Draw the peptide ASK(ala-ser-lysine) with proper stereochemistry? what is its pI(isoelectric point)and why the structure is planar?

Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
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Draw the peptide ASK(ala-ser-lysine) with proper stereochemistry? what is its pI(isoelectric point)and why the structure is planar? Use the following table to look at pka's of the amino acids and solve this question.

TABLE 5.1 Properties of the common amino acids found in proteins
pk, of c-COOH
Group
Name
Alanine
Arginine
Asparagine
Aspartic acid
Cysteine
Glutamine
Glutamic acid
Glycine
Histidine
Isoleucine
Leucine
Lysine
Methionine
Phenylalanine
Proline
Serine
Threonine
Tryptophan
Tyrosine
Valine
Abbreviations: 1-
and 3-letter codes
A, Ala
R, Arg
N, Asn
D, Asp
C, Cys
Q, Gln
E, Glu
G, Gly
H, His
1, lle
L, Leu
K, Lys
M, Met
F, Phe
P, Pro
S, Ser
T, Thr
W. Trp
Y, Tyr
V, Val
2.3
2.2
2.0
2.1
1.8
2.2
2.2
2.3
1.8
2.4
2.4
2.2
2.3
1.8
2.0
2.2
2.6
2.4
2.2
2.3
pk, of a-NH₂
Group
9.7
9.0
8.8
9.8
10.8
9.1
9.7
9.6
9.2
9.7
9.6
9.0
9.2
9.1
10.6
9.2
10.4
9.4
9.1
9.6
pk, of lonizing
Side Chain
12.5
3.9
8.3
4.2
-
6.0
-
10.0
10.1
Residue Mass
(daltons)
71.08
156.20
114.11
115.09
103.14
128.14
129.12
57.06
137.15
113.17
113.17
128.18
131.21
147.18
97.12
87.08
101.11
186.21
163.18
99.14
Occurrence in
Proteins (mol %)
8.7
5.0
4.2
5.9
1.3
3.7
6.6
7.9
2.4
5.5
8.9
5.5
2.0
4.0
4.7
5.8
5.6
1.5
3.5
7.2
Transcribed Image Text:TABLE 5.1 Properties of the common amino acids found in proteins pk, of c-COOH Group Name Alanine Arginine Asparagine Aspartic acid Cysteine Glutamine Glutamic acid Glycine Histidine Isoleucine Leucine Lysine Methionine Phenylalanine Proline Serine Threonine Tryptophan Tyrosine Valine Abbreviations: 1- and 3-letter codes A, Ala R, Arg N, Asn D, Asp C, Cys Q, Gln E, Glu G, Gly H, His 1, lle L, Leu K, Lys M, Met F, Phe P, Pro S, Ser T, Thr W. Trp Y, Tyr V, Val 2.3 2.2 2.0 2.1 1.8 2.2 2.2 2.3 1.8 2.4 2.4 2.2 2.3 1.8 2.0 2.2 2.6 2.4 2.2 2.3 pk, of a-NH₂ Group 9.7 9.0 8.8 9.8 10.8 9.1 9.7 9.6 9.2 9.7 9.6 9.0 9.2 9.1 10.6 9.2 10.4 9.4 9.1 9.6 pk, of lonizing Side Chain 12.5 3.9 8.3 4.2 - 6.0 - 10.0 10.1 Residue Mass (daltons) 71.08 156.20 114.11 115.09 103.14 128.14 129.12 57.06 137.15 113.17 113.17 128.18 131.21 147.18 97.12 87.08 101.11 186.21 163.18 99.14 Occurrence in Proteins (mol %) 8.7 5.0 4.2 5.9 1.3 3.7 6.6 7.9 2.4 5.5 8.9 5.5 2.0 4.0 4.7 5.8 5.6 1.5 3.5 7.2
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