JEE AdvancedChemistryBiomoleculesNumerical+3 / −1
The structure of a peptide is given below.
If the absolute values of the net charge of the peptide at , , and are , and , respectively, then what is ?
If the absolute values of the net charge of the peptide at , , and are , and , respectively, then what is ?Numerical answer
View written solutionFree
Correct answer: 5
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Identify the ionisable groups in the peptide
In a peptide, the groups that can contribute to charge are:
- the N-terminal amino group: can be protonated to
- the C-terminal carboxyl group: can be deprotonated to
- any ionisable side chains present in the amino acid residues
From the given peptide structure, the ionisable side chains are:
- one basic side chain (like Lys/Arg type) giving in acidic/neutral medium and becoming neutral only at sufficiently high pH depending on group
- one acidic side chain (like Asp/Glu type) giving in acidic medium and in neutral/basic medium
So effectively, the peptide has these charge-bearing groups:
- N-terminus: at low pH
- C-terminus: at moderate/high pH
- one acidic side chain: at moderate/high pH
- one basic side chain: at low/neutral pH
-
Charge at
At very low pH:
- N-terminus is protonated:
- basic side chain is protonated:
- C-terminus is mostly :
- acidic side chain is mostly :
Hence, so,
-
Charge at
Around neutral pH:
- N-terminus remains protonated:
- basic side chain remains protonated:
- C-terminus is deprotonated:
- acidic side chain is deprotonated:
Therefore, so,
-
Charge at
At high pH:
- N-terminus becomes largely deprotonated:
- C-terminus remains
- acidic side chain remains
- basic side chain loses proton and becomes neutral:
Thus, so,
-
Required sum
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Comparison with stored answer
The derived answer is , whereas the stored correct answer is .
Hence, I do not agree with the stored answer.
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