Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 29.SE, Problem 18VC
Identify the following intermediate in the citric acid cycle, and tell whether it has R or S stereochemistry:
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Which intermediate(s) in the citric acid cycle contain one chirality center? Which intermediate(s) contain a tertiary alcohol?
(a) Which intermediate(s) in the citric acid cycle contain one chirality center? (b) Which intermediate(s) contain a 3 °alcohol?
Which intermediate(s) in the citric acid cycle contain two chirality centers? Which intermediate(s) contain a secondary alcohol? Please write the name(s) of the intermediate(s) given beneath the structures.
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
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- The aconitase-catalyzed addition of water to cis-aconitate in the citric acid cycle occurs with the following stereochemistry. Does the addition of the OH group occur on the Re or Si face of the substrate? What about the addition of the H? Do the H and OH groups add from the same side of the double bond or from opposite sides?arrow_forwardTriose phosphate isomerase catalyzes the conversion of dihydroxyacetone phosphate (DHAP) into glyceraldehyde-3-phosphate (G3P). Which of the following illustrates this chemical reaction? a) A b) B c) C d) Darrow_forwardDraw the reaction then identify the reaction mechanism that took place, SN1, SN2 and etc. Metabolic pathway: Conversion of Pyruvate to Acetyl CoA Citric acid cycle Gluconeogensis pathway (pyruvate to glucose)arrow_forward
- In glycerol metabolism, the oxidation of sn-glycerol 3-phosphate to give dihydroxyacetone phosphate is catalyzed by sn-glycerol-3-phosphate dehydrogenase, with NAD+ as cofactor. The reaction is stereospecific, occurring exclusively on the Re face of the nicotinamide ring.arrow_forwardThe oxidation of glyceraldehyde-3-phosphate to 1,3-bisphosphoglycerate is an endergonic reaction, but the flow through this point in glycolysis proceeds smoothly. How is the unfavorable equilibrium constant overcome?arrow_forwardWhy is the reaction that is catalyzed by E3 in the oxidative decarboxylation of pyruvate by the pyruvate dehydrogenase complex not involved in the forming of the product (acetyl CoA) but still is important to the process of the complex? Explain why it is important.arrow_forward
- Which of the reactions are spontaneous (favorable)? 1)DHAP↽−−⇀glyceraldehyde-3-phosphateΔ?=3.8 kJ/mol 2)L-malate+NAD+⟶oxaloacetate+NADH+H+Δ?=29.7 kJ/mol- 3) glutamate+NAD++H2O⟶NH+4+α-ketoglutarate+NADH+H+Δ?=3.7 kcal/ 4) C6H13O9P+ATP⟶C6H14O12P2+ADPΔ?=−14.2KJ/mol 5) −Rh(I)C2H6Δ?=−150.97 kJ/molC2H4+H2→Rh(I)C2H6ΔG=−150.97 kJ/mol 6) C4H4O5⟶C4H2O4+H2OΔ?=3.1 kJ/molarrow_forwardList the following in order of increasing tendency to accept electrons: (a) α-ketoglutarate + CO2 (yielding isocitrate); (b) oxaloacetate; (c) O2; (d) NADP+.arrow_forwardWhy is Step 3 of glycolysis called the commitment step?arrow_forward
- There are eight chemical reactions that occur in the citric acid cycle process. The reactions of the citric acid cycle are shown in the figure below. You were introduced to several classes of organic reactions. These classes include esterification, decarboxylation, hydration reactions, dehydration of alcohols, oxidation of alcohols, oxidation of aldehydes, reduction of aldehydes, and reduction of ketones. Find at least one of these reaction classes in the citric acid cycle. List the reaction number and the reaction. Write a sentence or two on how you were able to make the classification.arrow_forwardWhat acyl group does pyruvate decarboxylase transfer to a proton? a. What acyl group does the pyruvate dehydrogenase complex transfer to coenzyme A? b. What acyl group does transketolase transfer to ribose-5-P?arrow_forward1. The phosphorylation of glucose with HPO42- forms glucose 1-phosphate and water and requires 5.0kcal/mol of energy. a. Write the equation for this reaction. b. This unfavorable reaction can be driven by the hydrolysis of ATP to ADP. Write the equation for the coupled reaction. c. Calculate the energy change for coupled reactionarrow_forward
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