KEGG   ENZYME: 1.14.13.241Help
Entry
EC 1.14.13.241              Enzyme                                 

Name
5-pyridoxate monooxygenase;
5-pyridoxate,NADPH:oxygen oxidoreductase (decyclizing);
5-pyridoxate oxidase (misleading);
5-pyridoxate dioxygenase (incorrect)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
5-pyridoxate,NADPH:oxygen oxidoreductase (ring-opening)
Reaction(IUBMB)
3-hydroxy-4-hydroxymethyl-2-methylpyridine-5-carboxylate + NADPH + H+ + O2 = 2-(acetamidomethylene)-3-(hydroxymethyl)succinate + NADP+ [RN:R04570]
Reaction(KEGG)
Substrate
3-hydroxy-4-hydroxymethyl-2-methylpyridine-5-carboxylate [CPD:C04773];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
2-(acetamidomethylene)-3-(hydroxymethyl)succinate [CPD:C04690];
NADP+ [CPD:C00006]
Comment
Contains FAD. The enzyme, characterized from the bacterium Arthrobacter sp. Cr-7, participates in the degradation of pyridoxine (vitamin B6). Although the enzyme was initially thought to be a dioxygenase, oxygen-tracer experiments have suggested that it is a monooxygenase, incorporating only one oxygen atom from molecular oxygen into the product. The second oxygen atom originates from a water molecule, which is regenerated during the reaction and thus does not show up in the reaction equation.
History
EC 1.14.13.241 created 2018 (EC 1.14.12.5 created 1972, incorporated 2018)
Pathway
ec00750  Vitamin B6 metabolism
Reference
1  [PMID:4306031]
  Authors
Sparrow LG, Ho PP, Sundaram TK, Zach D, Nyns EJ, Snell EE.
  Title
The bacterial oxidation of vitamin B6. VII. Purification, properties, and mechanism of action of an oxygenase which cleaves the 3-hydroxypyridine ring.
  Journal
J Biol Chem 244:2590-600 (1969)
Reference
2  [PMID:3771566]
  Authors
Nelson MJ, Snell EE
  Title
Enzymes of vitamin B6 degradation. Purification and properties of 5-pyridoxic-acid oxygenase from Arthrobacter sp.
  Journal
J Biol Chem 261:15115-20 (1986)
Reference
3  [PMID:19728986]
  Authors
Chaiyen P
  Title
Flavoenzymes catalyzing oxidative aromatic ring-cleavage reactions.
  Journal
Arch Biochem Biophys 493:62-70 (2010)
DOI:10.1016/j.abb.2009.08.021
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.241
IUBMB Enzyme Nomenclature: 1.14.13.241
ExPASy - ENZYME nomenclature database: 1.14.13.241
BRENDA, the Enzyme Database: 1.14.13.241
CAS: 37256-70-5

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