OWLv2 for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th Edition, [Instant Access], 1 term (6 months)
11th Edition
ISBN: 9781305106734
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell; Shawn O. Farrell; Omar Torres
Publisher: Cengage Learning US
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 20, Problem 20.81P
Interpretation Introduction
Interpretation:
The transformation for the
Concept Introduction:
A monosaccharide in which
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
One pathway for the metabolism of D-glucose 6-phosphate is its enzyme-catalyzed
conversion to D-fructose 6-phosphate. Show that this transformation can be accom-
plished as two enzyme-catalyzed keto-enol tautomerisms.
СНО
CH,OH
C=0
enzyme
catalysis
Но
Но
H
OH
H
H.
O-
H-
-HO-
ČH,OPO,
ČH,OPO,
D-Glucose 6-phosphate
D-Fructose 6-phosphate
Isoerythrogenic acid, C18H26O2, is a acetylic fatty acid that turns vivid vle on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acid
In the biosynthesis of aromatic amino acids, erythrose-4-phosphate undergoes electrophilic addition to
phosphoenolpyruvate (PEP). Draw the products of this step, paying particular attention to regiochemistry.
ОН
OPOH
ОН
?
Enzyme
Erythrose 4-phosphate
Phosphoenolpyruvate
(PEP)
Chapter 20 Solutions
OWLv2 for Bettelheim/Brown/Campbell/Farrell/Torres' Introduction to General, Organic and Biochemistry, 11th Edition, [Instant Access], 1 term (6 months)
Ch. 20.1 - Prob. 20.1PCh. 20.2 - Prob. 20.2PCh. 20.2 - Prob. 20.3PCh. 20.3 - Prob. 20.4PCh. 20.4 - Prob. 20.5PCh. 20 - Prob. 20.6PCh. 20 - Prob. 20.7PCh. 20 - Prob. 20.8PCh. 20 - Prob. 20.9PCh. 20 - Prob. 20.10P
Ch. 20 - Prob. 20.11PCh. 20 - Prob. 20.12PCh. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Prob. 20.16PCh. 20 - Prob. 20.17PCh. 20 - Prob. 20.18PCh. 20 - .19 What is an amino sugar? Name the three amino...Ch. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Prob. 20.24PCh. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27PCh. 20 - Prob. 20.28PCh. 20 - Prob. 20.29PCh. 20 - Prob. 20.30PCh. 20 - Prob. 20.31PCh. 20 - Prob. 20.32PCh. 20 - Prob. 20.33PCh. 20 - Prob. 20.34PCh. 20 - Prob. 20.35PCh. 20 - Prob. 20.36PCh. 20 - Prob. 20.37PCh. 20 - Prob. 20.38PCh. 20 - Prob. 20.39PCh. 20 - Prob. 20.40PCh. 20 - Prob. 20.41PCh. 20 - Prob. 20.42PCh. 20 - Prob. 20.43PCh. 20 - Prob. 20.44PCh. 20 - Prob. 20.45PCh. 20 - 6 Where is glycogen stored in the human body?Ch. 20 - Prob. 20.47PCh. 20 - 8 How is it possible that cows can digest grass...Ch. 20 - Prob. 20.49PCh. 20 - Prob. 20.50PCh. 20 - 1 Hyaluronic acid acts as a lubricant in the...Ch. 20 - 2 The anticlotting property of heparin is partly...Ch. 20 - Prob. 20.53PCh. 20 - Prob. 20.54PCh. 20 - Prob. 20.55PCh. 20 - Prob. 20.56PCh. 20 - Prob. 20.57PCh. 20 - Prob. 20.58PCh. 20 - Prob. 20.59PCh. 20 - Prob. 20.60PCh. 20 - Prob. 20.61PCh. 20 - 2 In making candy or sugar syrups, sucrose is...Ch. 20 - Prob. 20.63PCh. 20 - Prob. 20.64PCh. 20 - Prob. 20.65PCh. 20 - Prob. 20.66PCh. 20 - Prob. 20.67PCh. 20 - Prob. 20.68PCh. 20 - Prob. 20.69PCh. 20 - 0 What are the structural differences between...Ch. 20 - Prob. 20.71PCh. 20 - Prob. 20.72PCh. 20 - Prob. 20.73PCh. 20 - Prob. 20.74PCh. 20 - Prob. 20.75PCh. 20 - Prob. 20.76PCh. 20 - Prob. 20.77PCh. 20 - Prob. 20.78PCh. 20 - Prob. 20.79PCh. 20 - Prob. 20.80PCh. 20 - Prob. 20.81PCh. 20 - Prob. 20.82PCh. 20 - Prob. 20.83PCh. 20 - Prob. 20.84PCh. 20 - Prob. 20.85PCh. 20 - Prob. 20.86PCh. 20 - Prob. 20.87PCh. 20 - Prob. 20.88PCh. 20 - Prob. 20.89P
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
- 4. Glycolysis is a metabolic pathway that converts glucose into pyruvate while synthesizing high-energy molecules. During one step of Glycolysis, glucose-6-phosphate (an aldose) is converted to fructose-6-phosphate (a ketose) via an ene-diol intermediate. OH OH O OP OH OH ОН ОН glucose-6-phosphate OH OH OH OP OH fructose-6-phosphate Draw arrow pushing mechanism to describe this isomerization. Use B: and HA as surrogates for basic/acidic amino acid residues.arrow_forwardrivatives: Nucleophilic Acyl Substitution Reactions - EOC O C-O [References] One step in the gluconeogenesis pathway for the biosynthesis of glucose is the partial reduction of 3-phosphoglycerate to give glyceraldehyde 3-phosphate. The process occurs by phosphorylation with ATP to give 1,3-bisphosphoglycerate, reaction with a thiol group on the enzyme to give an enzyme-bound thioester, and reduction with NADH. H-C-OH ATP ADP CH₂OPO32- 3-phosphoglycerate 0= OPO32- C H-C-OH CH₂OPO32 1,3-bisphosphoglycerate Enz-SH PO43- O= C S-Enz H-C-OH CH₂OPO3² (Enzyme-bound thioester) NADH/H+ O=C NAD*, Enz-SH H H-C-OH CH₂OPO3²- glyceraldehyde 3-phosphate Propose a structure for the first intermediate in the reaction of the enzyme-bound thioester with NADH to form glyceraldehyde 3-phosphate. To simplify the drawing process, substitute the structure below for the enzyme-bound thioester. S-CH3 substitute for the CH2CH3 enzyme-bound thioester You do not have to consider stereochemistry. • You do not have…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_forward
- Carbonic anhydrase facilitates the dissolution of carbon dioxide gas into water by catalyzing its hydration. Is the catalyzed reaction efficient? By what criterion do you state that?arrow_forwardA graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Is the product capable of showing optical activity? If it is, explain how.arrow_forward28(g) Give name(s) of major organic product(s) of the following reaction. CH,CH, HBr, H,O refluxarrow_forward
- A chemist synthesized compound X as a racemic mixture. When the ketone group in X was enzymatically reduced to the corresponding alcohol, a 100% yield was obtained of the product shown below. Choose the statement that best describes this result. ОН enzyme C;H1 `OCH,CH; pH 4.0 C3H1 `OCH,CH3 ОН ÕH X (racemic) (100% yield) One enantiomer of compound X reacts quickly with the enzyme. The other enantiomer of compound X is unreactive, but rapidly equilibrates with the reactive enantiomer under the reaction conditions. Since compound X was racemic, it makes sense that only a single product was obtained. O The product is a meso compound, so either enantiomer of compound X gives the same product. One enantiomer of compound X reacts quickly with the enzyme, while the other enantiomer of compound X remains unchanged.arrow_forwardWhat is the right answer?arrow_forward2. Identify the carbon atoms of the carbohydrate rings at which the oxidation takes place by circling the carbon atoms in the structure that become an aldehyde or ketone group. Note: do this for the reducing sugars only! H -OH H HO Po-glucose он HO OCH, methyl e-D-glucoside но. HO OH OH a-D-fructone он HO HO HO, H HỌ HO- OH Suarose HO- HO maltosearrow_forward
- A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Does the product have any asymmetric carbon atoms or other stereocenters?arrow_forward5. Oxidation and Reduction Reactions - Product Prediction of the following reactions. OH OEt NADP+ NADPH Draw the organic productsarrow_forwardDraw the product in each of the three NADH reduction reactions shown in the pictures belowarrow_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 LearningOrganic 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