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The following fatty acid,in which the indicated carbon is labeled with 14C,is fed to an animal: 14CH3(CH2) 9COOH After allowing 30 minutes for fatty acid β\beta -oxidation,the label would most likely be recovered in:


A) acetyl-CoA.
B) beta-hydroxy butyryl-CoA.
C) both acetyl-CoA and propionyl-CoA.
D) palmitoyl-CoA.
E) propionyl-CoA.

F) B) and D)
G) A) and C)

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Which of the following statements apply (applies) to the β-oxidation of fatty acids? 1. The process takes place in the cytosol of mammalian cells. 2. Carbon atoms are removed from the acyl chain one at a time. 3. Before oxidation, fatty acids must be converted to their CoA derivatives. 4. NADP+ is the electron acceptor. 5. The products of β-oxidation can directly enter the citric acid cycle for further oxidation.


A) 1 and 3 only
B) 1,2,and 3
C) 1,2,and 5
D) 3 and 5 only
E) 4 only

F) A) and B)
G) B) and E)

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Describe the steps in the metabolic pathway in which cells oxidize a four-carbon,straight-chain,saturated fatty acid (butyrate;4:0)to the fragments that enter the citric acid cycle.Show the structures of intermediates and products,and indicate where any cofactor(s)participate(s).

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Butyrate is first activated:
Butyrate + ...

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Explain the chemical reason why the addition of water across the double bond in the second step of β\beta -oxidation occurs with the OH adding at the β\beta -carbon,not the α\alpha -carbon.Also,how does addition at the β\beta -carbon aid in the subsequent step(s)of β\beta -oxidation?

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Recall that the carbon that is \(\alpha\) to a carbonyl is readily able to become a carbanion;i.e.it is not a good electrophilic center for nucleophilic addition of a hydroxide (see Chapter 13).The \(\beta\)-carbon,by contrast is a good electrophilic center as can be readily shown by "pushing" the electrons from the C=C double bond onto the carbonyl oxygen.Addition of the OH in the \(\beta\)-position is useful for later steps since after oxidation of the OH to a carbonyl,the \(\alpha\)-carbon is even more susceptible to becoming a carbanion,as is needed for the reverse Claisen condensation catalyzed by thiolase.

In the first step of fatty acid oxidation,the fatty acid (R-COOH)is converted to its coenzyme A derivative in the following reaction: R-COOH + ATP + CoA-SH \rightarrow R-CO-S-CoA + AMP + PPi The standard free-energy change ( Δ\Delta G'° )for this reaction is -15 kJ/mol What will tend to make the reaction even more favorable when it takes place within a cell?

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The hydrolysis of PPi

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The role of hormone-sensitive triacylglycerol lipase is to:


A) hydrolyze lipids stored in the liver.
B) hydrolyze membrane phospholipids in hormone-producing cells.
C) hydrolyze triacylglycerols stored in adipose tissue.
D) synthesize lipids in adipose tissue.
E) synthesize triacylglycerols in the liver.

F) B) and D)
G) C) and D)

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Which of the following is (are) true of the oxidation of 1 mol of palmitate (a 16-carbon saturated fatty acid; 16:0) by the β-oxidation pathway, beginning with the free fatty acid in the cytoplasm? 1. Activation of the free fatty acid requires the equivalent of two ATPs. 2. Inorganic pyrophosphate (PPi) is produced. 3. Carnitine functions as an electron acceptor. 4. 8 mol of FADH2 are formed. 5. 8 mol of acetyl-CoA are formed. 6. There is no direct involvement of NAD+.


A) 1 and 5 only
B) 1,2,and 5
C) 1,2,and 6
D) 1,3,and 5
E) 5 only

F) All of the above
G) A) and C)

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If an aerobic organism (e.g. ,the bacterium E.coli) were fed each of the following four compounds as a source of energy,the energy yield per mole from these molecules would be in the order:


A) alanine > glucose > palmitate
B) glucose > alanine > palmitate
C) glucose > palmitate > alanine
D) palmitate > alanine > glucose
E) palmitate > glucose > alanine

F) C) and D)
G) A) and E)

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In the disease sprue,vitamin B12 (cobalamin) is poorly absorbed in the intestine,resulting in B12 deficiency.If each of the following fatty acids were in the diet,for which one would the process of fatty acid oxidation be most affected in a patient with sprue?


A) CH3(CH2) 10COOH
B) CH3(CH2) 11COOH
C) CH3(CH2) 12COOH
D) CH3(CH2) 14COOH
E) CH3(CH2) 18COOH

F) A) and C)
G) C) and D)

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When comparing the β\beta -oxidation and ω \omega -oxidation pathways,which one of the following statements is correct?


A) ( β\beta -oxidation and ω \omega -oxidation occur in the cytoplasm.)
B) ( β\beta -oxidation occurs at the carboxyl end of the fatty acid whereas ω \omega oxidation occurs at the methyl end.)
C) ( β\beta -oxidation occurs at the methyl end of the fatty acid,whereas ω \omega -oxidation occurs at the carboxyl end.)
D) ( β\beta -oxidation occurs mainly in the cytoplasm,whereas ω \omega -oxidation occurs mainly in the mitochondria.)
E) ( β\beta -oxidation occurs mainly in the mitochondria,whereas ω \omega -oxidation occurs mainly in the cytoplasm.)

F) B) and D)
G) A) and C)

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Draw the structure of one ketone body,and describe circumstances under which you would expect to find high concentrations of this compound in the urine of a human.

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The ketone bodies,acetoacetate...

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The carbon atoms from a fatty acid with an odd number of carbons will enter the citric acid cycle as acetyl-CoA and:


A) butyrate.
B) citrate.
C) malate.
D) succinyl-CoA.
E) ( α\alpha -ketoglutarate.)

F) C) and D)
G) B) and E)

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Saturated fatty acids are degraded by the stepwise reactions of β\beta -oxidation,producing acetyl-CoA.Under aerobic conditions,how many ATP molecules would be produced as a consequence of removal of each acetyl-CoA?


A) 2
B) 3
C) 4
D) 5
E) 6

F) C) and D)
G) B) and C)

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An experimenter studying the oxidation of fatty acids in extracts of liver found that when palmitate (16:0)was provided as substrate,it was completely oxidized to CO2.However,when undecanoic acid (11:0)was added as substrate,incomplete oxidation occurred unless he bubbled CO2 through the reaction mixture.The addition of the protein avidin,which binds tightly to biotin,prevented the complete oxidation of undecanoic acid even in the presence of CO2,although it had no effect on palmitate oxidation.Explain these observations in light of what you know of fatty acid oxidation reactions.

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Oxidation of odd-chain fatty acid yields...

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Free fatty acids in the bloodstream are:


A) bound to hemoglobin.
B) carried by the protein serum albumin.
C) freely soluble in the aqueous phase of the blood.
D) nonexistent;the blood does not contain free fatty acids.
E) present at levels that are independent of epinephrine.

F) A) and B)
G) A) and C)

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The total degradation of a fatty acid with an odd number of carbons yields acetyl-CoA and another compound,X.Show the structure of X and describe the pathway by which it is converted into a citric acid cycle intermediate,including where any cofactors participate.

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X is propionyl-CoA, and its conversion into succinyl-CoA is accomplished by the reactions in Fig. 17-12.

Complete oxidation of 1 mole of which fatty acid would yield the most ATP?


A) 16-carbon saturated fatty acid
B) 18-carbon mono-unsaturated fatty acid
C) 16-carbon mono-unsaturated fatty acid
D) 16-carbon poly-unsaturated fatty acid
E) 14-carbon saturated fatty acid

F) C) and E)
G) B) and E)

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B

Which compound is an intermediate of the β\beta -oxidation of fatty acids?


A) CH3-(CH2) 20-CO-COOH
B) CH3-CH2-CO-CH2-CO-OPO32-
C) CH3-CH2-CO-CH2-OH
D) CH3-CH2-CO-CO-S-CoA
E) CH3-CO-CH2-CO-S-CoA

F) B) and E)
G) B) and D)

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Carnitine is:


A) a 15-carbon fatty acid.
B) an essential cofactor for the citric acid cycle.
C) essential for intracellular transport of fatty acids.
D) one of the amino acids commonly found in protein.
E) present only in carnivorous animals.

F) A) and E)
G) C) and D)

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Ketone bodies are formed in the liver and transported to the extrahepatic tissues mainly as:


A) acetoacetyl-CoA.
B) acetone.
C) ( β\beta -hydroxybutyric acid.)
D) ( β\beta -hydroxybutyryl-CoA.)
E) lactic acid.

F) A) and D)
G) A) and E)

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