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H
H2N C COOH
R
H
N C
COOH
+
+
+
+
Kb = 2.5 x 10-12
In base:
H2NCH2COO + H2O
H3NCH2COO + OH
In acid:
H3NCH2COO
H3NCH2COOH + H2O
+ H3O
II
H2NCH2COO
H3NCH2COO
+ H3O
+ H2O
III
H3NCH2COOH
+ OH
Gel or paper
pH (buffer) = 5.97
C
A
T
H
O
D
E
A
N
O
D
E
+
O
H3N CH 2 C
pI = 5.97
O
O
H3N CH 2 C
CH 2SHO
H3N CH C
OH
O
H 2N CH2 C
pI = 5.07
H2N CH 2 C
O
O
H3N CH C
CH 2SHOH
<
pI = 6.30
O
O
H 2N CH C
CH2 SH
O
H2N CH 2 C
OH
>
O
HN CH2 C
O
HO
OH
CH3
CH3
(S)-glyceraldehyde
(R)-glyceraldehyde
L-glyceraldehyde
D-glyceraldehyde
Amino Acids:
HO
H2N
HO
R
L-amino acid
O
NH2
R
D-amino acid
6
CH 3CH 2COOH
Br
CH 3CHCOOH
1. Br2 ,
PBr3
2. H 2O
NH 3
excess
Br
CH 3CH COOH
NH 2
CH 3CHCOOH
H 2N
HO
R
L-amino acid acetic
HO
H
O
NH2
R
D-amino acid
anhydride
HO
CH 3CHN
H 2N
R
acylase
HO
NHCCH 3
O
O
H
R
L-amino acid
HO
O
NHCCH 3