2-hydroxymuconate tautomerase

2-hydroxymuconate tautomerase (EC 5.3.2.6, 4-oxalocrotonate tautomerase, 4-oxalocrotonate isomerase, cnbG (gene), praC (gene), xylH (gene)) is an enzyme with systematic name (2Z,4E)-2-hydroxyhexa-2,4-dienedioate keto-enol isomerase.^[1]^[2]^[3]^[4]^[5]^[6] This enzyme catalyses the following chemical reaction

(2Z,4E)-2-hydroxyhexa-2,4-dienedioate

\rightleftharpoons

(3E)-2-oxohex-3-enedioate

Involved in the meta-cleavage pathway for the degradation of phenols, modified phenols and catechols.

References

^ Whitman CP, Aird BA, Gillespie WR, Stolowich NJ (1991). "Chemical and enzymatic ketonization of 2-hydroxymuconate, a conjugated enol". J. Am. Chem. Soc. 113 (8): 3154–3162. doi:10.1021/ja00008a052.
^ Whitman CP, Hajipour G, Watson RJ, Johnson WH, Bembenek ME, Stolowich NJ (1992). "Stereospecific ketonization of 2-hydroxymuconate by 4-oxalocrotonate tautomerase and 5-(carboxymethyl)-2-hydroxymuconate isomerase". J. Am. Chem. Soc. 114 (26): 10104–10110. doi:10.1021/ja00052a002.
^ Subramanya HS, Roper DI, Dauter Z, Dodson EJ, Davies GJ, Wilson KS, Wigley DB (January 1996). "Enzymatic ketonization of 2-hydroxymuconate: specificity and mechanism investigated by the crystal structures of two isomerases". Biochemistry. 35 (3): 792–802. doi:10.1021/bi951732k. PMID 8547259.
^ Stivers JT, Abeygunawardana C, Mildvan AS, Hajipour G, Whitman CP, Chen LH (January 1996). "Catalytic role of the amino-terminal proline in 4-oxalocrotonate tautomerase: affinity labeling and heteronuclear NMR studies". Biochemistry. 35 (3): 803–13. doi:10.1021/bi951077g. PMID 8547260.
^ Wang SC, Johnson WH, Czerwinski RM, Stamps SL, Whitman CP (October 2007). "Kinetic and stereochemical analysis of YwhB, a 4-oxalocrotonate tautomerase homologue in Bacillus subtilis: mechanistic implications for the YwhB- and 4-oxalocrotonate tautomerase-catalyzed reactions". Biochemistry. 46 (42): 11919–29. doi:10.1021/bi701231a. PMC 2531070. PMID 17902707.
^ Kasai D, Fujinami T, Abe T, Mase K, Katayama Y, Fukuda M, Masai E (November 2009). "Uncovering the protocatechuate 2,3-cleavage pathway genes". Journal of Bacteriology. 191 (21): 6758–68. doi:10.1128/JB.00840-09. PMC 2795304. PMID 19717587.

External links

2-hydroxymuconate+tautomerase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

v t e Isomerases: intramolecular oxidoreductases (EC 5.3)
5.3.1: Aldoses/Ketoses	Triosephosphate isomerase Ribose-5-phosphate isomerase Mannose phosphate isomerase Glucose isomerase
5.3.2: Keto/Enol	Phenylpyruvate tautomerase Oxaloacetate tautomerase 4-Oxalocrotonate tautomerase
5.3.3: C = C	Steroid D-isomerase Isopentenyl-diphosphate delta isomerase Vinylacetyl-CoA D-isomerase Muconolactone D-isomerase Cholestenol Delta-isomerase (EBP) Methylitaconate D-isomerase Aconitate Delta-isomerase Enoyl CoA isomerase Prostaglandin-A1 Delta-isomerase 5-carboxymethyl-2-hydroxymuconate D-isomerase Isopiperitenone D-isomerase L-dopachrome isomerase Polyenoic fatty acid isomerase
5.3.4: S-S	Protein disulfide-isomerase (PDIA3)
5.3.99: other	Prostaglandin D2 synthase/Prostaglandin-D synthase Prostaglandin E synthase Prostacyclin synthase Thromboxane-A synthase

v t e Enzymes
Activity	Active site Binding site Catalytic triad Oxyanion hole Enzyme promiscuity Diffusion-limited enzyme Cofactor Enzyme catalysis
Regulation	Allosteric regulation Cooperativity Enzyme inhibitor Enzyme activator
Classification	EC number Enzyme superfamily Enzyme family List of enzymes
Kinetics	Enzyme kinetics Eadie–Hofstee diagram Hanes–Woolf plot Lineweaver–Burk plot Michaelis–Menten kinetics
Types	EC1 Oxidoreductases (list) EC2 Transferases (list) EC3 Hydrolases (list) EC4 Lyases (list) EC5 Isomerases (list) EC6 Ligases (list) EC7 Translocases (list)

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