5. Acetaminophen (Tylenol™) is a common NSAID but is hepatotoxic in high doses. It is therefore very important to excrete this xenobiotic from our bodies. Phase II Drug metabolism does this by conjugating the molecule with Glucuronic acid. Choose true statements for this organic reaction: Phase I: Glucuronidation (Conjugation) (UDPGA) но но. UGT он acetaminophen glucuronide ENZ-B! ENZ = Enzyme: UDP-glucuronyitransterase (UGT) но. HO но- он Uridine diphosphate glucuronic acid abbrv.: UDP-Glucuronic acid (UDPGA); “activated" Glucuronic acid I: Glucuronidation, i.e., adding glucuronic acid to a molecule, makes it more water-soluble. II: The phenol of acetaminophen is now part of an acetal as the glucuronide product. III: Glucuronic acid has a pKa of 3.21 and will be primarily protonated at physiological pH = 7.40. IV: Activated glucuronic acid (UDPGA) has a good diphosphate leaving group. V: This biotransformation would be classified as an oxidation reaction. [a] I, IV, & V [b] III & V [c] I, II, IV & V [d] I, II & IV [e] I& IV

Biology 2e
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Author:Matthew Douglas, Jung Choi, Mary Ann Clark
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Chapter6: Metabolism
Section: Chapter Questions
Problem 7RQ: Which of the following comparisons or contrasts between endergonic and exergonic reactions is false?...
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5. Acetaminophen (Tylenol™) is a common NSAID but is hepatotoxic in high doses. It is therefore very
important to excrete this xenobiotic from our bodies. Phase II Drug metabolism does this by
conjugating the molecule with Glucuronic acid. Choose true statements for this organic reaction:
Phase lI: Glucuronidation
(Conjugation)
vー4
(UDPGA]
но
но
UGT
он
acetaminophen glucuronide
ENZ-B:
ENZ = Enzyme:
UDP-glucuronyitransferase (UGT)
но.
но
но.
он
Uridine diphosphate glucuronic acid
abbrv.: UDP-Glucuronic acid (ÚDPGA); "activated" Glucuronic acid
I: Glucuronidation, i.e., adding glucuronic acid to a molecule, makes it more water-soluble.
II: The phenol of acetaminophen is now part of an acetal as the glucuronide product.
III: Glucuronic acid has a pKa of 3.21 and will be primarily protonated at physiological pH = 7.40.
IV: Activated glucuronic acid (UDPGA) has a good diphosphate leaving group.
V: This biotransformation would be classified as an oxidation reaction.
[a] I, IV, & V
[b] III & V
[c] I, II, IV & V
[d] I, II & IV
[e] I& IV
Transcribed Image Text:5. Acetaminophen (Tylenol™) is a common NSAID but is hepatotoxic in high doses. It is therefore very important to excrete this xenobiotic from our bodies. Phase II Drug metabolism does this by conjugating the molecule with Glucuronic acid. Choose true statements for this organic reaction: Phase lI: Glucuronidation (Conjugation) vー4 (UDPGA] но но UGT он acetaminophen glucuronide ENZ-B: ENZ = Enzyme: UDP-glucuronyitransferase (UGT) но. но но. он Uridine diphosphate glucuronic acid abbrv.: UDP-Glucuronic acid (ÚDPGA); "activated" Glucuronic acid I: Glucuronidation, i.e., adding glucuronic acid to a molecule, makes it more water-soluble. II: The phenol of acetaminophen is now part of an acetal as the glucuronide product. III: Glucuronic acid has a pKa of 3.21 and will be primarily protonated at physiological pH = 7.40. IV: Activated glucuronic acid (UDPGA) has a good diphosphate leaving group. V: This biotransformation would be classified as an oxidation reaction. [a] I, IV, & V [b] III & V [c] I, II, IV & V [d] I, II & IV [e] I& IV
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