Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 3.7.1.11 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

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

Metals/Ions

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

Molecular Weight [Da]

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

Organism

Organism UniProt Comment Textmining
Azoarcus sp.
-
-
-
Azoarcus sp. 22Lin
-
-
-

Reaction

Reaction Comment Organism Reaction ID
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)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
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 ?
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

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
-
Azoarcus sp.

Cofactor

Cofactor Comment Organism Structure
FAD
-
Azoarcus sp.
thiamine diphosphate
-
Azoarcus sp.