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4.1.3.27: anthranilate synthase

This is an abbreviated version!
For detailed information about anthranilate synthase, go to the full flat file.

Word Map on EC 4.1.3.27

Reaction

chorismate
+
L-glutamine
=
anthranilate
 +
pyruvate
 +
L-glutamate

Synonyms

ANTA synthase, anthranilate synthase, anthranilate synthase a1, anthranilate synthase alpha 1, anthranilate synthase alpha 2, anthranilate synthase alpha2, anthranilate synthase component I, anthranilate synthase-phosphoribosyltransferase, anthranilate synthetase, AS-I, ASA, ASA1, ASA2, ASalpha, ASalphabeta, ASalphabeta-1, ASB, ASB1, CaASA1, CaASA2, chorismate lyase, Glutamine amido-transferase, Glutamine amidotransferase, HvASa2, OASA, OASA1, OASA1D, OASA2, PhnAB, PhnAB anthranilate synthase, synthase, anthranilate, synthetase, anthranilate, TrpDE, TrpE, TrpED

ECTree

     4 Lyases
         4.1 Carbon-carbon lyases
             4.1.3 Oxo-acid-lyases
                4.1.3.27 anthranilate synthase

Inhibitors

Inhibitors on EC 4.1.3.27 - anthranilate synthase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1R,4R,5S,6S)-4-[(1-carboxyethenyl)oxy]-5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-2-carboxylic acid
-
-
(3-[[(5S)-6-([2-[6-(3-amino-3-oxopropyl)dibenzo[b,d]furan-4-yl]ethyl]amino)-5-[[2-(4-nitrophenyl)propanoyl]amino]-6-oxohexyl]carbamoyl]phenoxy)acetic acid
-
-
(3R,4R)-3,4-dihydroxycyclohexa-1,5-diene-1-carboxylic acid
-
-
(3R,4R)-3-azido-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
-
-
(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxy-6-methylidenecyclohex-1-ene-1-carboxylic acid
-
-
(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(3S)-3-[(1-carboxyethenyl)oxy]cyclohepta-1,6-diene-1-carboxylic acid
-
-
(4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
-
(4R,5S,6S)-4-amino-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohex-1-enecarboxylate
-
-
(4R,5S,6S)-5-[(1-carboxyethenyl)oxy]-4,6-dihydroxycyclohex-1-enecarboxylate
-
-
(4S,5R,6R)-4-hydroxy-5-[(1-carboxyethenyl)oxy]-6-aminocyclohex-1-enecarboxylic acid
-
-
(R)-3-(1-carboxy-ethoxy)benzoic acid
-
-
(S)-3-(1-carboxy-ethoxy)benzoic acid
-
-
1-(1-carboxy-ethyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
-
-
1-(1-carboxy-ethyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
-
-
1-(1-carboxyethyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
-
-
1-(1-carboxyethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
-
1-(2-carboxy-allyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
-
-
1-(2-carboxy-allyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
-
-
1-(2-carboxyprop-2-en-1-yl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
-
-
1-(2-carboxyprop-2-en-1-yl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
-
1-(carboxymethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
-
1-carboxymethyl -6-oxo-1,6-dihydro-pyridine-3-carboxylate
-
-
2-(1-carboxy-ethylamino)-isonicotinate
-
-
2-(3-(-(S)-5-((S)-1-amino-3-(3-chlorophenyl)-1-oxopropan-2-ylamino)-4-(3-hydroxy-4-methyl-2-nitrobenzamido)-5-oxopentylcarbamoyl)-phenoxy)acetic acid
-
-
2-(3-(3-((R)-3-((S)-1-amino-3-(3-chlorophenyl)-1-oxopropan-2-ylamino)-2-(3-hydroxy-4-methyl-2-nitrobenzamido)-3-oxopropylthio) propylcarbamoyl)phenoxy)acetic acid
-
-
2-(carboxymethyl-amino)-isonicotinate
-
-
2-amino-3-(1-carboxyethoxy)benzoic acid
-
-
2-oxoglutarate
-
reaction of component I with NH4+ as substrate
2-[(1-carboxyethyl)amino]pyridine-4-carboxylic acid
-
-
2-[(carboxymethyl)amino]pyridine-4-carboxylic acid
-
-
2-[[(1R,6R)-3-bromo-6-hydroxycyclohexa-2,4-dien-1-yl]oxy]prop-2-enoic acid
-
-
3-(1-carboxy-ethoxy)-4-hydroxymethyl benzoic acid
-
-
3-(1-carboxy-ethoxy)-4-mercaptomethyl benzoic acid
-
-
3-(1-carboxy-ethoxy)-4-methyl benzoic acid
-
-
3-(1-carboxyethoxy)-2-hydroxybenzoic acid
-
-
3-(1-carboxyethoxy)-2-nitrobenzoic acid
-
-
3-(1-carboxyethoxy)-4,5-dihydroxybenzoate
-
3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid
-
-
3-(1-carboxyethoxy)-4-(hydroxymethyl)benzoic acid
-
-
3-(1-carboxyethoxy)-4-(sulfanylmethyl)benzoic acid
-
-
3-(1-carboxyethoxy)-4-hydroxybenzoic acid
-
-
3-(1-carboxyethoxy)-4-methoxybenzoic acid
-
-
3-(1-carboxyethoxy)-4-methylbenzoic acid
-
-
3-(1-carboxyethoxy)benzoic acid
-
-
3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid
-
-
3-[(1-carboxylatoethenyl)oxy]-2-hydroxybenzoate
-
3-[(1-carboxylatoethenyl)oxy]benzoate
-
3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoate
-
3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid
-
-
3-[[(1E)-1-carboxylatobut-1-en-1-yl]oxy]-2-hydroxybenzoate
-
3-[[(1E)-1-carboxylatoprop-1-en-1-yl]oxy]-2-hydroxybenzoate
-
3-[[(E)-1-carboxylato-2-phenylethenyl]oxy]-2-hydroxybenzoate
-
4-(azidomethyl)-3-(1-carboxyethoxy)benzoic acid
-
-
4-amino-3-(1-carboxyethoxy)benzoic acid
-
-
4-amino-3-[(1-carboxyethyl)amino]benzoic acid
-
-
4-aminomethyl-3-(1-carboxy-ethoxy)benzoate
-
-
4-azidomethyl-3-(1-carboxy-ethoxy)benzoic acid
-
-
4-methylindole
-
inhibits at 0.3 mM
5-fluoro-DL-tryptophan
-
strong, 50% inhibition at 0.005 mM
5-methyl-DL-tryptophan
-
strong, 50% inhibition at 0.004 mM
5-Methyltryptophan
6-diazo-5-oxo-L-norleucine
6-fluoro-DL-tryptophan
-
strong, 50% inhibition at 0.009 mM
7-methyl-DL-tryptophan
-
inhibits at 0.3 mM
7-methyltryptophan
-
-
alpha-Methyltryptophan
-
-
anthranilate
Bromopyruvate
-
inactivation prevented by chorismate and Trp
Ca2+
-
-
Co2+
-
10 mM, 67% inhibition of enzyme from cell line R-15, 33% inhibition of enzyme from cell line R-20
Diethylamine
-
reaction of component I with NH4+ as substrate
Dimethylamine
-
reaction of component I with NH4+ as substrate
DL-4-methyltryptophan
-
-
DL-5-fluorotryptophan
DL-5-hydroxytryptophan
-
-
DL-5-Methyltryptophan
DL-6-Fluorotryptophan
-
-
elymoclavine
-
i.e. (6-methyl-8,9-didehydroergolin-8yl)methanol
Fe2+
-
-
Gln
-
reaction of component I with NH4+ as substrate
Glu
-
reaction of component I with NH4+ as substrate
iodoacetamide
L-2-Amino-4-oxo-5-chloropentanoic acid
-
irreversible, Gln protects
L-tryptophan
methylamine
-
reaction of component I with NH4+ as substrate
N-((S)-1-((S)-1-amino-3-(3-chlorophenyl)-1-oxopropan-2-ylamino)-1-oxopropan-2-yl)-3-hydroxy-4-methyl-2-nitrobenzamide
-
-
N-((S)-6-amino-1-((S)-1-amino-3-(3-chlorophenyl)-1-oxopropan-2-ylamino)-1-oxohexan-2-yl)-3-hydroxy-4-methyl-2-nitrobenzamide
-
-
N-Methylhydroxylamine
-
reaction of component I with NH4+ as substrate
N6-[3-(carboxymethoxy)benzoyl]-N2-(2,6-dimethoxybenzoyl)-L-lysyl-3-hydroxy-4-nitro-L-phenylalaninamide
-
-
N6-[3-(carboxymethoxy)benzoyl]-N2-(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-lysyl-3-chloro-L-phenylalaninamide
-
-
N6-[3-(carboxymethoxy)benzoyl]-N2-(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-lysyl-4-cyano-L-phenylalaninamide
-
-
NEM
-
reaction of component I with NH4+ as substrate
pyruvate
-
competitive with respect to chorismate, noncompetitive with respect to NH4+, reaction of component I with NH4+ as substrate
trimethylamine
-
reaction of component I with NH4+ as substrate
tryptamine
-
-
tryptophan
[(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-dien-1-yl]phosphonate
-
-
[3-([(5S)-5-[[(3-benzoylpyridin-2-yl)carbonyl]amino]-6-[(1-carbamoylcyclohexyl)amino]-6-oxohexyl]carbamoyl)phenoxy]acetic acid
-
-
[3-([(5S)-6-[(1-carbamoylcyclohexyl)amino]-5-[(3,5-dihydroxybenzoyl)amino]-6-oxohexyl]carbamoyl)phenoxy]acetic acid
-
-
[3-([(5S)-6-[(4-carbamoyl-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino]-6-oxo-5-[(4-phenoxybenzoyl)amino]hexyl]carbamoyl)phenoxy]acetic acid
-
-
[4-carboxy-2-(1-carboxyethoxy)phenyl]methanaminium
-
-
additional information
-