OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
9th Edition
ISBN: 9781305671874
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 29.SE, Problem 23MP
One 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.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
10. The main product of the following reaction is [1.1:4',1"-terphenyl]-2'-yl(1h-pyrazol-4-
yl)methanone
Ph
N-H
Ph
Draw the Fischer projection for a D-aldo-pentose. (aldehyde pentose). How many total
stereoisomers are there? Name the sugar you drew.
Draw the Fischer projection for a L-keto-hexose. (ketone pentose). How many total
stereoisomers are there? Draw the enantiomer.
Draw a structure using wedges and dashes for the following compound:
H-
Et
OH
HO-
H
H-
Me
OH
Chapter 29 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
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
Additional Science Textbook Solutions
Find more solutions based on key concepts
Sea turtles have disappeared from many regions, and one way of trying to save them is to reintroduce them to ar...
MARINE BIOLOGY
An obese 55-year-old woman consults her physician about minor chest pains during exercise. Explain the physicia...
Biology: Life on Earth with Physiology (11th Edition)
What were the major microbiological interests of Martinus Beijerinck and Sergei Winogradsky? It can be said tha...
Brock Biology of Microorganisms (15th Edition)
Label each statement about the polynucleotide ATGGCG as true or false. The polynucleotide has six nucleotides. ...
General, Organic, and Biological Chemistry - 4th edition
Identify each of the following reproductive barriers as prezygotic or postzygotic. a. One lilac species lives o...
Campbell Essential Biology with Physiology (5th Edition)
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
- Which of the following molecules are NOT typical carbohydrates? For the molecules that are carbohydrates, label them as an aldose or ketose. HO Он ОН ОН Он ОН но ΤΗ HO ОН HO eve Он он ОН ОН ОН If polyethylene has an average molecular weight of 25,000 g/mol, how many repeat units are present?arrow_forwardDraw the a-anomer cyclized pyranose Haworth projection of the below hexose. Circle the anomeric carbons. Number the carbons on the Fischer and Haworth projections. Assign R and S for each chiral center. HO CHO -H HO -H H- -OH H -OH CH₂OH Draw the ẞ-anomer cyclized furanose Haworth projection for the below hexose. Circle the anomeric carbons. Number the carbons on the Fischer and Haworth projections. HO CHO -H H -OH HO -H H -OH CH₂OHarrow_forwardName the below disaccharide. Circle any hemiacetals. Identify the numbering of glycosidic linkage, and identify it as a or ẞ. OH HO HO OH HO HO HO OHarrow_forward
- What are the monomers used to make the following polymers? F. а. b. с. d. Вецер хочому なarrow_forward1. Propose a reasonable mechanism for the following transformation. I'm looking for curved mechanistic arrows and appropriate formal charges on intermediates. OMe MeO OMe Me2N NMe2 OTBS OH xylenes OMe 'OTBSarrow_forwardWhat is the polymer made from the following monomers? What type of polymerization is used for each? а. ОН H2N но b. ن -NH2 d. H₂N NH2 довarrow_forward
- Condensation polymers are produced when monomers containing two different functional groups link together with the loss of a small molecule such as H2O. The difunctional monomer H2N(CH2)6COOH forms a condensation polymer. Draw the carbon-skeleton structure of the dimer that forms from this monomer.arrow_forwardWhat is the structure of the monomer?arrow_forward→ BINDERIYA GANBO... BINDERIYA GANBO. AP Biology Notes Gamino acid chart - G... 36:22 司 10 ☐ Mark for Review Q 1 Hide 80 8 2 =HA O=A¯ = H₂O Acid HIO HBrO HCIO Question 10 of 35 ^ Σ DELL □ 3 % Λ & 6 7 * ∞ 8 do 5 $ 4 # m 3 ° ( 9 Highlights & Notes AXC Sign out Carrow_forward
- Which representation(s) show polymer structures that are likely to result in rigid, hard materials and those that are likely to result in flexible, stretchable, soft materials?arrow_forward3. Enter the molecular weight of the product obtained from the Williamson Ether Synthesis? OH OH & OH excess CH3l Ag₂Oarrow_forwardPlease answer 1, 2 and 3 on the endarrow_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
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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Enzymes - Effect of cofactors on enzyme; Author: Tutorials Point (India) Ltd;https://www.youtube.com/watch?v=AkAbIwxyUs4;License: Standard YouTube License, CC-BY
Enzyme Catalysis Part-I; Author: NPTEL-NOC IITM;https://www.youtube.com/watch?v=aZE740JWZuQ;License: Standard Youtube License