination reaction...Ch. 23.6 - Ethanolamine ammonia lyase, a coenzyme...Ch. 23.6 - Prob. 20PCh. 23.7 - How do the structure of tetrahydrofolate and...Ch. 23.7 - What is the source of the methyl group in...Ch. 23.8 - Thiols such as ethanethiol and propanethiol can be...Ch. 23 - How does the metal ion in carboxypeptidase A...Ch. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - For each of the following reactions, name both the...Ch. 23 - Prob. 27PCh. 23 - When transaminated, the three branched-chain amino...Ch. 23 - What acyl groups have we seen transferred by...Ch. 23 - Propose a mechanism for the following reaction:Ch. 23 - Draw the products of the following reaction, where...Ch. 23 - When UMP is dissolved in T2O, exchange of T for H...Ch. 23 - Dehydratase is a PLP-requiring enzyme that...Ch. 23 - In addition to the reaction mentioned in Section...Ch. 23 - PLP can catalyze both ,-elimination reactions...Ch. 23 - The glycine cleavage system is a group of four...Ch. 23 - Prob. 37PCh. 23 - FADH2 reduces , -unsaturated thioesters to...
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- Both norepinephrine and epinephrine are synthesized from the same protein-derived amino acid. From which amino acid are they synthesized? What types of reactions are involved in their biosynthesis?arrow_forwardOne 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_forwardAcetolactate synthase transfers the acyl group of pyruvate to alpha-ketobutyrate. This is the first step in the biosynthesis of the amino acid isoleucine. Propose a mechanism for this reaction.arrow_forward
- In the body, during the citric acid cycle the following reaction occurs as the first part of an enzyme mediated process. но OH YYYYYY OH OH H₂O NaBH4 LiAlH4 H₂SO4 and heat K₂Cr2O7 HQ OH What reagent would be used to bring about this reaction in the laboratory? OH 3arrow_forwardThe enzyme that catalyzes this reaction is a(n) H 1000 CH3 Acetaldehyde Otransferase NADH + H+ ligase Olyase oxidoreductase hydrolase alcohol dehydrogenase NAD+ OH CH2 CH3 Ethanolarrow_forwardThe enzyme catalysts for which gene expression levels are increased during gluconeogenesis in the liver are: pyruvate carboxylase, aldolase, and phosphofructokinase glucose-6-phosphatase, fructose-1,6-bisphosphatase, pyruvate carboxylase, and phosphoenolpyruvate carboxykinase hexokinase, phosphofructokinase 1, phosphofructokinase 2, and pyruvate kinase glucose-6-kinase, aldolase, and enolasearrow_forward
- Draw an arrow pushing mechanism for the base-catalyzed hydrolysis of one of the esters of a triglyceride.arrow_forwardThe rate-limiting step is a metabolic pathway is the slowest step which determines the overall rate of the other reactions in the pathway. In glycolysis, the rate limiting step is a phosphorylation reaction where phosphofructokinase (PFK-1) catalyzes the reaction fructose-6-bisphosphate -> fructose-1,6-bisphosphate, the same step in gluconeogenesis. Select one: The statement is FALSE. The statement is TRUE.arrow_forwardDraw the reaction catalyzed by the enzyme: Carbonic anhydrase.arrow_forward
- If an enzyme-catalyzed reaction has a high rate at low pH and low rate at higher pH, this implies that a group on either the enzyme or the substrate must be for an efficient reaction. leaving group oxidoreductase coenzymes O protonated deprotonated The compound that consists of deoxyribose linked by an N-glycosidic bond to N-9 of guanine is: adenylate deoxyguanosine guanosine nucleotide guanylatearrow_forwardProducts obtained from this structurearrow_forwardWrite down the reactions: α,D-Glucopyranose + C2H5OH →arrow_forward
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