
Concept explainers
(a)
Interpretation: To identify the heme degradation product (1) bilirubin, (2) biliverdin, (3) stercobilin, and (4) urobilin formed at the same time
Concept introduction: Hemoglobin is a heme protein present in the red blood cells. The protein part is called globin and the non-protein part is heme. Heme is the prosthetic group that contains 4 pyrrole groups bonded together and has an iron atom in the center. The structure of the heme group is:
The first step of degradation of heme involves opening of pyrrole ring with the release of the iron atom and production of biliverdin. The iron atom released becomes part of ferritin protein. Biliverdin produced is converted bilirubin in the spleen. Bilirubin is then transported to the liver where attachment of sugar residues to the propionate side chains of the bilirubin occurs to make it more soluble. Then more solubilized bilirubin is excreted in bile and finally to the small intestine. In the small intestine, it is converted into stercobilin for excretion in feces or urobilin for excretion in urine.
(b)
Interpretation: To identify the heme degradation product (1) bilirubin, (2) biliverdin, (3) stercobilin, and (4) urobilin associated with the condition called jaundice.
Concept introduction: Hemoglobin is a heme protein present in the red blood cells. The protein part is called globin and the non-protein part is heme. Heme is the prosthetic group that contains 4 pyrrole groups bonded together and has an iron atom in the center.
The structure of the heme group is:
The first step of degradation of heme involves opening of pyrrole ring with the release of the iron atom and production of biliverdin. The iron atom released becomes part of ferritin protein. Biliverdin produced is converted bilirubin in the spleen. Bilirubin is then transported to the liver where attachment of sugar residues to the propionate side chains of the bilirubin occurs to make it more soluble. Then more solubilized bilirubin is excreted in bile and finally to the small intestine. In the small intestine, it is converted into stercobilin for excretion in feces or urobilin for excretion in urine.
(c)
Interpretation: To identify the heme degradation product (1) bilirubin, (2) biliverdin, (3) stercobilin, and (4) urobilin for which molecular oxygen is used as a reactant.
Concept introduction: Hemoglobin is a heme protein present in the red blood cells. The protein part is called globin and the non-protein part is heme. Heme is the prosthetic group that contains 4 pyrrole groups bonded together and has an iron atom in the center.
The structure of the heme group is:
The first step of degradation of heme involves opening of pyrrole ring with the release of the iron atom and production of biliverdin. The iron atom released becomes part of ferritin protein. Biliverdin produced is converted bilirubin in the spleen. Bilirubin is then transported to the liver where attachment of sugar residues to the propionate side chains of the bilirubin occurs to make it more soluble. Then more solubilized bilirubin is excreted in bile and finally to the small intestine. In the small intestine, it is converted into stercobilin for excretion in feces or urobilin for excretion in urine.
(d)
Interpretation: To identify the heme degradation product (1) bilirubin, (2) biliverdin, (3) stercobilin, and (4) urobilin which is bile pigment and has a brownish color.
Concept introduction: Hemoglobin is a heme protein present in the red blood cells. The protein part is called globin and the non-protein part is heme. Heme is the prosthetic group that contains 4 pyrrole groups bonded together and has an iron atom in the center.
The structure of the heme group is:
The first step of degradation of heme involves opening of pyrrole ring with the release of the iron atom and production of biliverdin. The iron atom released becomes part of ferritin protein. Biliverdin produced is converted bilirubin in the spleen. Bilirubin is then transported to the liver where attachment of sugar residues to the propionate side chains of the bilirubin occurs to make it more soluble. Then more solubilized bilirubin is excreted in bile and finally to the small intestine. In the small intestine, it is converted into stercobilin for excretion in feces or urobilin for excretion in urine.
Bile pigments are the colored degradation product of tetrapyrrole carbon arrangement of heme portion of hemoglobin. These are excreted in bile and give characteristic color to urine and feces.

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Chapter 15 Solutions
Organic And Biological Chemistry
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- Predicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid Ка K₁₁ name formula name formula nitrous acid HNO2 4.5×10 4 pyridine CHEN 1.7 × 10 9 4 hydrofluoric acid HF 6.8 × 10 methylamine CH3NH2 | 4.4 × 10¯ Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. solution 0.1 M NaNO2 0.1 M KF pH choose one v choose one v 0.1 M C5H5NHBr 0.1 M CH3NH3CI choose one v ✓ choose one 1 (lowest) 2 ☑ 3 4 (highest) 000 18 Ararrow_forward4. The major product from treatment of 2-propanol with the Jonesreagent is ___.A. acetone; B. none of the other answers is correct C. propene; D.propanoic acid; E carbon dioxide. Please include all steps! Thank you!arrow_forward7. All of the following compounds that are at the same oxidation levelare ___.u. methyl epoxide, v. propyne, w. propanal, x. propene,y. 2,2-dihydroxypropane, z. isopropanol?A. u,v,w,y; B. u,v,w; C. v,w,y,z; D. v, z; E. x,y,z Please include all steps. Thank you!arrow_forward
- 9. Which one of the following substituents is the worst leaving group inan SN2 reaction? A. -NH2; B. -OH; C. –F; D. NH3; E. H2O Please include all steps. Thanks!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 2.5 × 105: CO(g) + H2O(g) CO2(g) + H2(g) Use this information to complete the following table. Suppose a 7.0 L reaction vessel is filled with 1.7 mol of CO and 1.7 mol of H2O. What can you say about the composition of the mixture in the vessel at equilibrium? What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. CO2(9)+H2(g) CO(g)+H₂O(g) What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 3 CO(g)+3H2O(g) = 3 CO2(g)+3H2(g) There will be very little CO and H2O. x10 There will be very little CO2 and H2. 000 Neither of the above is true. K = ☐ K = ☐ 18 Ararrow_forward8. When ethane thiol is treated with hydrogen peroxide the product is___.A. ethane disulfide; B. diethyl sulfide; C. ethane sulfoxide; D. ethanesulfate; E. ethyl mercaptan. Please include all steps. Thanks!arrow_forward
- 5. The major product of the three step reaction that takes place when 1-propanol is treated with strong acid is?A. dipropyl ether; B. propene; C. propanal; D. isopropyl propyl ether;E. 1-hexanol Please include all steps. Thank you!arrow_forward6. The formula of the product of the addition of HCN to benzaldehydeis ___.A. C8H7NO; B. C8H6NO; C. C14H11NO; D. C9H9NO; E. C9H8NO Please include all steps. Thank you!arrow_forwardPredicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid K K a name formula name formula nitrous acid HNO2 4.5×10 hydroxylamine HONH2 1.1 × 10 8 hypochlorous acid HCIO 8 3.0 × 10 methylamine CH3NH2 | 4.4 × 10¯ 4 Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. 0.1 M KCIO solution PH choose one 0.1 M NaNO2 0.1 M CH3NH3Br 0.1 M NaBr choose one ✓ choose one v ✓ choose one 1 (lowest) ☑ 2 3 4 (highest)arrow_forward
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