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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

Inhibitors

Inhibitors on EC 2.3.1.47 - 8-amino-7-oxononanoate synthase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(R)-8-amino-7-oxononanoic acid
1,10-phenanthroline
-
to some extent
2,3-dichloronaphthalene-1,4-dione
-
-
2-(furan-2-yl)-1H-benzimidazole
-
-
2-amino-3-hydroxy-2-methylnonadioic acid
-
competitive, transition state analogue
2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[(trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
3-([4-[(2-fluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide
-
3-([4-[(3,4-difluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide
-
3-([4-[(3,5-difluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide
-
3-([4-[(4-fluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide
-
3-([4-[(4-nitrophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide
-
3-[[4-(benzylamino)phenyl]disulfanyl]-1H-1,2,4-triazole-1-carboxamide
-
4-(1H-inden-3-yl)naphthalene-1,2-dione
-
-
4-carboxybutyl(1-amino-1-carboxyethyl)phosphonate
-
competitive, transition state analogue
5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiine-2,3-dicarbonitrile
-
-
5,8-dihydronaphthalene-1,4-dione
-
-
5,8-dihydroxynaphthalene-1,4-dione
-
-
5-hydroxy-2-methylnaphthalene-1,4-dione
-
-
5-hydroxynaphthalene-1,4-dione
-
-
8-amino-7-oxo-8-phosphonononanoic acid
-
strong inhibition
8-Amino-7-oxononanoate
-
product inhibition in vivo
8-amino-7-oxooctanoic acid
-
achiral analog of substrate, strong inhibitor of both enzyme forms, binding to active site
biotin
citrate
-
to some extent
D-alanine
D-cycloserine
D-KAPA
-
product inhibition
D-penicillamine
-
L-enantiomer not as effective
D/L-histidine
diisopropyl fluorophosphate
-
to some extent
glycine
hydroxylamine
-
-
isoniazide
-
to some extent
L-cysteine
L-serine
methyl 3-(5,6-dioxo-5,6-dihydronaphthalen-2-yl)propanoate
-
-
methyl 3-[8-(1H-inden-3-yl)-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate
-
-
methyl 3-[8-[(4-fluorophenyl)amino]-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate
-
-
methyl 3-[8-[(4-methylphenyl)amino]-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate
-
-
N-(2-fluorophenyl)-3-(phenyldisulphanyl)-1H-1,2,4-triazole-1-carboxamide
i.e. KHG23844, induces 2.3fold higher L-alanine accumulation in the treated Arabidopsis thaliana plants. 45-day old Arabidopsis thaliana plants are completely killed by the compound. Foliar supplement of 1 mM biotin at 1 and 2 days before KHG23844 application effectively recovers the growth inhibition of plants treated with the inhibitor
N-[dichloro(fluoro)-l4-sulfanyl]-N',N'-dimethyl-N-phenylsulfuric diamide
-
-
N-[dichloro(fluoromethyl)-lambda4-sulfanyl]-N',N'-dimethyl-N-(4-methylphenyl)sulfuric diamide
-
-
naphthalene-1,2-dione
-
-
phenylhydrazine
-
-
pyridoxal 5'-phosphate
-
high concentrations
Pyruvic acid
-
-
Semicarbazide
-
-
trifluoroalanine
-
binding structure, irreversible suicide inhibition of the enzyme, involves decarboxylative defluorination of the inhibitor-PLP aldimine followed by attack of the conjugated imine by the amino group of the active site lysine to afford a covalently bound difluorinated intermediate, which can subsequently undergo further HF losses and hydrolysis to afford a 2-(pyridoximine phosphate) acetoyl protein adduct
triphenyltin acetate
additional information
-