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Literature summary extracted from

  • Fraas, S.; Steinbach, A.; Tabbert, A.; Harder, J.; Ermler, U.; Tittmann, K.; Meyer, A.; Kroneck, P.
    Cyclohexane-1,2-dione hydrolase: A new tool to degrade alicyclic compounds (2009), J. Mol. Catal. B, 61, 47-49.
No PubMed abstract available

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.7.1.11 NaCl inhibitory above 50 mM due to binding of the chloride anion in close neighborhood to the thiamine diphosphate cofactor Azoarcus sp.

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
3.7.1.11 Mg2+
-
Azoarcus sp.

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
3.7.1.11 59000
-
2 * 59000, SDS-PAGE, 2 * 64500, calculated including FAD, thiamine diphosphate and Mg2+ Azoarcus sp.
3.7.1.11 64500
-
2 * 59000, SDS-PAGE, 2 * 64500, calculated including FAD, thiamine diphosphate and Mg2+ Azoarcus sp.
3.7.1.11 120000
-
gel filtration Azoarcus sp.

Organism

EC Number Organism UniProt Comment Textmining
3.7.1.11 Azoarcus sp.
-
-
-
3.7.1.11 Azoarcus sp. 22Lin
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
3.7.1.11 cyclohexane-1,2-dione + H2O = 6-oxohexanoate reaction starts with the monohydrated ketone of cyclohexane-1,2-dione and the thiamine diphosphate-ylide which undergoes a nucleophilic attack on the carbonyl group of cyclohexane-1,2-dione. The subsequent cleavage of the CĀ–C bond yields an alpha-carbanion, which is in equilibrium with its corresponding enamine. In the following step, the carbonic acid protonates the alpha-carbanion yielding 6-hydroxyhexanoate-thiamine diphosphate. Finally, the product 6-oxohexanoate is released Azoarcus sp.

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.7.1.11 cyclohexane-1,2-dione + H2O conversion of the monohydrated ketone form of cyclohexane-1,2-dione, rather than the monoenol form Azoarcus sp. 6-oxohexanoate enzyme additionally catalyzes NAD+-dependent oxidation of 6-oxohexanoate to adipate ?
3.7.1.11 cyclohexane-1,2-dione + H2O conversion of the monohydrated ketone form of cyclohexane-1,2-dione, rather than the monoenol form Azoarcus sp. 22Lin 6-oxohexanoate enzyme additionally catalyzes NAD+-dependent oxidation of 6-oxohexanoate to adipate ?

Subunits

EC Number Subunits Comment Organism
3.7.1.11 dimer 2 * 59000, SDS-PAGE, 2 * 64500, calculated including FAD, thiamine diphosphate and Mg2+ Azoarcus sp.

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.7.1.11 8
-
-
Azoarcus sp.

Cofactor

EC Number Cofactor Comment Organism Structure
3.7.1.11 FAD
-
Azoarcus sp.
3.7.1.11 thiamine diphosphate
-
Azoarcus sp.