
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Question
Consider the pentapeptide Ile-Lys-Asp-Phe-Gly and answer the following (use the pKa values in the table):
1. Draw the structure of the predominant form of the pentapeptide at pH = 12.
2. Draw the structure of the Zwitterion form of the pentapeptide.
3. What is the IpH of the peptide?
Handwritten solution

Transcribed Image Text:Table 2. pka and pl values of the standard amino acids (Lehninger et al., 2005).
pKaR
(side chain)
pKa1
pKa2
pl
Amino acid
(а-carboxyl)
(protonated a-amino)
Gly
2.34
9.60
5.97
Ala
2.34
9.69
6.01
Val
2.32
9.62
5.97
Leu
2.36
9.60
5.98
lle
2.36
9.68
6.02
Pro
1.99
10.96
6.48
Phe
1.83
9.13
5.48
5.66
Тyr
Trp
2.20
9.11
10.07
2.38
9.39
5.89
Ser
2.21
9.15
5.68
Thr
2.11
9.62
5.87
Сys
1.96
10.28
8.18
5.07
Met
2.28
9.21
5.74
Asn
2.02
8.80
5.41
Gln
2.17
9.13
5.65
Asp
1.88
9.60
3.65
2.77
Glu
2.19
9.67
4.25
3.22
2.18
Lys
Arg
8.95
10.53
9.74
2.17
9.04
12.48
10.76
His
1.82
9.17
6.00
7.59
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