1.13.11.4: gentisate 1,2-dioxygenase
This is an abbreviated version!
For detailed information about gentisate 1,2-dioxygenase, go to the full flat file.
Word Map on EC 1.13.11.4
-
1.13.11.4
-
maleylpyruvate
-
protocatechuate
-
3-hydroxybenzoate
-
pseudaminobacter
-
salicylatoxidans
-
1-hydroxy-2-naphthoate
-
3,4-dioxygenase
-
monohydroxylated
-
fumarylpyruvate
-
isofunctional
-
5-hydroxylase
-
ring-fission
-
ring-cleaving
-
extradiol
-
bicupins
-
nocardioides
-
acidovorans
- 1.13.11.4
- maleylpyruvate
- protocatechuate
- 3-hydroxybenzoate
-
pseudaminobacter
- salicylatoxidans
- 1-hydroxy-2-naphthoate
-
3,4-dioxygenase
-
monohydroxylated
- fumarylpyruvate
-
isofunctional
-
5-hydroxylase
-
ring-fission
-
ring-cleaving
-
extradiol
-
bicupins
- nocardioides
- acidovorans
Reaction
Synonyms
2,5-dihydroxybenzoate dioxygenase, DsmD, EC 1.13.1.4, EC 1.99.2.4, eGDO, GDO, GDO-II, gdoA, GDOsp, GenH, gentisate dioxygenase, gentisate oxygenase, gentisate-1,2-dioxygenase, gentisic acid oxidase, gtdA-2, hbzE, Nagl1, Nagl2, Nagl3, NarI, oxygenase, gentisate 1,2-di-, P25X gentisate 1,2-dioxygenase, P35X gentisate 1,2-dioxygenase, salicylate 1,2-dioxygenase, SDO
ECTree
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Substrates Products
Substrates Products on EC 1.13.11.4 - gentisate 1,2-dioxygenase
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REACTION DIAGRAM
3-aminosalicylate + O2
(2E,4Z)-2-amino-6-oxohepta-2,4-dienoate
-
-
-
?
3-bromosalicylate + O2
(2E,4Z)-2-bromo-6-oxohepta-2,4-dienoate
low activity
-
-
?
3-bromosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3-chlorosalicylate + O2
(2E,4Z)-2-chloro-6-oxohepta-2,4-dienoate
low activity
-
-
?
3-chlorosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3-hydroxysalicylate + O2
(2E,4Z)-2-hydroxy-6-oxohepta-2,4-dienoate
low activity
-
-
?
3-hydroxysalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3-methylgentisate + O2
3-methyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax is 10.1% of Vmax for gentisate
-
-
?
3-methylsalicylate + O2
(2Z,4Z)-2-methyl-6-oxohepta-2,4-dienoate
low activity
-
-
?
3-methylsalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
4-aminosalicylate + O2
(2Z,4E)-3-amino-6-oxohepta-2,4-dienoate
-
-
-
?
4-bromosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
4-chlorosalicylate + O2
(2Z,4E)-3-chloro-6-oxohepta-2,4-dienoate
low activity
-
-
?
4-chlorosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
4-hydroxysalicylate + O2
(2Z,4E)-3-hydroxy-6-oxohepta-2,4-dienoate
low activity
-
-
?
4-hydroxysalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
4-methylsalicylate + O2
(2Z,4Z)-3-methyl-6-oxohepta-2,4-dienoate
low activity
-
-
?
4-methylsalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
5-bromosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
5-chlorosalicylate + O2
(2Z,4E)-4-chloro-6-oxohepta-2,4-dienoate
low activity
-
-
?
5-chlorosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
5-fluorosalicylate + O2
(2Z,4E)-4-fluoro-6-oxohepta-2,4-dienoate
low activity
-
-
?
5-methylsalicylate + O2
(2Z,4Z)-4-methyl-6-oxohepta-2,4-dienoate
low activity
-
-
?
1-hydroxy-2-naphthoate + O2
?
weak activity
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
the enzyme is highly specific for 2,5-dihydroxybenzoate
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
the enzyme is highly specific for 2,5-dihydroxybenzoate
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
the enzyme is involbved in the 3-phenylpropionic acid deg´radation pathway
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
i.e. gentisate
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
i.e. gentisate
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
-
-
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
-
i.e. gentisate
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
narrow substrate specificity
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
narrow substrate specificity
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
-
-
-
-
?
2,5-dihydroxybenzoate + O2
maleylpyruvate
-
-
-
?
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3,4-dichlorosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3,5-dibromosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3-aminosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax is 48.5% of Vmax for gentisate
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-bromogentisate + O2
3-bromo-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-chlorogentisate + O2
3-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-chlorogentisate + O2
3-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
Rhizorhabdus dicambivorans Ndbn-20
-
-
-
-
?
3-ethyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-ethylgentisate + O2
3-ethyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-ethylgentisate + O2
3-ethyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-ethylgentisate + O2
3-ethyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax is 39.7% of Vmax for gentisate
-
-
?
3-ethylgentisate + O2
3-ethyl-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax is 39.7% of Vmax for gentisate
-
-
?
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax of recombinant enzyme is 20.5% higher compared to gentisate
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-fluorogentisate + O2
3-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
Vmax of recombinant enzyme is 20.5% higher compared to gentisate
-
-
?
3,4-dihydroxy-6-oxo-hepta-2,4-dienedioic acid
-
minor pathway
-
-
?
3-hydroxybenzoate + O2
3,4-dihydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-hydroxybenzoate + O2
3,4-dihydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-hydroxybenzoate + O2
3,4-dihydroxy-6-oxo-hepta-2,4-dienedioic acid
-
main pathway
-
-
?
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropyl-gentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropyl-gentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropyl-gentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropylgentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropylgentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-isopropylgentisate + O2
4-hydroxy-3-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
Vmax is 57.1% of Vmax for gentisate
-
-
?
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
3-methylgentisate + O2
4-hydroxy-3-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
2-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-chlorogentisate + O2
2-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-chlorogentisate + O2
2-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-chlorogentisate + O2
2-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-chlorogentisate + O2
2-chloro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
2-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-fluorogentisate + O2
2-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-fluorogentisate + O2
2-fluoro-4-hydroxy-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-hydroxy-2-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-isopropylgentisate + O2
4-hydroxy-2-isopropyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-hydroxy-2-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-methylgentisate + O2
4-hydroxy-2-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-methylgentisate + O2
4-hydroxy-2-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-methylgentisate + O2
4-hydroxy-2-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
4-methylgentisate + O2
4-hydroxy-2-methyl-6-oxo-hepta-2,4-dienedioic acid
-
-
-
-
?
(2Z,4E)-4-amino-6-oxohepta-2,4-dienedioate
-
-
-
?
5-aminosalicylate + O2
(2Z,4E)-4-amino-6-oxohepta-2,4-dienedioate
-
-
-
?
5-aminosalicylate + O2
?
-
a gentisate 1,2-dioxygenase with an extremely relaxed substrate specificity is responsible for the unusual oxidation of salicylate by Pseudoaminobacter salicylatoxidans BN12. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
5-aminosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
5-aminosalicylate + O2
?
-
a gentisate 1,2-dioxygenase with an extremely relaxed substrate specificity is responsible for the unusual oxidation of salicylate by Pseudoaminobacter salicylatoxidans BN12. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
5-aminosalicylate + O2
?
-
kcat/KM is less than 1% of the kcat/Km for gentisate
-
-
?
5-aminosalicylate + O2
?
partly preferred substrate
-
-
?
5-aminosalicylate + O2
?
partly preferred substrate
-
-
?
5-fluorosalicylate + O2
?
-
kcat/KM is 1.4% of the kcat/Km for gentisate
-
-
?
5-methylsalicylate + O2
?
-
kcat/KM is 1.5% of the kcat/Km for gentisate
-
-
?
gentisate + O2
maleylpyruvate
-
gentisate 1,2-dioxygenase with an extraordinary substrate range. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
gentisate + O2
maleylpyruvate
-
gentisate 1,2-dioxygenase with an extraordinary substrate range. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
gentisate + O2
maleylpyruvate
-
preferred substrate
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
a gentisate 1,2-dioxygenase with an extremely relaxed substrate specificity is responsible for the unusual oxidation of salicylate by Pseudoaminobacter salicylatoxidans BN12. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
kcat/KM is 6.6% of the kcat/Km for gentisate
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
a gentisate 1,2-dioxygenase with an extremely relaxed substrate specificity is responsible for the unusual oxidation of salicylate by Pseudoaminobacter salicylatoxidans BN12. Relative activities with salicylate, 5-aminosalicylate, 1-hydroxy-2-naphthoate, and gentisate with both preparations are about 1:10:40:120
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
-
-
-
?
salicylate + O2
2-oxohepta-3,5-dienedioic acid
-
-
-
?
?
-
no activity with salicylate, 3-methylsalicylate, 4-methylsalicylate, 5-methylsalicylate, 3-bromosalicylate, 4-bromosalicylate, 5-iodosalicylate, and 1-hydroxy-2-naphthoate
-
-
?
additional information
?
-
-
no activity with salicylate, 3-methylsalicylate, 4-methylsalicylate, 5-methylsalicylate, 3-bromosalicylate, 4-bromosalicylate, 5-iodosalicylate, and 1-hydroxy-2-naphthoate
-
-
?
additional information
?
-
no activity with salicylate, 3-methylsalicylate, 4-methylsalicylate, 5-methylsalicylate, 3-bromosalicylate, 4-bromosalicylate, 5-iodosalicylate, and 1-hydroxy-2-naphthoate
-
-
?
additional information
?
-
methyl 2,5-dihydroxybenzoate, 1,4-benzoquinone, 2,5-dihydroxybenzaldehyde, 4,5-dihydroxy-1,3-benzene-disulphonic acid and 2,3,5,6-tetrachloro-1,4-benzenediol give no substrate activity
-
-
?
additional information
?
-
-
methyl 2,5-dihydroxybenzoate, 1,4-benzoquinone, 2,5-dihydroxybenzaldehyde, 4,5-dihydroxy-1,3-benzene-disulphonic acid and 2,3,5,6-tetrachloro-1,4-benzenediol give no substrate activity
-
-
?
additional information
?
-
-
no activity with: 6-methylgentisate, 3,4-dimethylgentisate
-
-
?
additional information
?
-
-
the salicylate 1,2-dioxygenase from Pseudaminobacter salicylatoxidans strain BN12 is a versatile gentisate 1,2-dioxygenase that converts both gentisate (2,5-dihydroxybenzoate) and various monohydroxylated substrates
-
-
?
additional information
?
-
the purified enzyme is able to convert various salicylates that carried methyl-, fluoro-, chloro-, bromo-, or iodo-substituents in the 3-, 4-, or 5-position, although in general with much lower specific activities than observed with 5-amino- or 5-hydroxysalicylate. No activity with 6-hydroxysalicylate, 5-carboxysalicylate, 5-sulfosalicylate, 5-nitrosalicylate, 3,5-dibromosalicylate, 3,5-diiodosalicylate, or 3,4-dihydroxysalicylate
-
-
?
additional information
?
-
-
the purified enzyme is able to convert various salicylates that carried methyl-, fluoro-, chloro-, bromo-, or iodo-substituents in the 3-, 4-, or 5-position, although in general with much lower specific activities than observed with 5-amino- or 5-hydroxysalicylate. No activity with 6-hydroxysalicylate, 5-carboxysalicylate, 5-sulfosalicylate, 5-nitrosalicylate, 3,5-dibromosalicylate, 3,5-diiodosalicylate, or 3,4-dihydroxysalicylate
-
-
?
additional information
?
-
-
the salicylate 1,2-dioxygenase from Pseudaminobacter salicylatoxidans strain BN12 is a versatile gentisate 1,2-dioxygenase that converts both gentisate (2,5-dihydroxybenzoate) and various monohydroxylated substrates
-
-
?
additional information
?
-
the purified enzyme is able to convert various salicylates that carried methyl-, fluoro-, chloro-, bromo-, or iodo-substituents in the 3-, 4-, or 5-position, although in general with much lower specific activities than observed with 5-amino- or 5-hydroxysalicylate. No activity with 6-hydroxysalicylate, 5-carboxysalicylate, 5-sulfosalicylate, 5-nitrosalicylate, 3,5-dibromosalicylate, 3,5-diiodosalicylate, or 3,4-dihydroxysalicylate
-
-
?
additional information
?
-
-
GDO-II is strictly inducible by aromatic substrates such as 3-hydroxybenzoate and gentisate
-
-
?
additional information
?
-
-
GDO-II is unable to utilize gentisate that is substituted at the carbon-4 position (i.e., 4-chloro- and 4-methylgentisate)
-
-
?
additional information
?
-
-
GDO-II is strictly inducible by aromatic substrates such as 3-hydroxybenzoate and gentisate
-
-
?
additional information
?
-
-
GDO-II is unable to utilize gentisate that is substituted at the carbon-4 position (i.e., 4-chloro- and 4-methylgentisate)
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additional information
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no activity with 3,6-dichlorogentisate or 6-chlorogentisate
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additional information
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Rhizorhabdus dicambivorans Ndbn-20
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no activity with 3,6-dichlorogentisate or 6-chlorogentisate
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additional information
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no activity against catechol, benzoate, 5-methylsalicylate, 5-chlorosalicylate, and homogentisate
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additional information
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no activity against catechol, benzoate, 5-methylsalicylate, 5-chlorosalicylate, and homogentisate
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additional information
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no activity against catechol, benzoate, 5-methylsalicylate, 5-chlorosalicylate, and homogentisate
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