EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 23.3, Problem 9P
Acetolactate synthase is another TPP-requiring enzyme. It transfers the acyl group 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.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
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.
Triosephosphate isomerase (TIM) catalyzes the conversion of dihydroxyacetone phosphate to glyceraldehyde-3-phosphate. The enzyme’s catalytic groups are Glu 165 and His 95. In the first step of the reaction, these catalytic groups function as a general-base and a general-acid catalyst, respectively. Propose a mechanism for the reaction.
Please draw by hand. Triosephosphate isomerase (TIM) catalyzes the conversion of dihydroxyacetone phosphate to glyceraldehyde-3-phosphate. The enzyme's catalytic groups are Glu 165 and His 95. In the first step of the reaction, these catalytic groups function as a base and an acid catalyst, respectively. Propose a mechanism for the reaction.
ОН
2-03Р0
ОН
dihydroxyacetone phosphate
triosephosphate isomerase
2-03РО.
H
glyceraldehyde-3-phosphate
FYI Glu is glutamic acid and his is histadine
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...
Knowledge Booster
Learn more about
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
- Suggest a name for an enzyme that catalyzes each of the following reactions. a. Hydrolysis of lactose b. Oxidation of nitrite c. Decarboxylation of citrate d. Reduction of oxalatearrow_forwardWhat type of specificity (absolute, group, linkage, or stereochemical) is associated with each of the following enzymes? a. Sucrase b. A lipase c. A decarboxylase d. L-glutamate oxidasearrow_forwardIn the pentose phosphate pathway for degrading sugars, ribulose 5-phosphate is converted to ribose 5-phosphate. Propose a mechanism for the isomerization.arrow_forward
- Based on the graphical information in Problem 21-41 about enzymes A and B indicate whether the enzyme activity of enzyme B increases or decreases when the following changes in reaction conditions are made. a. pH decreases from 7.6 to 7.2 b. pH increases from 7.2 to 7.4 c. temperature decreases from 37.8C to 37.6C d. temperature increases from 38.2C to 38.4Carrow_forwardShow chemical structures for treatment and their mechanism of action for a defective enzyme: Glucose-6-phosphate dehydrogenase.arrow_forward32. Although most enzymes are quite specific, they can catalyze side reactions with compounds that are structurally similar to their physiological substrates, but usually at much slower rates. For example, glyceraldehyde-3-phosphate dehydrogenase (GAPDH), which normally catalyzes the oxidative phosphorylation of glyceraldehyde-3-phosphate, can slowly convert erythrose-4-phosphate, an intermediate in the pentose phosphate pathway, to 1,4-bisphosphoerythronate: H OPO² H-C-OH H-C-OH +NAD HLC-OPO. Erythrose-4- phosphate GAPDH H-C-CH H-CHOH +NADH + H² H.C-OPO. 1,4-Bisphosphoerythronatearrow_forward
- The conversion of L-proline to D-proline is shown. The reaction below shows an enzyme-catalyzed reaction that converts from an L amino acid to D amino acid. What type of enzyme catalyzes this reaction? H H+ COOH L-Proline Isomerase Hydrolase Ligase Transferase COOH Transition state H Xco N COOH H D-Prolinearrow_forward1. Examine the following pair of reactions. What type of enzyme would catalyze each of these reactions? Select the single best answer. C-H H-C-OH HO-C-H H-C-OH H-C-OH H-C-H O -O-P-O O O O O O O enolases isomerases aldolases nucleases mutases kinases CH₂OH C=O HO-C-H H-C-OH H-C-OH H-C-H O -O-P-O ܘܐܘܐܐܐ CH₂OH H-C-H O-P-O O C-H H-C-OH H-C-H O O-P-Oarrow_forwardNeostigmine is an inhibitor of acetylcholinesterase. The enzyme attempts to catalyse the same reaction on neostigmine as it does with acetylcholine. However, a stable intermediate is formed which prevents completion of the process and which results in a molecule being covalently linked to the active site. Identify (draw) the stable intermediate and explain why it is stable.arrow_forward
- What is the expected result if the enzyme monoamine oxidase is treated with the substrate analog named N,N-dimethylpropargylamine? H3C `N I CH3 N,N-dimethylpropargyl amine The product propargyl aldehyde (H-C=C-CH=O) will be formed and released. The product propargyl alcohol (H-CEC-CH₂-OH will be formed and released. The enzyme will be rapidly and covalently (irreversibly) inhibited. The enzyme will be reversibly and competitively inhibited in the presence of this substrate analog. a. b. monoamine oxidase C. d. MAO + O₂arrow_forwardWhat class of enzyme catalyzes each of the following reactions?arrow_forwardThis reaction is catalyzed by adenylate kinase. How would the presence of this enzyme effect the DGo’ and K’eq for the following Reaction? AMP + ATP ---> 2ADP This reaction is catalyzed by adenylate kinase. How would the presence of this enzyme effect the DGo’ and K’eq for the following Reaction? AMP + ATP ---> 2ADP no effect on Delta Go’ and no effect on K’eq no effect on Delta Go’ and increase K’eq increase Delta Go’ and no effect on K’eq no effect on Delta Go’ and decrease K’eq decrease Delta Go’ and no effect on K’eq increase Delta Go’ and decrease K’eq decrease Delta Go’ and increase K’eq decrease Delta Go’ and decrease K’eq increase Delta Go’ and increase K’eqarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningIntroductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
DIGESTER-35 | VITAMINS AND THEIR RELATED COENZYMES| GPAT | NIPER | PHARMACIST| DI; Author: GPAT DISCUSSION CENTER;https://www.youtube.com/watch?v=CGrdNYmho0s;License: Standard YouTube License, CC-BY