Chemistry - Biomolecules Question with Solution | TestHub
The structure of a peptide is given below.
If the absolute values of the net charge of the peptide at pH = 2, pH = 6, and pH = 11 are Iz1I , Iz2I and Iz3 I , respectively, then what is Iz1I +Iz2I +Iz3I ?
Answer:
Solution:
Question Explanation:
A given peptide structure contains several ionizable functional groups. The question asks for the absolute value of the net charge of the peptide at pH = 2, 6, and 11, and then to calculate the sum .
Concept:
This question is based on the isoelectric behaviour of peptides, acid–base properties of amino acids, and ionizable groups in peptides.
Solution:
From the structure, the peptide contains the following ionizable groups:
* N-terminal –NH2 (basic, +1 when protonated)
* C-terminal –COOH (acidic, −1 when deprotonated)
* Aspartic acid side chain –COOH (acidic, −1 when deprotonated)
* Lysine side chain –NH2 (basic, +1 when protonated)
* Tyrosine phenolic –OH (weakly acidic, ionizes only at high pH 10)
At pH = 2 (strongly acidic):
* N-terminal –NH3+ → +1
* Lysine side chain –NH3+ → +1
* All –COOH groups protonated → 0
* Tyrosine –OH unionized
Net charge:
At pH = 6 (near neutral):
* N-terminal –NH3 +→ +1
* Lysine side chain –NH3+ → +1
* C-terminal –COO⁻ → −1
* Asp side chain –COO⁻ → −1
* Tyrosine –OH unionized
Net charge:
At pH = 11 (strongly basic):
* N-terminal –NH2 → 0
* Lysine side chain –NH2 → 0
* C-terminal –COO⁻ → −1
* Asp side chain –COO⁻ → −1
* Tyrosine –O⁻ → −1
Net charge:
Thus,
.
