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EC Tree
IUBMB Comments In some organisms, this enzyme is part of a multifunctional protein, together with one or more other components of the system for the biosynthesis of tryptophan [EC 2.4.2.18 (anthranilate phosphoribosyltransferase ), EC 4.1.1.48 (indole-3-glycerol-phosphate synthase), EC 4.2.1.20 (tryptophan synthase) and EC 5.3.1.24 (phosphoribosylanthranilate isomerase)]. The native enzyme in the complex uses either glutamine or, less efficiently, NH3. The enzyme separated from the complex uses NH3 only.
The taxonomic range for the selected organisms is: Serratia marcescens The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
anthranilate synthase, anthranilate synthetase, oasa1d, oasa1, oasa2, phnab, anthranilate synthase component i, trped, caasa1, caasa2,
more
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anthranilate synthetase
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Glutamine amido-transferase
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Glutamine amidotransferase
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synthase, anthranilate
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synthetase, anthranilate
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anthranilate synthase
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anthranilate synthase
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chorismate + L-glutamine = anthranilate + pyruvate + L-glutamate
mechanism
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chorismate pyruvate-lyase (amino-accepting; anthranilate-forming)
In some organisms, this enzyme is part of a multifunctional protein, together with one or more other components of the system for the biosynthesis of tryptophan [EC 2.4.2.18 (anthranilate phosphoribosyltransferase ), EC 4.1.1.48 (indole-3-glycerol-phosphate synthase), EC 4.2.1.20 (tryptophan synthase) and EC 5.3.1.24 (phosphoribosylanthranilate isomerase)]. The native enzyme in the complex uses either glutamine or, less efficiently, NH3. The enzyme separated from the complex uses NH3 only.
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chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
chorismate + NH4+
?
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-
?
additional information
?
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glutaminase activity
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-
?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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-
?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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-
?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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-
-
?
chorismate + L-Gln
anthranilate + pyruvate + L-glutamate
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-
-
?
chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
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?
chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
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one subunit of the enzyme contains a chorismate binding site and catalyzes the formation of anthranilate via 2-amino-2-deoxyisochorismate. After the first step, the intermediate remains bound to the enzyme, where it is subsequently converted to anthranilate through the elimination of pyruvate
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-
?
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chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
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?
chorismate + L-glutamine
anthranilate + pyruvate + L-glutamate
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one subunit of the enzyme contains a chorismate binding site and catalyzes the formation of anthranilate via 2-amino-2-deoxyisochorismate. After the first step, the intermediate remains bound to the enzyme, where it is subsequently converted to anthranilate through the elimination of pyruvate
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?
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Mg2+
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required for activity
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(1R,4R,5S,6S)-4-[(1-carboxyethenyl)oxy]-5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-2-carboxylic acid
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(3R,4R)-3,4-dihydroxycyclohexa-1,5-diene-1-carboxylic acid
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(3R,4R)-3-azido-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
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(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxy-6-methylidenecyclohex-1-ene-1-carboxylic acid
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(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(3S)-3-[(1-carboxyethenyl)oxy]cyclohepta-1,6-diene-1-carboxylic acid
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(4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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(R)-3-(1-carboxy-ethoxy)benzoic acid
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(S)-3-(1-carboxy-ethoxy)benzoic acid
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1-(1-carboxy-ethyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
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1-(1-carboxy-ethyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
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1-(1-carboxyethyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
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1-(1-carboxyethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
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1-(2-carboxy-allyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
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1-(2-carboxy-allyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
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1-(2-carboxyprop-2-en-1-yl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
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1-(2-carboxyprop-2-en-1-yl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
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1-(carboxymethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
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1-carboxymethyl -6-oxo-1,6-dihydro-pyridine-3-carboxylate
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2-(1-carboxy-ethylamino)-isonicotinate
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2-(carboxymethyl-amino)-isonicotinate
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2-amino-3-(1-carboxyethoxy)benzoic acid
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2-[(1-carboxyethyl)amino]pyridine-4-carboxylic acid
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2-[(carboxymethyl)amino]pyridine-4-carboxylic acid
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2-[[(1R,6R)-3-bromo-6-hydroxycyclohexa-2,4-dien-1-yl]oxy]prop-2-enoic acid
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3-(1-carboxy-ethoxy)-4-hydroxymethyl benzoic acid
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3-(1-carboxy-ethoxy)-4-mercaptomethyl benzoic acid
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3-(1-carboxy-ethoxy)-4-methyl benzoic acid
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3-(1-carboxyethoxy)-2-hydroxybenzoic acid
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3-(1-carboxyethoxy)-2-nitrobenzoic acid
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3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid
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3-(1-carboxyethoxy)-4-(hydroxymethyl)benzoic acid
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3-(1-carboxyethoxy)-4-(sulfanylmethyl)benzoic acid
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3-(1-carboxyethoxy)-4-hydroxybenzoic acid
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3-(1-carboxyethoxy)-4-methoxybenzoic acid
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3-(1-carboxyethoxy)-4-methylbenzoic acid
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3-(1-carboxyethoxy)benzoic acid
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3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid
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3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid
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4-(azidomethyl)-3-(1-carboxyethoxy)benzoic acid
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4-amino-3-(1-carboxyethoxy)benzoic acid
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4-amino-3-[(1-carboxyethyl)amino]benzoic acid
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4-aminomethyl-3-(1-carboxy-ethoxy)benzoate
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4-azidomethyl-3-(1-carboxy-ethoxy)benzoic acid
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6-diazo-5-oxo-L-norleucine
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inhibition of Gln-dependent activity, no inactivation of NH4+-dependent activity
iodoacetamide
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inhibition of Gln-dependent activity, no inactivation of NH4+-dependent activity
[(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-dien-1-yl]phosphonate
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[4-carboxy-2-(1-carboxyethoxy)phenyl]methanaminium
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L-Trp
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feedback inhibition
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0.0031 - 0.018
chorismate
0.0031
chorismate
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0.0037
chorismate
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pH 7.0, 25°C
0.015
chorismate
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with NH4+ as cosubstrate
0.018
chorismate
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with Gln as cosubstrate
0.33
Gln
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5.9
NH4+
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-
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5.6
chorismate
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pH 7.0, 25°C
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0.03
(3S)-3-[(1-carboxyethenyl)oxy]cyclohepta-1,6-diene-1-carboxylic acid
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pH and temperature not specified in the publication
0.29
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
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pH and temperature not specified in the publication
0.0036
(R)-3-(1-carboxy-ethoxy)benzoic acid
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pH 7.0, 25°C
0.0019
(S)-3-(1-carboxy-ethoxy)benzoic acid
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pH 7.0, 25°C
0.041
1-(1-carboxy-ethyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
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pH 7.0, 25°C
0.0053
1-(1-carboxy-ethyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
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pH 7.0, 25°C
0.059
1-(2-carboxy-allyl)-2-oxo-1,2-dihydro-pyridine-4-carboxylate
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pH 7.0, 25°C
0.12
1-(2-carboxy-allyl)-6-oxo-1,6-dihydro-pyridine-3-carboxylate
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pH 7.0, 25°C
0.1
1-carboxymethyl -6-oxo-1,6-dihydro-pyridine-3-carboxylate
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pH 7.0, 25°C
0.05
2-(1-carboxy-ethylamino)-isonicotinate
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pH 7.0, 25°C
0.094
2-(carboxymethyl-amino)-isonicotinate
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pH 7.0, 25°C
0.024
3-(1-carboxy-ethoxy)-4-hydroxymethyl benzoic acid
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pH 7.0, 25°C
0.021
3-(1-carboxy-ethoxy)-4-mercaptomethyl benzoic acid
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pH 7.0, 25°C
0.026
3-(1-carboxy-ethoxy)-4-methyl benzoic acid
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pH 7.0, 25°C
0.028
3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid
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pH and temperature not specified in the publication
0.0029 - 0.03
3-(1-carboxyethoxy)-4-hydroxybenzoic acid
0.025
3-(1-carboxyethoxy)-4-methoxybenzoic acid
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pH 7.0, 25°C
0.23
3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid
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pH and temperature not specified in the publication
0.09
3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid
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pH and temperature not specified in the publication
0.043
4-amino-3-(1-carboxyethoxy)benzoic acid
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pH 7.0, 25°C
0.023
4-aminomethyl-3-(1-carboxy-ethoxy)benzoate
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pH 7.0, 25°C
0.021
4-azidomethyl-3-(1-carboxy-ethoxy)benzoic acid
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pH 7.0, 25°C
0.0029
3-(1-carboxyethoxy)-4-hydroxybenzoic acid
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pH 7.0, 25°C
0.03
3-(1-carboxyethoxy)-4-hydroxybenzoic acid
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pH and temperature not specified in the publication
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additional information
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additional information
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7.6
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7.6
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Gln-dependent activity
8.5
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6 - 8
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about 75% of maximal activity, Gln-dependent activity
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brenda
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SwissProt
brenda
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brenda
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TRPG_SERMA
193
0
20868
Swiss-Prot
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TRPE_SERMA
519
0
57658
Swiss-Prot
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A0A0G3STW7_SERMA
520
0
57071
TrEMBL
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A0A0G8B3J0_SERMA
520
0
57120
TrEMBL
-
A0A221FVM3_SERMA
191
0
21199
TrEMBL
-
A0A379ZDG6_SERMA
520
0
57164
TrEMBL
-
A0A6M5HWJ6_SERMA
520
0
57148
TrEMBL
-
A0A221DQR8_SERMA
520
0
57089
TrEMBL
-
A0A656VJQ5_SERMA
520
0
57218
TrEMBL
-
A0A1Q4NU78_SERMA
520
0
57158
TrEMBL
-
A0A8E2QUH4_SERMA
520
0
57150
TrEMBL
-
A0A542BZT8_SERMA
520
0
57189
TrEMBL
-
A0A0P0QF85_SERMA
520
0
57219
TrEMBL
-
A0A7D5XV77_SERMA
520
0
57104
TrEMBL
-
A0A1C3HEF5_SERMA
520
0
57089
TrEMBL
-
A0A2V4FP93_SERMA
520
0
57091
TrEMBL
-
A0A7I0PQE2_SERMA
520
0
57111
TrEMBL
-
A0A5C7CJM2_SERMA
520
0
57134
TrEMBL
-
A0A0G3SNS4_SERMA
191
0
21166
TrEMBL
-
A0A3E2EJQ7_SERMA
193
0
20933
TrEMBL
-
A0A8D6QWD1_SERMA
520
0
57059
TrEMBL
-
A0A2V4G9H1_SERMA
191
0
21185
TrEMBL
-
A0A8F8A6J7_SERMA
520
0
57009
TrEMBL
-
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140000
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sucrose density gradient centrifugation
141000
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sucrose density gradient centrifugation
20956
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2 * 20956 + 2 * 60000
21000
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ASI, ASII, 2 * 21000 + 2 * 60000, SDS-PAGE
additional information
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anthranilate synthetase component II has a MW of 21684 Da, determined by amino acid sequence analysis after separation of the two protein components
60000
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ASI, ASII, 2 * 21000 + 2 * 60000, SDS-PAGE
60000
-
2 * 20956 + 2 * 60000
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additional information
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subunit ASI catalyzes NH4+-dependent synthesis of anthranilate. Gln is not a substrate for ASI. ASII provides Gln-amide transfer function
tetramer
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ASI, ASII, 2 * 21000 + 2 * 60000, SDS-PAGE
tetramer
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2 * 20956 + 2 * 60000
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in complex with chorismate, glutamine and glutamate and in complex with L-tryptophan
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2°C or -10°C, activity declines to 3400 or 4000 units per mg and remains constant for several months
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immobilized metal ion affinity chromatography (Ni2+)
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His-tagged veresion expressed in Escherichia coli C41(DE3)
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Robb, F.; Hutchinson, M.A.; Belser, W.L.
Anthranilate synthetase. Some physical and kinetic properties of the enzyme from Serratia marcescens
J. Biol. Chem.
246
6908-6912
1971
Serratia marcescens
brenda
Zalkin, H.; Hwang, L.H.
Anthranilate synthetase from Serratia marcescens
J. Biol. Chem.
246
6899-6907
1971
Salmonella enterica subsp. enterica serovar Typhimurium, Serratia marcescens
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brenda
Zalkin, H.
Anthranilate synthetase
Adv. Enzymol. Relat. Areas Mol. Biol.
38
1-39
1973
Klebsiella aerogenes, Aspergillus nidulans, Bacillus subtilis, Saccharomyces cerevisiae, Chromobacterium violaceum, Delftia acidovorans, Comamonas testosteroni, Escherichia coli, Neurospora crassa, Pseudomonas aeruginosa, Pseudomonas putida, Salmonella enterica subsp. enterica serovar Typhimurium, Serratia marcescens
brenda
Tso, J.Y.; Hermodson, M.A.; Zalkin, H.
Primary structure of Serratia marcescens anthranilate synthase component II
J. Biol. Chem.
255
1451-1457
1980
Serratia marcescens
brenda
Zalkin, H.
Anthranilate synthase
Methods Enzymol.
113
287-292
1985
Serratia marcescens, Serratia marcescens HY150
brenda
Spraggon, G.; Kim, C.; Nguyen-Huu, X.; Yee, M.C.; Yanofsky, C.; Mills, S.E.
The structures of anthranilate synthase of Serratia marcescens crystallized in the presence of (i) its substrates, chorismate and glutamine, and a product, glutamate, and (ii) its end-product inhibitor, L-tryptophan
Proc. Natl. Acad. Sci. USA
98
6021-6026
2001
Serratia marcescens (P00897 and P00500), Serratia marcescens
brenda
Payne, R.J.; Bulloch, E.M.; Abell, A.D.; Abell, C.
Design and synthesis of aromatic inhibitors of anthranilate synthase
Org. Biomol. Chem.
3
3629-3635
2005
Serratia marcescens
brenda
Payne, R.J.; Bulloch, E.M.; Kerbarh, O.; Abell, C.
Inhibition of chorismate-utilising enzymes by 2-amino-4-carboxypyridine and 4-carboxypyridone and 5-carboxypyridone analogues
Org. Biomol. Chem.
8
3534-3542
2010
Serratia marcescens
brenda
Svarcova, M.; Kratky, M.; Vinsova, J.
Investigation of potential inhibitors of chorismate-utilizing enzymes
Curr. Med. Chem.
22
1383-1399
2015
Serratia marcescens
brenda
Srivastava, A.; Sinha, S.
Uncoupling of an ammonia channel as a mechanism of allosteric inhibition in anthranilate synthase of Serratia marcescens dynamic and graph theoretical analysis
Mol. Biosyst.
13
142-155
2017
Serratia marcescens
brenda