Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 29.SE, Problem 56AP
Interpretation Introduction
Interpretation:
A hydride from NADPH adds to C3 of the crotonyl group from the Re face, and protonation on C2 occurs on the Si face. To explain the reduction a syn addition or an anti addition.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
The first step in the catabolism of most amino acids is the removal of the nitrogen atom by transfer to an a-keto acid, a reaction
catalyzed by an enzyme called a transaminase. The a-keto acid acceptor is often a-ketoglutarate. Modify the structures in the
product to show the products of the transamination of cysteine. Be sure to show functional groups with the charge and number of
attached hydrogen atoms appropriate for pH 7.4.
transaminase
+
O=C
H₂N-CH
+
CH₂
CH₂
CH₂
SH
Incorrect
H₂N
||
CH
|
CH₂
|
CH₂
I
||
O
||
n
|
CH₂
T
SH
Worksheet 8
4 Give the products of the Pallowring heachéus
Na o
etter
Nat ö
:o:
:D:
O NAOH
O HC!
O KOH/EHOH
Br:
3 KOH/HD.
NH
Bra/NaOH
Can 4-methylcyclohexanoic acid be reduced by NABH4?
Chapter 29 Solutions
Organic Chemistry
Ch. 29.1 - Prob. 1PCh. 29.3 - Write the equations for the remaining passages of...Ch. 29.3 - Prob. 3PCh. 29.4 - Write a mechanism for the dehydration reaction of...Ch. 29.4 - Evidence for the role of acetate in fatty-acid...Ch. 29.4 - Does the reduction of acetoacetyl ACP in step 6...Ch. 29.5 - Prob. 7PCh. 29.5 - Look at the entire glycolysis pathway, and make a...Ch. 29.6 - Prob. 9PCh. 29.7 - Prob. 10P
Ch. 29.7 - Write mechanisms for step 2 of the citric acid...Ch. 29.7 - Prob. 12PCh. 29.8 - Prob. 13PCh. 29.9 - Write all the steps in the transamination reaction...Ch. 29.9 - What -keto acid is formed on transamination of...Ch. 29.9 - Prob. 16PCh. 29.SE - Prob. 17VCCh. 29.SE - Identify the following intermediate in the citric...Ch. 29.SE - The following compound is an intermediate in the...Ch. 29.SE - Prob. 20VCCh. 29.SE - In the pentose phosphate pathway for degrading...Ch. 29.SE - Prob. 22MPCh. 29.SE - One of the steps in the pentose phosphate pathway...Ch. 29.SE - One of the steps in the pentose phosphate pathway...Ch. 29.SE - Prob. 25MPCh. 29.SE - Prob. 26MPCh. 29.SE - Prob. 27MPCh. 29.SE - Prob. 28MPCh. 29.SE - Prob. 29MPCh. 29.SE - Prob. 30MPCh. 29.SE - Prob. 31MPCh. 29.SE - Prob. 32APCh. 29.SE - Prob. 33APCh. 29.SE - Prob. 34APCh. 29.SE - Prob. 35APCh. 29.SE - Prob. 36APCh. 29.SE - Prob. 37APCh. 29.SE - Prob. 38APCh. 29.SE - Prob. 39APCh. 29.SE - Prob. 40APCh. 29.SE - Prob. 41APCh. 29.SE - Prob. 42APCh. 29.SE - Prob. 43APCh. 29.SE - Prob. 44APCh. 29.SE - Prob. 45APCh. 29.SE - Prob. 46APCh. 29.SE - Prob. 47APCh. 29.SE - Prob. 48APCh. 29.SE - Prob. 49APCh. 29.SE - Prob. 50APCh. 29.SE - In glycerol metabolism, the oxidation of...Ch. 29.SE - Prob. 52APCh. 29.SE - Prob. 53APCh. 29.SE - Prob. 54APCh. 29.SE - In step 7 of fatty-acid biosynthesis (Figure...Ch. 29.SE - Prob. 56AP
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
- 1 Write an equation for the hydrolysis of trimethyl phosphate to dimethyl phosphate and methanol in aqueous base. Show each product as it would be ionized in this solution.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_forwardOne of the steps in the pentose phosphate pathway for glucose catabolism is the reaction of xylulose 5-phosphate with ribose 5-phosphate in the presence of a transketolase to give glyceraldehyde 3-phosphate and sedoheptulose 7-phosphate. (a) The first part of the reaction is nucleophilic addition of thiamin diphosphate (TPP) ylide to xylulose 5-phosphate, followed by a retro-aldol cleavage to give glyceraldehyde 3-phosphate and a TPPcontaining enamine. Show the structure of the enamine and the mechanism by which it is formed. (b) The second part of the reaction is addition of the enamine to ribose 5-phosphate followed by loss of TPP ylide to give sedoheptulose 7-phosphate. Show the mechanism.arrow_forward
- Draw the product of the following metabolic reaction. HCO3, ATP CH3CSC0A ADP + P₁ + H+ N-Carboxybiotin • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Consider E/Z stereochemistry of alkenes. • In cases where there is more than one answer, just draw one. • Use R1 to represent coenzyme A and acyl carrier protein. The R group tool is located in the charges and lone pairs drop-down menu.arrow_forward10. Enumerate the PUFA (Polyunsaturated Fatty Acids) and indicate the position of unsaturation? 11. Enumerate the derivatives of steroids and their functions. 12. Compare and contrast the functions lipoproteins. 13. Circle the fatty acid in each pair that has the higher melting temperature. (a) 18:1Δ9 18:2 Δ 9,12 (b) 18:0 18:1 Δ 9 (c) 18:0 16:0 14. Describe the dependence of the melting point of a fatty acid upon (a) chain length and (b) unsaturation; (c) explain these dependencies in molecular terms.arrow_forward28(c) Give name(s) of major organic product(s) of the following reaction. co,Me heat MeO,Carrow_forward
- what is the conjugate acid for H2PO41- ?arrow_forwardCholesterol-lowering drugs commonly target O HMG-COA synthase, the enzyme that catalyzes the synthesis of mevalonate O pyruvate decarboxylase complex, which catalyzes the synthesis of acetyl-CoA O mevalonate, an isoprene O HMG-COAreductase, the rate-limiting enzyme in cholesterol biosynthesis O HMG-CoA synthase, the enzyme that catalyzes the first step in cholesterol biosynthesisarrow_forwardGlyceryl tricaprate (or tricaprin) is a triacylglycerol used in foods, drugs, and cosmetics as an additive. What will be the products of the complete acid/enzymatic hydrolysis of glyceryl tricaprate, as shown below? 0 CH₂-0 HT, heat or lipase + 3H₂O CH-0 CH₂2-0 Glyceryl tricaprate O one glycerol molecule and one capric acid molecule O one glycerol molecule and three capric acid molecules O two glycerol molecules and four capric acid molecules O two glycerol molecules and two capric acid molecules 0 0arrow_forward
arrow_back_ios
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,
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,