193k views
3 votes
At a pH above its pKa(side chain), the phenolic group of phenylalanine is ___.

a) Protonated and neutral
b) Protonated and positively charged
c) Deprotonated and neutral
d) Deprotonated and negatively charged

User Dbrrt
by
8.0k points

1 Answer

6 votes

Final answer:

At a pH above the pKa of the side chain of phenylalanine, the phenolic group is deprotonated and carries a negative charge, so the correct answer is (d) Deprotonated and negatively charged.

Step-by-step explanation:

At a pH above its pKa(side chain), the phenolic group of phenylalanine is deprotonated and negatively charged. The pKa of a molecule is the pH at which half of the molecules of that species are deprotonated. When the pH is higher than the pKa, there are more hydroxide ions (OH-) available in the solution, favoring deprotonation. As a result, the phenolic group of phenylalanine, which can release a proton from its hydroxyl group, will be in a deprotonated state. Since losing a proton results in a negative charge, the correct answer is (d) Deprotonated and negatively charged.

User Mark Handy
by
8.9k points
Welcome to QAmmunity.org, where you can ask questions and receive answers from other members of our community.