1.13.11.9: 2,5-dihydroxypyridine 5,6-dioxygenase
This is an abbreviated version!
For detailed information about 2,5-dihydroxypyridine 5,6-dioxygenase, go to the full flat file.
Word Map on EC 1.13.11.9
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1.13.11.9
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putida
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copperi
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dopamine
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deformylase
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alpha-hydroxylating
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peptidylglycine
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beta-monooxygenase
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biotechnology
- 1.13.11.9
- putida
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copperi
- dopamine
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deformylase
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alpha-hydroxylating
- peptidylglycine
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beta-monooxygenase
- biotechnology
Reaction
Synonyms
2,5-DHP dioxygenase, 2,5-dihydroxypyridine dioxygenase, 2,5-dihydroxypyridine oxygenase, 2,5DHP dioxygenase, EC 1.13.1.9, NicX, NicX protein, oxygenase, 2,5-dihydroxypyridine 5,6-di-, pyridine-2,5-diol dioxygenase
ECTree
1.13.11.9 2,5-dihydroxypyridine 5,6-dioxygenaseAdvanced search results
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results (Substrates Products
Substrates Products on EC 1.13.11.9 - 2,5-dihydroxypyridine 5,6-dioxygenase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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activation with 10 mM DTT and 0.5 mM FeSO4 (25 min, 25°C)
ring cleavage between carbon 5 and 6, further conversion to formic and maleamic acid is catalyzed by the NicD protein, a deformylase similar to some members of the alpha/beta-hydolase fold superfamily
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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aerobic catabolism of nicotinic acid
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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extradiol ring-cleavage dioxygenase cleaves between carbons 5 and 6
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-
?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
a series of combined quantum mechanics and molecular mechanics (QM/MM) calculations is performed to illuminate the catalytic mechanism of 2,5-dihydroxypyridine dioxygenase (NicX). On the basis of the calculations, the most plausible reaction pathway and the structures of transition states and intermediates involved in the reaction, as well as the energy profiles, are described in detail
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
two key factors may influence the substrate specificity of the enzyme (NicX): 1. the successful binding of substrates in the active center, in which the pocket residues, including His189, His105, and Glu177, play a key role in substrate recognition, 2. the activation of the substrate by electron transfer from the substrate to dioxygen. Based on the crystal structure of the 2,5-dihydroxypyridine dioxygenase (NicX), an enzyme-substrate complex model is constructed and QM/MM calculations are carried out to unravel the mechanism of NicX-catalyzed heterocyclic ring cleavage involved in the biochemical degradation of nicotine
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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activation with 10 mM DTT and 0.5 mM FeSO4 (25 min, 25°C)
ring cleavage between carbon 5 and 6, further conversion to formic and maleamic acid is catalyzed by the NicD protein, a deformylase similar to some members of the alpha/beta-hydolase fold superfamily
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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aerobic catabolism of nicotinic acid
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?
2,5-dihydroxypyridine + O2
N-formylmaleamic acid
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extradiol ring-cleavage dioxygenase cleaves between carbons 5 and 6
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?
2,5-dihydroxypyridine + O2 + H2O
maleamate + formate
Gram-negative rod
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O2 cannot be replaced by methylene blue
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?
2,5-dihydroxypyridine + O2 + H2O
maleamate + formate
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nicotinic acid catabolism
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?
2,5-dihydroxypyridine + O2 + H2O
maleamate + formate
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nicotinic acid catabolism
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?
2,5-dihydroxypyridine + O2 + H2O
maleamate + formate
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strictly specific for 2,5-dihydroxypyridine
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?
2,5-dihydroxypyridine + O2 + H2O
maleamate + formate
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nicotinic acid catabolism
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?
additional information
?
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aerobic nicotinic acid degradation, nice gene cluster is responsible for the aerobic nicotinic acid degradation
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?
additional information
?
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no activity with: 2,3-dihydroxypyridine, 2,4-dihydroxypyridine, 2-hydroxypyridine, 3-hydroxypyridine, 4-hydroxypyridine, NA, 6HNA, 2-carboxypyridine, pyridoxamine, pyridoxal, catechol, protocatechuate, gentisate, gallate, resorcinol, hydroquinone, or pyrogallol
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?
additional information
?
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aerobic nicotinic acid degradation, nice gene cluster is responsible for the aerobic nicotinic acid degradation
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?
additional information
?
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no activity with: 2,3-dihydroxypyridine, 2,4-dihydroxypyridine, 2-hydroxypyridine, 3-hydroxypyridine, 4-hydroxypyridine, NA, 6HNA, 2-carboxypyridine, pyridoxamine, pyridoxal, catechol, protocatechuate, gentisate, gallate, resorcinol, hydroquinone, or pyrogallol
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?
