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23 Nov 2019

The absorption of drug molecules such as aspirin(acetylsalicylic acid) depends on
their ability to penetrate nonpolar cell membranes. A large KPvalue indicates that
the drug is able to do this efficiently. AH2O ? Amembrane
Kp= [A]membrane / [A]H2O


A. Aspirin has a carboxyl group with a pKa = 3.5 Calculate theexact percent of the drug
in the uncharged (neutral) form at pH = 2. Calculate exactly the KPvalue in the stomach
at pH = 2. Explain your reasoning and any simplifying assumptions.Show all work.

B. If the large intestine has a pH = 5.5, estimate the percentin the uncharged form at this
pH. What do you predict will be the ?G

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