Cholic acid, a major constituent of bile, has the structure shown.(a) Draw the structure of cholic acid, showing the rings in their chairconformations, and label each methyl group and hydroxy group asaxial or equatorial. (Making a model may be helpful.)(b) Cholic acid is secreted in bile as an amide linked to the aminogroup of glycine. This cholic acid–amino acid combination acts asan emulsifying agent to disperse lipids in the intestines for easierdigestion. Draw the structure of the cholic acid–glycine combination,and explain why it is a good emulsifying agent.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter27: Biomolecules: Lipids
Section27.SE: Something Extra
Problem 44AP
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Cholic acid, a major constituent of bile, has the structure shown.
(a) Draw the structure of cholic acid, showing the rings in their chair
conformations, and label each methyl group and hydroxy group as
axial or equatorial. (Making a model may be helpful.)
(b) Cholic acid is secreted in bile as an amide linked to the amino
group of glycine. This cholic acid–amino acid combination acts as
an emulsifying agent to disperse lipids in the intestines for easier
digestion. Draw the structure of the cholic acid–glycine combination,
and explain why it is a good emulsifying agent.

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