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In the protonated form of lysine, the positive charge is localized on one nitrogen atom. In the protonated form of arginine, the charge is delocalized across three nitrogen atoms. Why does this explain why the side chain of arginine has a higher pKa than the side chain of lysine?

Answer :

Answer:

[tex]pK_a[/tex] of arginine is higher than that of lysine.

Explanation:

1. According to the Bronsted-Lowry acid-base theory, a stronger base will have a weak conjugate acid.

The positive charge is more stable on [tex]sp^3[/tex] hybrid atom as compared to [tex]sp^2[/tex] hybrid atom.

Therefore, arginine is more basic as compared to lysine.

2. Moreover, 3 nitrogen atoms are present in arginine that has the capability to accept acidic protons as compared to the one nitrogen that is present in lysine.

Higher the [tex]pK_a[/tex], higher will be the basicity.

Therefore, [tex]pK_a[/tex] of arginine is higher than that of lysine.

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