5.3.2.6: 2-hydroxymuconate tautomerase
This is an abbreviated version!
For detailed information about 2-hydroxymuconate tautomerase, go to the full flat file.
Word Map on EC 5.3.2.6
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5.3.2.6
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tautomerization
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michael-type
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trans-3-chloroacrylic
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5-carboxymethyl-2-hydroxymuconate
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2-oxo-3-pentynoate
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stivers
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dienolic
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heterohexamer
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2-hydroxy-2,4-pentadienoate
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3-bromopyruvate
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beta-alpha-beta
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whitman
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proline-based
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3-chloroacrylic
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cis-caad
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meta-fission
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cis-3-chloroacrylic
- 5.3.2.6
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tautomerization
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michael-type
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trans-3-chloroacrylic
- 5-carboxymethyl-2-hydroxymuconate
- 2-oxo-3-pentynoate
-
stivers
-
dienolic
-
heterohexamer
- 2-hydroxy-2,4-pentadienoate
- 3-bromopyruvate
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beta-alpha-beta
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whitman
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proline-based
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3-chloroacrylic
- cis-caad
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meta-fission
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cis-3-chloroacrylic
Reaction
Synonyms
4-OT, 4-oxalocrotonate tautomerase, 4-oxalocrotonate tautomerase I, 4-oxalocrotonate tautomerase II, 4OT, AfDmpI, D-4-oxalocrotonate tautomerase, HpDmpI, L-4-oxalocrotonate tautomerase, OCA, PRAC, SAR1376, TomN, xylH, YwhB
ECTree
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Natural Substrates Products
Natural Substrates Products on EC 5.3.2.6 - 2-hydroxymuconate tautomerase
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REACTION DIAGRAM
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
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-
-
-
r
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
-
-
-
-
r
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
-
-
-
?
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
-
-
-
-
r
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
-
-
-
r
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
-
-
-
r
(2Z,4E)-2-hydroxyhexa-2,4-dienedioate
(3E)-2-oxohex-3-enedioate
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-
-
r
2-oxo-3-hexenedioate
i.e. 2-hydroxymuconate
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-
r
2-hydroxy-2,4-hexadienedioate
2-oxo-3-hexenedioate
i.e. 2-hydroxymuconate
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-
r
2-hydroxymuconate
2-oxo-3-hexenedioate
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the conjugated enol, 2-hydroxymuconate is an unusually stable dienol that is reportedly generated in the course of bacterial catabolism of catechol by the enzymes of the meta-fission pathway
the dienol ketonizes chemically in aqueous solution and enzymatically by the action of 4-oxalocrotonate tautomerase to either the beta,gamma-unsaturated ketone or its alpha,beta-conjugated isomer 2-oxo-3-trans-hexenedioate
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r
2-hydroxymuconate
2-oxo-3-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
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ketonization
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-
?
2-hydroxymuconate
2-oxo-3-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
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the conjugated enol, 2-hydroxymuconate is an unusually stable dienol that is reportedly generated in the course of bacterial catabolism of catechol by the enzymes of the meta-fission pathway
the dienol ketonizes chemically in aqueous solution and enzymatically by the action of 4-oxalocrotonate tautomerase to either the beta,gamma-unsaturated ketone or its alpha,beta-conjugated isomer 2-oxo-3-trans-hexenedioate
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r
2-oxo-3(E)-hexenedioate
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1,3-allylic isomerization
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-
?
2-oxo-4(E)-hexenedioate
2-oxo-3(E)-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
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1,3-allylic isomerization
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-
?
2-oxo-3-hexenedioate
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isomerization of unconjugated 2-oxo acids such as 2-oxo-4-hexenedioate, to its conjugated isomer via dienol intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate
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-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
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ketonization process via dienol intermediate 2-hydroxymuconate and with Pro1 as a general base, one-proton transfer mechanism
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-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
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via dienol intermediate 2-hydroxymuconate
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-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
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via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate
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-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
-
isomerization of unconjugated 2-oxo acids such as 2-oxo-4-hexenedioate, to its conjugated isomer via dienol intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate
-
-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
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via dienol intermediate 2-hydroxymuconate
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-
?
2-oxo-4-hexenedioate
2-oxo-3-hexenedioate
Pseudomonas putida mt-2 / ATCC 33015 / DSM 3931 / NCIB 12182 / NCIMB 12182
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via the intermediate 2-hydroxy-2,4-hexadienedioate, i.e. 2-hydroxymuconate
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-
?