Ligand 2,5-dihydroxypyridine
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Basic Ligand Information
Molecular Structure
C5H5NO2
2,5-dihydroxypyridine
OQYMMMMIAASALW-UHFFFAOYSA-N
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)
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2,5-dihydroxypyridine + O2 + H2O = maleamate + formate
2,5-dihydroxypyridine + O2 + H2O = N-formylmaleamic acid
2,5-dihydroxypyridine + O2 = N-formylmaleamic acid
In Vivo Product in Enzyme-catalyzed Reactions (3 results)
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6-hydroxynicotinate + NADH + H+ + O2 = 2,5-dihydroxypyridine + NAD+ + H2O + CO2
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4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + 2 H+ + O2 = 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
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2-hydroxypyridine + NADH + O2 = 2,5-dihydroxypyridine + NAD+ + H2O
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Substrate in Enzyme-catalyzed Reactions (3 results)
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2,5-dihydroxypyridine + O2 + H2O = maleamate + formate
2,5-dihydroxypyridine + O2 + H2O = N-formylmaleamic acid
2,5-dihydroxypyridine + O2 = N-formylmaleamic acid
Product in Enzyme-catalyzed Reactions (4 results)
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6-hydroxynicotinate + NADH + H+ + O2 = 2,5-dihydroxypyridine + NAD+ + H2O + CO2
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4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + 2 H+ + O2 = 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
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6-hydroxy-3-succinoylpyridine + 2 NADH + 2 H+ + O2 = 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
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2-hydroxypyridine + NADH + O2 = 2,5-dihydroxypyridine + NAD+ + H2O
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)
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Enzyme Kinetic Parameters
KM Value (2 results)
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0.07
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pH 8.0, 25°C, strict substrate specificity
References & Links
Literature References (8)
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The bacterial oxidation of nicotinic acid
1957
Behrman, E.J.; Stanier, R.Y.
J. Biol. Chem.
228
923-945
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Nonheme iron dioxygenase
1974
Nozaki, M.
Mol. Mech. Oxygen Activ. (Hayaishi, O., ed.) Academic Press, New York
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135-165
The metabolism of nicotinic acid. I. Purification and properties of 2,5-dihydroxypyridine oxygenase from Pseudomonas putida N-9
1971
Gauthier, J.J.; Rittenberg, S.C.
J. Biol. Chem.
246
3737-3742
The bacterial oxidation of picolinamide, a photolytic product of Diquat
1972
Orpin, C.G.; Knight, M.; Evans, W.C.
Biochem. J.
127
819-831
Microbial metabolism of the pyridine ring. Metabolism of 2- and 3-hydroxypyridines by the maleamate pathway in Achromobacter sp
1974
Cain, R.B.; Houghton, C.; Wright, K.A.
Biochem. J.
140
293-300
Deciphering the genetic determinants for aerobic nicotinic acid degradation: The nic cluster from Pseudomonas putida KT2440
2008
Jimenez, J.; Canales, A.; Jimenez-Barbero, J.; Ginalski, K.; Rychlewski, L.; Garcia, J.; Diaz, E.
Proc. Natl. Acad. Sci. USA
105
11329-11334
A preliminary crystallographic study of recombinant NicX, an Fe2+-dependent 2,5-dihydroxypyridine dioxygenase from Pseudomonas putida KT2440
2010
Jimenez, J.I.; Acebron, I.; Garcia, J.L.; Diaz, E.; Mancheno, J.M.
Acta Crystallogr. Sect. F
66
549-553
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Isolation and characterization of novel pyridine dicarboxylic acid-degrading microorganisms
2016
Kutanovas, S.; Karvelis, L.; Vaitekunas, J.; Stankeviciute, J.; Gasparaviciute, R.; Meskys, R.
Chemija
27
74-83
Links to other databases for 2,5-dihydroxypyridine
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