EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Question
Chapter 12, Problem 39P
Interpretation Introduction
Interpretation: The product formed when reaction only occurs on
Concept introduction: The coenzyme nicotinamide adenine dinucleotide,
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Oxaloacetic acid (or 2‑ketosuccinic acid) is a very important intermediate in metabolism. The compound is involved in the citric acid cycle for energy production within the cell. However, the compound is unstable and slowly decomposes spontaneously. Draw the decomposition products.
H
CH3
H₂C-N-CH₂-C-CH₂-
CH3 OH
The reason that this compound is required in the diet of humans is
that it:
O is part of the coenzyme A molecule.
O helps fatty acids cross the inner mitochondrial membrane.
O is involved in the reoxidation of cytosolic NADH under
anaerobic conditions.
O is a precursor of one of the most important oxidizing agents
in cells.
O is part of the flavin adenine dinucleotide molecule.
EES
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.
Chapter 12 Solutions
EBK ORGANIC CHEMISTRY
Ch. 12.1 - Prob. 1PCh. 12.3 - Problem 12.2 What alkane is formed when each...Ch. 12.3 - Prob. 3PCh. 12.3 - Prob. 4PCh. 12.3 - Prob. 5PCh. 12.3 - Prob. 6PCh. 12.3 - Compound Molecular formula before...Ch. 12.4 - Problem 12.8 Draw the products formed when...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Problem 12.11 (a) Draw the structure of a compound...Ch. 12.5 - Prob. 12PCh. 12.5 - Prob. 13PCh. 12.6 - Problem 12.14 Draw the products of each...Ch. 12.8 - Prob. 15PCh. 12.8 - Problem 12.16 Draw all stereoisomers formed when...Ch. 12.9 - Prob. 17PCh. 12.9 - Problem 12.18 Draw the products formed when both...Ch. 12.10 - Problem 12.19 Draw the products formed when each...Ch. 12.10 - Prob. 20PCh. 12.10 - Prob. 21PCh. 12.11 - Problem 12.22 Draw the products formed when each...Ch. 12.11 - Prob. 23PCh. 12.12 - Problem 12.24 Draw the organic products in each of...Ch. 12.13 - Prob. 25PCh. 12 - 12.29 Draw the products formed when A is treated...Ch. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Prob. 33PCh. 12 - Draw the organic products formed when cyclopentene...Ch. 12 - Draw the organic products formed when allylic...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - What alkene is needed to synthesize each 1,2-diol...Ch. 12 - 12.48 Draw the products formed in each oxidative...Ch. 12 - What alkene or alkyne yields each set of products...Ch. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - 12.57 Draw the product of each asymmetric...Ch. 12 - 12.60 Identify A in the following reaction...Ch. 12 - Prob. 58PCh. 12 - 12.62 It is sometimes necessary to isomerize a cis...Ch. 12 - 12.63 Devise a synthesis of each compound from...Ch. 12 - Prob. 61P
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- Drinking methanol can cause blindness in humans, as well as a severe acidosis that may be life threatening. Methanol is toxic because it is converted in the liver to formaldehyde and formic acid by the enzymes alcohol dehydrogenase and aldehyde dehydrogenase. Methanol poisoning is treated with dialysis and infusions of bicarbonate and ethanol. Explain why each treatment is used.arrow_forwardGLYCOLYSIS: 1A) Starting with glucose (in the open-chain Fisher projection), draw out the molecular structures for each step of glycolysis. For each step, include the name of the enzyme that catalyzes the reaction. 1B) What is the net reaction of glycolysis? CITRIC ACID CYCLE: 2A) Starting with acetyl-coenzymeA and oxaloacetate, draw out the molecular structures for each step of the citric acid cycle. For each step, include the name of the enzyme that catalyzes the reaction. 2B) What is the net reaction of the citric acid cycle? What happens to each product? OXIDATIVE PHOSPHORYLATION: 3A) Thoroughly explain the biological significance of NADH/H* and FADH2 and their roles in oxidative phosphorylation. 3B) Describe and diagram the general pathway of the electrons from NADH/H+ and FADH₂ to O₂ during the electron transport chain. 3C) What is "chemiosmotic coupling", and what is its relationship to ATP synthesis? 3D) During oxidative phosphorylation, what is oxidized and what is…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
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