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0.5
0.5
0.5
PG
PED
CAST
0.4
phe
0.4
0.4
0.3
0.3
0.3
pro
leu
orn
phe
pro
val
pro
leu
0.2
0.2
0.2
phe
val
orn
leu
orn
val
0.1
0.1
0.1
0
0
0
-0.1
-0.1
-0.1
NH 2
Orn
Val
O
O
H
N
N
N
H
N
H
Pro
H
H
O
H
O
N
H
O
O
N
O
H
O
H
H
H
H
N
α
H
N
H
H
D-Phe
H
O
O
Leu
OH
gramicidin S
H 2 N
HO
OH
HO
O
HO
C
OH
O
OH
C O
HO
OH
HO
HO
O
HO
O
O
O
OH
O
HO
C
O
O
HO
CO
C
O
OH
O
C O
HO
HO
O
O
O
OH
O
O
O
HO
OH
HO
O
O
OH
HO
OH
OH
HO
OH
pentagalloylglucose (PG)
P = 160, biphenyl bond = 0
HO
HO
O
HO
OH
OH
HO
O
HO
1- O -galloylpedunculagin (PED)
P = 0.14, biphenyl bond = 2
O
O
OH
O
HO
HO
O
O
H
O
O
HO
O
OH
castalagin (CAST)
P = 0.02, biphenyl bond = 3
HO
OH
Fig. 4.5 Chemical shift change of gramicidin S in the presence of tannins; P = partition
coefficient.
HO
HO
OH
OH
 
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