A recent article reported on the development of a new type of opioid drug that binds to a specific protein, but may not have the deleterious side-effects of many opioid drugs currently in use. The new drug is:

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter27: Amino Acids And Proteins
Section: Chapter Questions
Problem 27.39P: A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug...
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A recent article reported on the development of a new type of opioid drug that
binds to a specific protein, but may not have the deleterious side-effects of
many opioid drugs currently in use.
The new drug is:
N-
N.
The drug binds relatively tightly to the protein at low pH (Kd = 2 nM at pH =
5.5). The drug binds less tightly to the protein at higher pH (Kd = 18 nM at pH
7.4).
Consider the drug-binding site in the protein. Explain briefly what aspect of the
structure of the binding site could account for this result.
Transcribed Image Text:A recent article reported on the development of a new type of opioid drug that binds to a specific protein, but may not have the deleterious side-effects of many opioid drugs currently in use. The new drug is: N- N. The drug binds relatively tightly to the protein at low pH (Kd = 2 nM at pH = 5.5). The drug binds less tightly to the protein at higher pH (Kd = 18 nM at pH 7.4). Consider the drug-binding site in the protein. Explain briefly what aspect of the structure of the binding site could account for this result.
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