1.13.11.53: acireductone dioxygenase (Ni2+-requiring)
This is an abbreviated version!
For detailed information about acireductone dioxygenase (Ni2+-requiring), go to the full flat file.
Word Map on EC 1.13.11.53
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1.13.11.53
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salvage
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monoxide
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cupins
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mta
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on-pathway
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oxytoca
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nickel-containing
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ketoacid
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ni2+-containing
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membrane-type
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submergence-induced
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nickel-dependent
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nickelii
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nife-hydrogenase
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benzil
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2-keto-4-methylthiobutyrate
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ch3cn
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metallocenters
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analysis
- 1.13.11.53
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salvage
- monoxide
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cupins
- mta
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on-pathway
- oxytoca
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nickel-containing
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ketoacid
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ni2+-containing
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membrane-type
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submergence-induced
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nickel-dependent
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nickelii
- nife-hydrogenase
- benzil
- 2-keto-4-methylthiobutyrate
- ch3cn
-
metallocenters
- analysis
Reaction
Synonyms
2-hydroxy-3-keto-5-thiomethylpent-1-ene dioxygenase, aci-reductone dioxygenase, acidoreductone dioxygenase, acireductone dioxygenase, acireductone dioxygenase 1, ADI1, ARD, ARD1, human aci-reductone dioxygenase 1, membrane-type 1 matrix metalloproteinase cytoplasmic tail binding protein-1, MTCBP1, MtnD, Ni(II)-ARD, Ni(II)-bound acireductone dioxygenase, Ni-ARD, nickel acireductone dioxyegenase, nickel acireductone dioxygenase, Sip-L
ECTree
1.13.11.53 acireductone dioxygenase (Ni2+-requiring)Advanced search results
results (
results (Substrates Products
Substrates Products on EC 1.13.11.53 - acireductone dioxygenase (Ni2+-requiring)
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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
1,2-dihydroxy-3-keto-1-hexene + O2
?
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incorporation of O2 into C1 and C3 of 1,2-dihydroxy-3-keto-1-hexene
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-
?
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
3-(methylsulfanyl)propanoate + formate + CO
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
4-(methylsulfanyl)-2-oxobutanoate + formate
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-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
4-(methylthio)-2-oxobutanoate + formate
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-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
4-methylthio-2-ketobutyrate + formate
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-
-
-
?
1-phosphonooxy-2,2-dihydroxy-3-oxo-3-phenylpropane + O2
?
part of the Met salvage pathway
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-
?
(1Z)-1,2-dihydroxyhex-1-en-3-one + O2
n-butanoic acid + formic acid + CO
i.e. desthio-acireductone
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-
?
(1Z)-1,2-dihydroxyhex-1-en-3-one + O2
n-butanoic acid + formic acid + CO
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i.e. desthio-acireductone
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-
?
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
3-(methylsulfanyl)propanoate + formate + CO
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-
-
?
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
3-(methylsulfanyl)propanoate + formate + CO
-
-
-
?
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
3-(methylsulfanyl)propanoate + formate + CO
-
-
-
-
?
1,2-dihydroxy-5-(methylsulfanyl)pent-1-en-3-one + O2
3-(methylsulfanyl)propanoate + formate + CO
-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
-
ir
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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enzyme of the methionine salvage pathway
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-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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reaction is a shunt out of the methionine salvage pathway
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-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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the enzyme represents a branch point in the methionine salvage pathway leading from methylthioadenosine to methionine
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-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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Ni2+ or Co2+ bound to the enzyme protein. If Fe2+ is bound instead of Ni2+ reaction catalyzed by EC 1.13.11.54 occurs instead
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-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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ordered-sequential mechanism
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-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
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-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
?
1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + O2
3-(methylthio)propanoate + formate + CO
-
-
-
?
additional information
?
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support Hepatitis C virus infection by enhance of cell uptake and replication of Hepatitis C virus
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?
additional information
?
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human ARD is capable of metal-dependent dual chemistry. The Fe2+-bound ARD shows the highest activity and catalyzes on-pathway chemistry, i.e. reaction of EC 1.13.11.54, whereas Ni2+, Co2+ or Mn2+ forms catalyze off-pathway chemistry, i.e. reasctions of EC 1.13.11.53. The enzymatic activity is metal ion cofactor dependent and the activity trend in decreasing order is Fe2+ > Ni2+ = Co2+ > Mn2+
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-
?
additional information
?
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human ARD is capable of metal-dependent dual chemistry. The Fe2+-bound ARD shows the highest activity and catalyzes on-pathway chemistry, i.e. reaction of EC 1.13.11.54, whereas Ni2+, Co2+ or Mn2+ forms catalyze off-pathway chemistry, i.e. reasctions of EC 1.13.11.53. The enzymatic activity is metal ion cofactor dependent and the activity trend in decreasing order is Fe2+ > Ni2+ = Co2+ > Mn2+
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-
?
additional information
?
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aliphatic carbon-carbon bond cleavage reactivity of a mononuclear Ni(II) cis-beta-keto-enolate complex in the presence of base and O2: a model reaction for acireductone dioxygenase
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?
additional information
?
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paramagnetic nickel(II) complexes of macrocyclic N4 ligands are able to perform as enzyme-substrate mimic for the nickel containing acireductone dioxygenase enzyme
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additional information
?
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Schiff-base nickel biomimetic model complexes exhibit carbon-carbon bond cleavage activation of lithium acetylacetonate
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additional information
?
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the nickel complex [NiII(OPhN4(6-H-DPEN)(H2O))] is a structural analogue for the resting state of the active site of the nickel oxygenase nickel acireductone dioxyegenase and capable of carbon-carbon bond cleavage of a ketone presumably via dioxygenase type chemistry in line with the reactivity of the enzyme
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additional information
?
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it is proposed that Rnt1p cleavage and/or degradation by exonucleases helps prevent the accumulation of ADI1 mRNA prior to heat shock conditions. The ribonucleolytic pathways provide a mechanism to eliminate 3'-extended forms that arise from poor 3'-end processing signals present at the end of the ADI1 gene
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?
additional information
?
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a mononuclear NiII complex bearing the monoanion of 1-acetoxy-3-phenylpropane-2,3-dione as a ligand, i.e. (N,N-bis[(6-phenyl-2-pyridyl)methyl]-N-(2-pyridylmethyl)amine)Ni[PhC(O)C(O)CHOC(O)CH3]ClO4 after deprotection by the addition of NaOCH3 in methanol generates a NiII species that contains a coordinated dianionic C(1)-H acireductone. Exposure of this acireductone to O2 leads to regioselective oxidative cleavage reactivity akin to that found for the NiII-containing acireductone dioxygenase enzyme
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?
