Travoprost is a drug used to treat the build-up of pressure in the eye. It is administered as eye drops. HO CF3 Travoprost (pressure inside the eye, including glaucoma) a) Redraw the structure and incorporate suitable modifications or functional group(s) to: i) increase the polarity of the molecule ii) increase the lipophilicity of the molecule In each case, briefly explain what change(s) you have incorporated and the rationale behind your structural modification. b) Redraw the structure and identify 5 sites that could be targeted by metabolic enzymes, such as cytochrome P450s or transferases. Show two examples of structures arising from potential metabolic activity, using an enzyme or enzymes of Your choice,

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter18: Carboxylic Acids
Section: Chapter Questions
Problem 18.54P
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Travoprost is a drug used to treat the build-up of pressure in the eye. It is
administered as eye drops.
HO
CF3
ÕH
Travoprost (pressure inside the eye, including glaucoma)
a) Redraw the structure and incorporate suitable modifications or functional group(s)
to:
i) increase the polarity of the molecule
ii) increase the lipophilicity of the molecule
In each case, briefly explain what change(s) you have incorporated and the rationale
behind your structural modification.
b) Redraw the structure and identify 5 sites that could be targeted by metabolic
enzymes, such as cytochrome P450s or transferases. Show two examples of
structures arising from potential metabolic activity, using an enzyme or enzymes of
your choice.
Transcribed Image Text:Travoprost is a drug used to treat the build-up of pressure in the eye. It is administered as eye drops. HO CF3 ÕH Travoprost (pressure inside the eye, including glaucoma) a) Redraw the structure and incorporate suitable modifications or functional group(s) to: i) increase the polarity of the molecule ii) increase the lipophilicity of the molecule In each case, briefly explain what change(s) you have incorporated and the rationale behind your structural modification. b) Redraw the structure and identify 5 sites that could be targeted by metabolic enzymes, such as cytochrome P450s or transferases. Show two examples of structures arising from potential metabolic activity, using an enzyme or enzymes of your choice.
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