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?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
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?
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
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
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY