EC 3.7.1.18 - 6-oxocamphor hydrolase

  IntEnz view ENZYME view

IntEnz Enzyme Nomenclature
EC 3.7.1.18

Names

Accepted name:
6-oxocamphor hydrolase
Other names:
OCH
camK (gene name)
Systematic name:
bornane-2,6-dione hydrolase

Reaction

Comments:

Isolated from Rhodococcus sp. The bornane ring system is cleaved by a retro-Claisen reaction to give the enol of α-campholonate. When separate from the enzyme the enol is tautomerised to the keto form as a 6:1 mixture of [(1S,3R)-2,2,3-trimethyl-4-oxocyclopentyl]acetate and [(1S,3S)-2,2,3-trimethyl-4-oxocyclopentyl]acetate.

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , DIAGRAM , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
UniProtKB/Swiss-Prot:

References

  1. Grogan, G., Roberts, G. A., Bougioukou, D., Turner, N. J., Flitsch, S. L.
    The desymmetrization of bicyclic beta -diketones by an enzymatic retro-Claisen reaction. A new reaction of the crotonase superfamily.
    J. Biol. Chem. 276 : 12565-12572 (2001). [PMID: 11278926]
  2. Whittingham, J. L., Turkenburg, J. P., Verma, C. S., Walsh, M. A., Grogan, G.
    The 2-A crystal structure of 6-oxo camphor hydrolase. New structural diversity in the crotonase superfamily.
    J. Biol. Chem. 278 : 1744-1750 (2003). [PMID: 12421807]
  3. Leonard, P. M., Grogan, G.
    Structure of 6-oxo camphor hydrolase H122A mutant bound to its natural product, (2S,4S)-alpha-campholinic acid: mutant structure suggests an atypical mode of transition state binding for a crotonase homolog.
    J. Biol. Chem. 279 : 31312-31317 (2004). [PMID: 15138275]

[EC 3.7.1.18 created 2012]