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Periodic Chart of Amino Acids

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Periodic Chart of Amino Acids
Periodic Chart of Amino Acids
His
Histidine
H
155.16
137.14
C
6
H
9
N
3
O
2
Arg
Arginine
R
174.20
156.19
C
6
H
14
N
4
O
2
Lys
Lysine
K
146.19
128.17
C
6
H
14
N
2
O
2
Ile
Isoleucine
I
131.18
113.16
C
6
H
13
NO
2
Phe
Phenylalanine
F
165.19
147.18
C
9
H
11
NO
2
Leu
Leucine
L
131.18
113.16
C
6
H
13
NO
2
Trp
Tryptophan
W
204.23
186.21
C
11
H
12
N
2
O
2
Ala
Alanine
A
89.09
71.08
C
3
H
7
NO
2
Met
Methionine
M
149.21
131.20
C
5
H
11
NO
2
S
Pro
Proline
P
115.13
97.12
C
5
H
9
NO
2
Cys
Cysteine
C
121.16
103.14
C
3
H
7
NO
2
S
Asn
Asparagine
N
132.12
114.10
C
4
H
8
N
2
O
3
Val
Valine
V
117.15
99.13
C
5
H
11
NO
2
Gly
Glycine
G
75.07
57.05
C
2
H
5
NO
2
Ser
Serine
S
105.09
87.08
C
3
H
7
NO
3
Gln
Glutamine
Q
146.15
128.13
C
5
H
10
N
2
O
3
Tyr
Tyrosine
Y
181.19
163.17
C
9
H
11
NO
3
Asp
Aspartic Acid
D
133.10
115.09
C
4
H
7
NO
4
Glu
Glutamic Acid
E
147.13
129.11
C
5
H
9
NO
4
Thr
Threonine
T
119.12
101.10
C
4
H
9
NO
3
Periodic Chart of Amino Acids
www.bachem.com
Ser
Serine
S
105.09
87.08
C
3
H
7
NO
3
1-Letter Amino
Acid Code
Relative Molecular
Mass
M
r
– H
2
0
Molecular Formula
3-Letter Amino
Acid Code
Chemical
Structure
Chemical
Name
Basic
Non-polar
(hydrophobic)
Polar, uncharged
Acidic
Common Fmoc-Strategy SPPS* Protecting Groups
Fmoc
9-Fluorenylmethyloxy-
carbonyl
M
r
= 223.25
Mtt
4-Methyltrityl
M
r
= 257.36
Pmc
2,2,5,7,8-Pentamethyl-
chroman-6-sulfonyl
M
r
= 267.37
EP 0 293 073 B1
US Patent 4,946,971
owned by Bachem
tBu
t-Butyl
M
r
= 57.12
Fluorophore
Excitation
Wavelength
Emission
Wavelength
Abz
(2-Aminobenzoyl or Anthraniloyl)
320 nm 420 nm
N-Me-Abz
(N-Methyl-anthraniloyl)
340 - 360 nm 440 - 450 nm
AFC
(7-Amido-4-trifluoromethylcoumarin)
395 - 400 nm 495 - 505 nm
AMC
(7-Amido-4-methylcoumarin)
360 - 380 nm 440 - 460 nm
Dansyl
(5-(Dimethylamino)naphthalene-1-sulfonyl)
342 nm 562 nm
EDANS
(5-[(2-Aminoethyl)amino] naphthalene-1-
sulfonic acid)
340 nm 490 nm
FITC
(Fluorescein isothiocyanate)
490 nm 520 nm
Mca
((7-Methoxycoumarin-4-yl)acetyl)
325 nm 392 nm
4MβNA
(4-Methoxy-β-naphthylamide)
335 - 350 nm 410 - 440 nm
βNA
(β-Naphthylamide)
320 - 340 nm 410 - 420 nm
Trp
(Tryptophan)
280 nm 360 nm
Chromophore
Extinction
Wavelength
Molar Extinction
Coefficient
pNA
(p-Nitroanilide)
405 nm
410 nm
ε
405 nm
= 9450 M
-1
cm
-1
ε
410 nm
= 8800 M
-1
cm
-1
Common Boc-Strategy SPPS* Protecting Groups
Boc
t-Butyloxycarbonyl
M
r
= 101.13
Tos
Tosyl
M
r
= 155.20
Mbzl
4-Methylbenzyl
M
r
= 105.16
Bom
Benzyloxymethyl
M
r
= 121.16
2-Chloro-Z
2-Chlorobenzyloxy-
carbonyl
M
r
= 169.59
For
Formyl
M
r
= 29.02
Bachem. Leading beyond peptides
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Values listed are as reported in the literature *SPPS = Solid Phase Peptide Synthesis
Absorption and Emission Characteristics of Chromophores and Fluorophores
Periodic Chart of Amino Acids