2-hydroxymuconate tautomerase

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2-hydroxymuconate tautomerase
Identifiers
EC no. 5.3.2.6
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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 (3E)-2-oxohex-3-enedioate

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

References

  1. ↑ 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. Bibcode:1991JAChS.113.3154W. doi:10.1021/ja00008a052.
  2. ↑ 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. Bibcode:1992JAChS.11410104W. doi:10.1021/ja00052a002.
  3. ↑ 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.
  4. ↑ 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.
  5. ↑ 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.
  6. ↑ 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.
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