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Cholic acid, a major constituent of bile, has the
Chapter 26, Problem 26SP(choose chapter or problem)
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 hydroxyl 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.
Equation Transcription:
Text Transcription:
HO
H_{3}C
OH
CH_3
OH
COOH
Questions & Answers
QUESTION:
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 hydroxyl 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.
Equation Transcription:
Text Transcription:
HO
H_{3}C
OH
CH_3
OH
COOH
ANSWER:
Solution 26SP:
Here, we are going the structure of cholic acid showing the rings in their chair conformations, and label each methyl group and hydroxyl group as axial or equatorial.
Step 1: (a)
The structure of cholic acid showing the rings in their chair conformations, and label each methyl group and hydroxyl group as axial or equatorial.