13.2) Draw the line bond structure for the general form of an amino acid using "R" to represent the side chain. Draw the N- and C- terminus groups using the forms that are predominant at physiological pH (pH=7.4). Include lone pairs in your drawing. quaternary ammonium group Quaternary ammonium groups that are attached to the a-carbons of amino acids have pKą values of about 9.5, therefore, at pH = 7.4, the acid form (quaternary ammonium group) is predominant. ANSWER: H H H-N-C H R :0: || C carboxylate group The pK values of amino acid carboxyl groups are between 2 and 5 (depending on which amino acid), therefore, at pH = 7.4, the base form (carboxylate ion) is predominant. R-group (called "side-chain")

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I don't get it at all. I struggled with my homework. Can you help me about the Henderson-Hasselbalch relation, summarized in the table below, it is possible to predict the predominant form of these groups at a particular pH? Draw the line bond structure for the general form of an amino acid using "R" to represent the side chain. Draw the N- and C-terminus groups using the forms that are predominant at physiological pH (pH = 7.4. Include lone pairs in your drawing.

13.2) Draw the line bond structure for the general form of an amino acid using “R” to represent the side chain. Draw the N- and C-
terminus groups using the forms that are predominant at physiological pH (pH = 7.4). Include lone pairs in your drawing.
quaternary ammonium group
Quaternary ammonium groups that are
attached to the a-carbons of amino
acids have pK₂ values of about 9.5,
therefore, at pH = 7.4, the acid form
(quaternary ammonium group) is
predominant.
ANSWER:
H :0:
||
H-N—C—C—0:
H
H
R
carboxylate group
The pKa values of amino acid
carboxyl groups are between 2 and 5
(depending on which amino acid),
therefore, at pH = 7.4, the base form
(carboxylate ion) is predominant.
R-group
(called "side-chain")
Transcribed Image Text:13.2) Draw the line bond structure for the general form of an amino acid using “R” to represent the side chain. Draw the N- and C- terminus groups using the forms that are predominant at physiological pH (pH = 7.4). Include lone pairs in your drawing. quaternary ammonium group Quaternary ammonium groups that are attached to the a-carbons of amino acids have pK₂ values of about 9.5, therefore, at pH = 7.4, the acid form (quaternary ammonium group) is predominant. ANSWER: H :0: || H-N—C—C—0: H H R carboxylate group The pKa values of amino acid carboxyl groups are between 2 and 5 (depending on which amino acid), therefore, at pH = 7.4, the base form (carboxylate ion) is predominant. R-group (called "side-chain")
Draw the line bond structure for the general form of an amino acid using "R" to represent the side chain. Draw the N- and C-
terminus groups using the forms that are predominant at physiological pH (pH = 7.4). Include lone pairs in your drawing.
HINT:
The structure of the predominant form of an amino acid will depend on the pH because amino acids
involve the carboxyl group/carboxylate group conjugate pair and the quaternary ammonium
group/amine group conjugate pair. Using the implications of the the Henderson-Hasselbalch
relation, summarized in the table below, it is possible to predict the predominant form of these
groups at a particular pH.
Solution
Condition
pH <pka
pH > pKa
pH = pka
Relative Amounts of
Acid and Base Forms
[HA] > [A-]
[A-] > [HA]
[HA] = [A-]
The pK₂ values of amino acid carboxyl groups are between 2 and 5 (depending on which amino
acid), therefore, at pH = 7.4, the base form (carboxylate ion) is predominant.
Quaternary ammonium groups that are attached to the a-carbons of amino acids have pk₁ values of
about 9.5, therefore, at pH = 7.4, the acid form (quaternary ammonium group) is predominant.
Transcribed Image Text:Draw the line bond structure for the general form of an amino acid using "R" to represent the side chain. Draw the N- and C- terminus groups using the forms that are predominant at physiological pH (pH = 7.4). Include lone pairs in your drawing. HINT: The structure of the predominant form of an amino acid will depend on the pH because amino acids involve the carboxyl group/carboxylate group conjugate pair and the quaternary ammonium group/amine group conjugate pair. Using the implications of the the Henderson-Hasselbalch relation, summarized in the table below, it is possible to predict the predominant form of these groups at a particular pH. Solution Condition pH <pka pH > pKa pH = pka Relative Amounts of Acid and Base Forms [HA] > [A-] [A-] > [HA] [HA] = [A-] The pK₂ values of amino acid carboxyl groups are between 2 and 5 (depending on which amino acid), therefore, at pH = 7.4, the base form (carboxylate ion) is predominant. Quaternary ammonium groups that are attached to the a-carbons of amino acids have pk₁ values of about 9.5, therefore, at pH = 7.4, the acid form (quaternary ammonium group) is predominant.
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