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ChemistryBiomoleculesAMINO ACIDMedium2 minQB
ChemistryMediuminteger

The structure of a peptide is given below.

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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:
5
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,

.

Stream:JEESubject:ChemistryTopic:BiomoleculesSubtopic:AMINO ACID
⏱ 2mℹ️ Source: QB

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