286
MAURICE WELSCH
cates the possible occurrence of moieties unrelated to amino acids, such
as thiazole fragments (LV), sugars (streptothricin group), and fatty
acids (172e).
HO— S- CH 2 ~CHNH 2 — COOH
II
ο
Cysteic acid
(LI)
COOH
Pipecolic acid
(LII)
Ν
(
„COH— COOH
I
CH 2 NH 2
H 2 N
^N'
Η
Geamine
(Lin)
η
CHNH 2 —CH 2 —COOH
0-(2-Thiazole)-/3-alanine
(LIV)
HOOA
CH 3
I
3
CHNHP— CH—CH,
2-(l-Amino-2-methylpropyl)thiazole-4-carboxylic acid
(LV)
The latter type of compound assumes a greater importance in some
microbial metabolites. Thus DL-fumarylylalanine is a metabolic product
of Penicillium resticulosum; 3-oxydecanoic acid is bound to serine in
L-Dab—*"D-Leu—^-L-Dab—*- L-Leu
"
f
la
L-Dab-— L-Dab-— L-Threo-— L-Dab
a
a
jy
MeOct
(according to Kurihara and Suzuki)
MeOc t —2-Dab —D-Leu—L-Leu —Dab
L-Threo-—L-Threo
Dab
t
|«
\y
Dab
Dab
or
Dab
Dab
L-Threo
Dab
Μ
»
»
Dab
Dab-*- L-Threo
a |
a
Dab——L-Leu-— D-Leu-*—Dab— MeOct
a.
a.
(according to Dautrevaux and Biserte)
Proposed structures for Colistin
(LVI)
MAURICE WELSCH
cates the possible occurrence of moieties unrelated to amino acids, such
as thiazole fragments (LV), sugars (streptothricin group), and fatty
acids (172e).
HO— S- CH 2 ~CHNH 2 — COOH
II
ο
Cysteic acid
(LI)
COOH
Pipecolic acid
(LII)
Ν
(
„COH— COOH
I
CH 2 NH 2
H 2 N
^N'
Η
Geamine
(Lin)
η
CHNH 2 —CH 2 —COOH
0-(2-Thiazole)-/3-alanine
(LIV)
HOOA
CH 3
I
3
CHNHP— CH—CH,
2-(l-Amino-2-methylpropyl)thiazole-4-carboxylic acid
(LV)
The latter type of compound assumes a greater importance in some
microbial metabolites. Thus DL-fumarylylalanine is a metabolic product
of Penicillium resticulosum; 3-oxydecanoic acid is bound to serine in
L-Dab—*"D-Leu—^-L-Dab—*- L-Leu
"
f
la
L-Dab-— L-Dab-— L-Threo-— L-Dab
a
a
jy
MeOct
(according to Kurihara and Suzuki)
MeOc t —2-Dab —D-Leu—L-Leu —Dab
L-Threo-—L-Threo
Dab
t
|«
\y
Dab
Dab
or
Dab
Dab
L-Threo
Dab
Μ
»
»
Dab
Dab-*- L-Threo
a |
a
Dab——L-Leu-— D-Leu-*—Dab— MeOct
a.
a.
(according to Dautrevaux and Biserte)
Proposed structures for Colistin
(LVI)
