Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780134240152
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 24.3, 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.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Diazepam is converted in vivo to an active metabolite Oxazepam. By using chemical equations show metabolic transformation of diazepam to oxazepam. Provide name of enzymes involved in these reactions.
Acetolactate 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.
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
3
Chapter 24 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
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...
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
- 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_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_forward
- The 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_forwardDraw an arrow pushing mechanism for the base-catalyzed hydrolysis of one of the esters of a triglyceride.arrow_forwardPlease draw the chemical structure for a phosphatidylethanolamine which contains trans, trans, cis-Δ10, Δ15 Δ18 Eicosatrienoate and cis-Δ13 hexadecenoate fatty acids.arrow_forward
- Some penicillins cannot be administered orally because their B-lactam is rapidly hydrolyzed by the acidic environment of the stomach. What product is formed in the following hydrolysis reaction? H H H R H30* ČOOHarrow_forwardwhat is the conjugate base of CH3CH2CH2OH?arrow_forwardKinetic versus thermodynamic. The reaction of NADH with oxygen to produce NAD+NAD* and H2OH2O is very exergonic, yet the reaction of NADH and oxygen takes place very slowly. Why does a thermodynamically favorable reaction not occur rapidly?arrow_forward
- Show chemical structures for treatment and their mechanism of action for a defective enzyme: Glucose-6-phosphate dehydrogenase.arrow_forwardH l H LDA H₂Oarrow_forwardAdenylyl cyclase catalyzes the conversion of ATP to cyclic AMP (CAMP). This reaction occurs via a nucleophilic substitution. Label the atoms that act as the nucleophile and the electrophile in the cyclization of ATP to CAMP. H,N. nucleophile HO-P-0- он OH OH OH он electrophilearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: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,
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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