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2.3.1.47: 8-amino-7-oxononanoate synthase

This is an abbreviated version!
For detailed information about 8-amino-7-oxononanoate synthase, go to the full flat file.

Word Map on EC 2.3.1.47

Reaction

pimeloyl-[acyl-carrier protein]
+
L-alanine
=
8-Amino-7-oxononanoate
 +
CO2
 +
holo-[acyl-carrier protein]

Synonyms

7,8-diaminopelargonic acid aminotransferase, 7-KAP synthetase, 7-keto-8-aminopelargonate synthase, 7-keto-8-aminopelargonate synthetase, 7-keto-8-aminopelargonic acid synthase, 7-keto-8-aminopelargonic acid synthetase, 7-keto-8-aminopelargonic synthetase, 7-oxo-8-aminononanoate synthase, 8-amino-7-oxononanoate synthase, 8-amino-7-oxopelargonate synthase, AON synthase, AONS, AOP synthase, AtbioF, BioF, bioF protein, DAPA AT, KAPA synthase, KAPA synthetase, KAPAS, More, SxtA, synthase, 7-oxo-8-aminononanoate, synthetase, 7-keto-8-aminopelargonate

ECTree

     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.47 8-amino-7-oxononanoate synthase

Substrates Products

Substrates Products on EC 2.3.1.47 - 8-amino-7-oxononanoate synthase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R)-8-amino-7-oxononanoic acid + S-adenosyl-L-methionine
(7R,8S)-diaminopelargonic acid + S-adenosyl-(4-methylthio-2-oxobutanoic acid)
show the reaction diagram
-
8.6% product is formed matching the portion of S-enantiomer substrate (9.3%),37°C, direct assay with 100 mM N-(2-hydroxyethyl)piperazine-N'-(2-propanesulfonic acid) buffer (pH 8.6), 0.1 mM pyridoxal 5'-phosphate, 1 mM S-adenosyl-L-methionine, 10 microM (R)-8-amino-7-oxononanoic acid
-
-
?
(S)-8-amino-7-oxononanoic acid + (R)-8-amino-7-oxononanoic acid + S-adenosyl-L-methionine
(7R,8S)-diaminopelargonic acid + S-adenosyl-(4-methylthio-2-oxobutanoic acid)
show the reaction diagram
-
46.3% product is formed from the racemic substrate, 37°C, direct assay with 100 mM N-(2-hydroxyethyl)piperazine-N'-(2-propanesulfonic acid) buffer (pH 8.6), 0.1 mM pyridoxal 5'-phosphate, 1 mM S-adenosyl-L-methionine, 2 microM racemic 8-amino-7-oxononanoic acid
-
-
?
(S)-8-amino-7-oxononanoic acid + S-adenosyl-L-methionine
(7R,8S)-diaminopelargonic acid + S-adenosyl-(4-methylthio-2-oxobutanoic acid)
show the reaction diagram
6-carboxyhexanoyl-CoA + D-alanine
8-amino-7-oxononanoate + CoA + CO2
show the reaction diagram
-
the L-isomer of the amino acid is preferred, D-alanine shows 5fold slower reaction, interaction analysis, overview
i.e. D-KAPA
-
?
6-carboxyhexanoyl-CoA + L-alanine
8-amino-7-oxononanoate + CoA + CO2
show the reaction diagram
6-carboxyhexanoyl-CoA + L-serine
9-hydroxy-8-amino-7-oxononanoate + CoA
show the reaction diagram
-
low activity
-
?
acetyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxohexyl]guanidine + CO2 + CoA
show the reaction diagram
benzoyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxo-5-phenylpentyl]guanidine + CO2 + CoA
show the reaction diagram
butanoyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxooctyl]guanidine + CO2 + CoA
show the reaction diagram
cyclopentanoyl-CoA + L-arginine
N-[(4S)-4-amino-5-cyclopentyl-5-oxopentyl]guanidine + CO2 + CoA
show the reaction diagram
glycine + acetyl-CoA
?
show the reaction diagram
glycine + pimeloyl-CoA
?
show the reaction diagram
hexanoyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxodecyl]guanidine + CO2 + CoA
show the reaction diagram
indole-3-carboxylic acid + 1-(2,6-dihydroxyphenyl)-butan-1-one
indolchromin A + CO2 + H2O
show the reaction diagram
-
-
-
-
?
isobutanoyl-CoA + L-arginine
N-[(4S)-4-amino-6-methyl-5-oxoheptyl]guanidine + CO2 + CoA
show the reaction diagram
-
-
-
-
?
isovaleryl-CoA + L-arginine
N-[(4S)-4-amino-7-methyl-5-oxooctyl]guanidine + CO2 + CoA
show the reaction diagram
-
-
-
-
?
L-alanine + acetyl-CoA
?
show the reaction diagram
L-alanine + pimeloyl-CoA
8-amino-7-oxononanoate + CoA + CO2
show the reaction diagram
octanoyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxododecyl]guanidine + CO2 + CoA
show the reaction diagram
-
-
-
-
?
pimeloyl-CoA + D-alanine
?
show the reaction diagram
-
-
-
-
?
pimeloyl-CoA + L-alanine
8-amino-7-oxononanoate + CO2 + CoA
show the reaction diagram
pimeloyl-CoA + L-alanine
8-amino-7-oxononanoate + CoA + CO2
show the reaction diagram
pimeloyl-CoA + L-alanine
?
show the reaction diagram
-
-
-
-
?
pimeloyl-CoA + L-alanine methyl ester
?
show the reaction diagram
-
trapping and determination of the reaction intermediate using the the more stable methyl ester of the substrate, overview
-
-
?
pimeloyl-[acyl carrier protein] + L-alanine
8-amino-7-oxononanoate + CO2 + [acyl carrier protein]
show the reaction diagram
-
-
-
?
pimeloyl-[acyl-carrier protein] + L-alanine
8-amino-7-oxononanoate + CO2 + holo-[acyl-carrier protein]
show the reaction diagram
propionyl-CoA + L-arginine
N-[(4S)-4-amino-5-oxoheptyl]guanidine + CO2 + CoA
show the reaction diagram
-
-
-
-
?
propionyl-[acyl-carrier protein] + L-alanine
1-[(4S)-4-amino-5-oxoheptyl]guanidine + CO2 + holo-[acyl-carrier protein]
show the reaction diagram
-
-
-
-
?
propionyl-[acyl-carrier protein] + L-arginine
N-[(4S)-4-amino-5-oxoheptyl]guanidine + CO2 + holo-[acyl-carrier protein]
show the reaction diagram
-
-
-
-
?
additional information
?
-