Nonpolar Aliphatic Amino Acids CH3 CH3 H CH3 -CH3 HO cooe Cooe H,N Isoleucine (le; I) HạN coo H,N Alanıne (Ala; A) H3N Glyclne (Gly; G) Valline (Val; V) Leudine (Leu; L) Nonpolar Aromatic Amino Acids но Nonpolar Amino Acids CH3 HN HgN H,N HN COo Co Prolline (Pro; P) Methlonine (Met; M) Phenylalanlne (Phe; F) Tyroslne (Tyr; Y) Tryptophan (Trp; w) Polar Amino Acids NH2 - NH2 но HS Но CH COoe cooe C00 e co0e Serine (Ser; S) Cystelne (Cys; C) Threonine (Thr; T) Asparaglne (Asn; N) Glutamine (Gin; Q) Positively Charged Polar Amino Acids Negatively Charged Polar Amino Acids H,N NH2 HN HN: e COoe cooe coo cooe HIstidine (Hls; H) Lysine (Lys; K) Arginine (Arg; R) Aspartic Acld (Asp; D) Glutamlc Acld (Glu; E) A FIGURE 5.3 The 20 common amino acids found in proteins. The chemical structures of the 20 common a-amino acids that are incorporated into proteins are shown and arranged here in the order in which they are discussed in the text. The "side chain" or "R group" of each amino acid is highlighted in green. Below each amino acid are its name, its three-letter abbreviation, and its one-letter abbreviation. TABLE 5.1 Properties of the common amino acids found in proteins Abbreviations: 1- pK, of a-COOH and 3-letter codes pKg of a-NHj Group pKg of lonizing Side Chain Residue Mass (daltons) Occurrence in Name Group Proteins (mol %) Alanine А, Ala 2.3 9.7 71.08 8.7 Arginine R, Arg 2.2 9.0 12.5 156.20 5.0 Asparagine Aspartic acid N, Asn 2.0 8.8 114.11 4.2 D, Asp 2.1 9.8 3.9 115.09 5.9 C, Cys Q, Gln Cysteine 1.8 10.8 8.3 103.14 1.3 Glutamine 2.2 9.1 128.14 3.7 Glutamic acid E, Glu 2.2 9.7 4.2 129.12 6.6 Glycine G, Gly 2.3 9.6 57.06 7.9 Histidine H, His 1.8 9.2 6.0 137.15 2.4 I, lle L, Leu Isoleucine 2.4 9.7 113.17 5.5 Leucine 2.4 9.6 113.17 8.9 К, Lys М, Met F, Phe P, Pro S, Ser Lysine 2.2 9.0 10.0 128.18 5.5 Methionine 2.3 9.2 131.21 2.0 Phenylalanine 1.8 9.1 147.18 4.0 Proline 2.0 10.6 97.12 4.7 Serine 2.2 9.2 87.08 5.8 Threonine T, Thr 2.6 10.4 101.11 5.6 W, Trp Y, Tyr V, Val Tryptophan 2.4 9.4 186.21 1.5 Tyrosine 2.2 9.1 10.1 163.18 3.5 Valine 2.3 9.6 99.14 7.2

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
Section: Chapter Questions
Problem 1P
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Question

What is the optimum pH to separate a mixture of lysine, arginine, and
cysteine using electrophoresis? Draw the structures of the three amino acids
in the protonation state that would predominate at the pH you have chosen.
(as shown) For each amino acid, indicate the net charge at the chosen pH as well as the direction of migration and relative mobility in the electric field.

Nonpolar Aliphatic Amino Acids
CH3
CH3
H
CH3
-CH3
HO
cooe
Cooe
H,N
Isoleucine (le; I)
HạN
coo
H,N
Alanıne (Ala; A)
H3N
Glyclne (Gly; G)
Valline (Val; V)
Leudine (Leu; L)
Nonpolar Aromatic Amino Acids
но
Nonpolar Amino Acids
CH3
HN
HgN
H,N
HN
COo
Co
Prolline (Pro; P)
Methlonine (Met; M)
Phenylalanlne (Phe; F)
Tyroslne (Tyr; Y)
Tryptophan (Trp; w)
Polar Amino Acids
NH2
- NH2
но
HS
Но
CH
COoe
cooe
C00 e
co0e
Serine (Ser; S)
Cystelne (Cys; C)
Threonine (Thr; T)
Asparaglne (Asn; N)
Glutamine (Gin; Q)
Positively Charged Polar Amino Acids
Negatively Charged Polar Amino Acids
H,N
NH2
HN
HN:
e
COoe
cooe
coo
cooe
HIstidine (Hls; H)
Lysine (Lys; K)
Arginine (Arg; R)
Aspartic Acld (Asp; D)
Glutamlc Acld (Glu; E)
A FIGURE 5.3 The 20 common amino acids found in proteins. The chemical structures of the 20 common a-amino acids
that are incorporated into proteins are shown and arranged here in the order in which they are discussed in the text. The
"side chain" or "R group" of each amino acid is highlighted in green. Below each amino acid are its name, its three-letter
abbreviation, and its one-letter abbreviation.
Transcribed Image Text:Nonpolar Aliphatic Amino Acids CH3 CH3 H CH3 -CH3 HO cooe Cooe H,N Isoleucine (le; I) HạN coo H,N Alanıne (Ala; A) H3N Glyclne (Gly; G) Valline (Val; V) Leudine (Leu; L) Nonpolar Aromatic Amino Acids но Nonpolar Amino Acids CH3 HN HgN H,N HN COo Co Prolline (Pro; P) Methlonine (Met; M) Phenylalanlne (Phe; F) Tyroslne (Tyr; Y) Tryptophan (Trp; w) Polar Amino Acids NH2 - NH2 но HS Но CH COoe cooe C00 e co0e Serine (Ser; S) Cystelne (Cys; C) Threonine (Thr; T) Asparaglne (Asn; N) Glutamine (Gin; Q) Positively Charged Polar Amino Acids Negatively Charged Polar Amino Acids H,N NH2 HN HN: e COoe cooe coo cooe HIstidine (Hls; H) Lysine (Lys; K) Arginine (Arg; R) Aspartic Acld (Asp; D) Glutamlc Acld (Glu; E) A FIGURE 5.3 The 20 common amino acids found in proteins. The chemical structures of the 20 common a-amino acids that are incorporated into proteins are shown and arranged here in the order in which they are discussed in the text. The "side chain" or "R group" of each amino acid is highlighted in green. Below each amino acid are its name, its three-letter abbreviation, and its one-letter abbreviation.
TABLE 5.1 Properties of the common amino acids found in proteins
Abbreviations: 1- pK, of a-COOH
and 3-letter codes
pKg of a-NHj
Group
pKg of lonizing
Side Chain
Residue Mass
(daltons)
Occurrence in
Name
Group
Proteins (mol %)
Alanine
А, Ala
2.3
9.7
71.08
8.7
Arginine
R, Arg
2.2
9.0
12.5
156.20
5.0
Asparagine
Aspartic acid
N, Asn
2.0
8.8
114.11
4.2
D, Asp
2.1
9.8
3.9
115.09
5.9
C, Cys
Q, Gln
Cysteine
1.8
10.8
8.3
103.14
1.3
Glutamine
2.2
9.1
128.14
3.7
Glutamic acid
E, Glu
2.2
9.7
4.2
129.12
6.6
Glycine
G, Gly
2.3
9.6
57.06
7.9
Histidine
H, His
1.8
9.2
6.0
137.15
2.4
I, lle
L, Leu
Isoleucine
2.4
9.7
113.17
5.5
Leucine
2.4
9.6
113.17
8.9
К, Lys
М, Met
F, Phe
P, Pro
S, Ser
Lysine
2.2
9.0
10.0
128.18
5.5
Methionine
2.3
9.2
131.21
2.0
Phenylalanine
1.8
9.1
147.18
4.0
Proline
2.0
10.6
97.12
4.7
Serine
2.2
9.2
87.08
5.8
Threonine
T, Thr
2.6
10.4
101.11
5.6
W, Trp
Y, Tyr
V, Val
Tryptophan
2.4
9.4
186.21
1.5
Tyrosine
2.2
9.1
10.1
163.18
3.5
Valine
2.3
9.6
99.14
7.2
Transcribed Image Text:TABLE 5.1 Properties of the common amino acids found in proteins Abbreviations: 1- pK, of a-COOH and 3-letter codes pKg of a-NHj Group pKg of lonizing Side Chain Residue Mass (daltons) Occurrence in Name Group Proteins (mol %) Alanine А, Ala 2.3 9.7 71.08 8.7 Arginine R, Arg 2.2 9.0 12.5 156.20 5.0 Asparagine Aspartic acid N, Asn 2.0 8.8 114.11 4.2 D, Asp 2.1 9.8 3.9 115.09 5.9 C, Cys Q, Gln Cysteine 1.8 10.8 8.3 103.14 1.3 Glutamine 2.2 9.1 128.14 3.7 Glutamic acid E, Glu 2.2 9.7 4.2 129.12 6.6 Glycine G, Gly 2.3 9.6 57.06 7.9 Histidine H, His 1.8 9.2 6.0 137.15 2.4 I, lle L, Leu Isoleucine 2.4 9.7 113.17 5.5 Leucine 2.4 9.6 113.17 8.9 К, Lys М, Met F, Phe P, Pro S, Ser Lysine 2.2 9.0 10.0 128.18 5.5 Methionine 2.3 9.2 131.21 2.0 Phenylalanine 1.8 9.1 147.18 4.0 Proline 2.0 10.6 97.12 4.7 Serine 2.2 9.2 87.08 5.8 Threonine T, Thr 2.6 10.4 101.11 5.6 W, Trp Y, Tyr V, Val Tryptophan 2.4 9.4 186.21 1.5 Tyrosine 2.2 9.1 10.1 163.18 3.5 Valine 2.3 9.6 99.14 7.2
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