Table 27.2 pK, Values for lonizable Groups of Amino Acids pK of a-COOH pK, of a-NH, pK, of Side Chain Isoelectric Amino Acid Point (pl) Alanine 2.35 9.87 6.11 Arginine 2.01 9.04 12.48 10.76 Asparagine 2.02 8.80 5.41 Aspartic acid 2.10 9.82 3.86 2.98 Cysteine 2.05 10.25 8.00 5.02 Glutamic acid 2.10 9.47 4.07 3.08 Glutamine 2.17 9.13 5.65 - Glycine 2.35 9.78 6.06 - Histidine 1.77 9.18 6.10 7.64 Isoleucine 2.32 9.76 6.04 Leucine 2.33 9.74 6.04 Lysine 2.18 8.95 10.53 9.74 Methionine 2.28 9.21 5.74 Phenylalanine 2.58 9.24 5.91 Proline 2.00 10.60 6.30 Serine 2.21 9.15 5.68 Threonine 2.09 9.10 5.60 Tryptophan 2.38 9.39 5.88 Tyrosine 2.20 9.11 10.07 5.63 Valine 2.29 9.72 6.00

World of Chemistry, 3rd edition
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Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
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Chapter21: Biochemistry
Section: Chapter Questions
Problem 6A
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Write the form of lysine most prevalent at pH 1.0 and then show its reaction with the following. Consult Table 27.2 for pKa values of the ionizable groups in lysine.

Q.) 2 mol NaOH

Table 27.2
pK, Values for lonizable Groups of Amino Acids
pK of
a-COOH
pK, of
a-NH,
pK, of
Side Chain
Isoelectric
Amino Acid
Point (pl)
Alanine
2.35
9.87
6.11
Arginine
2.01
9.04
12.48
10.76
Asparagine
2.02
8.80
5.41
Aspartic acid
2.10
9.82
3.86
2.98
Cysteine
2.05
10.25
8.00
5.02
Glutamic acid
2.10
9.47
4.07
3.08
Glutamine
2.17
9.13
5.65
-
Glycine
2.35
9.78
6.06
-
Histidine
1.77
9.18
6.10
7.64
Isoleucine
2.32
9.76
6.04
Leucine
2.33
9.74
6.04
Lysine
2.18
8.95
10.53
9.74
Methionine
2.28
9.21
5.74
Phenylalanine
2.58
9.24
5.91
Proline
2.00
10.60
6.30
Serine
2.21
9.15
5.68
Threonine
2.09
9.10
5.60
Tryptophan
2.38
9.39
5.88
Tyrosine
2.20
9.11
10.07
5.63
Valine
2.29
9.72
6.00
Transcribed Image Text:Table 27.2 pK, Values for lonizable Groups of Amino Acids pK of a-COOH pK, of a-NH, pK, of Side Chain Isoelectric Amino Acid Point (pl) Alanine 2.35 9.87 6.11 Arginine 2.01 9.04 12.48 10.76 Asparagine 2.02 8.80 5.41 Aspartic acid 2.10 9.82 3.86 2.98 Cysteine 2.05 10.25 8.00 5.02 Glutamic acid 2.10 9.47 4.07 3.08 Glutamine 2.17 9.13 5.65 - Glycine 2.35 9.78 6.06 - Histidine 1.77 9.18 6.10 7.64 Isoleucine 2.32 9.76 6.04 Leucine 2.33 9.74 6.04 Lysine 2.18 8.95 10.53 9.74 Methionine 2.28 9.21 5.74 Phenylalanine 2.58 9.24 5.91 Proline 2.00 10.60 6.30 Serine 2.21 9.15 5.68 Threonine 2.09 9.10 5.60 Tryptophan 2.38 9.39 5.88 Tyrosine 2.20 9.11 10.07 5.63 Valine 2.29 9.72 6.00
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