KEGG ENZYME: 1.14.13.160

ENZYME: 1.14.13.160

Entry

EC 1.14.13.160              Enzyme

Name

(2,2,3-trimethyl-5-oxocyclopent-3-enyl)acetyl-CoA 1,5-monooxygenase;
2-oxo-Delta3-4,5,5-trimethylcyclopentenylacetyl-CoA monooxygenase;
2-oxo-Delta3-4,5,5-trimethylcyclopentenylacetyl-CoA 1,2-monooxygenase;
OTEMO

Class

Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor

Sysname

[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA,NADPH:oxygen oxidoreductase (1,5-lactonizing)

Reaction(IUBMB)

[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA + O2 + NADPH + H+ = [(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA + NADP+ + H2O [RN:R10044]

Reaction(KEGG)

R10044

Substrate

[(1R)-2,2,3-trimethyl-5-oxocyclopent-3-enyl]acetyl-CoA [CPD:C07160];
O2 [CPD:C00007];
NADPH [CPD:C00005];
H+ [CPD:C00080]

Product

[(2R)-3,3,4-trimethyl-6-oxo-3,6-dihydro-1H-pyran-2-yl]acetyl-CoA [CPD:C20321];
NADP+ [CPD:C00006];
H2O [CPD:C00001]

Comment

A FAD dependent enzyme isolated from Pseudomonas putida. Forms part of the catabolism pathway of camphor. It acts on the CoA ester in preference to the free acid.

History

EC 1.14.13.160 created 2012

Pathway

ec00907

Pinene, camphor and geraniol degradation

ec01120

Microbial metabolism in diverse environments

Orthology

K21730

(2,2,3-trimethyl-5-oxocyclopent-3-enyl)acetyl-CoA 1,5-monooxygenase

Genes

BXE:

Bxe_C0337

BXB:	DR64_8098(pamO)

NAR:

Saro_1480

SBIN:

SBA_ch1_19660 SBA_ch2_3900

SCH:	Sphch_3071

SPMI:

K663_18031

SPPH:

KFK14_05230

Reference

1 [PMID:6848481]

Authors

Ougham HJ, Taylor DG, Trudgill PW

Title

Camphor revisited: involvement of a unique monooxygenase in metabolism of 2-oxo-delta 3-4,5,5-trimethylcyclopentenylacetic acid by Pseudomonas putida.

Journal

J Bacteriol 153:140-52 (1983)
DOI:10.1128/JB.153.1.140-152.1983

Reference

2 [PMID:22267661]

Authors

Leisch H, Shi R, Grosse S, Morley K, Bergeron H, Cygler M, Iwaki H, Hasegawa Y, Lau PC

Title

Cloning, Baeyer-Villiger biooxidations, and structures of the camphor pathway 2-oxo-Delta(3)-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase of Pseudomonas putida ATCC 17453.

Journal

Appl Environ Microbiol 78:2200-12 (2012)
DOI:10.1128/AEM.07694-11

Sequence

[ag:BAN13280]

Reference

3 [PMID:22286514]

Authors

Kadow M, Loschinski K, Sass S, Schmidt M, Bornscheuer UT

Title

Completing the series of BVMOs involved in camphor metabolism of Pseudomonas putida NCIMB 10007 by identification of the two missing genes, their functional expression in E. coli, and biochemical characterization.

Journal

Appl Microbiol Biotechnol 96:419-29 (2012)
DOI:10.1007/s00253-011-3859-1

Sequence

[ag:AEZ35248]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.13.160

IUBMB Enzyme Nomenclature:

1.14.13.160

ExPASy - ENZYME nomenclature database:

1.14.13.160

UM-BBD (Biocatalysis/Biodegradation Database):

1.14.13.160

BRENDA, the Enzyme Database:

1.14.13.160

DBGET integrated database retrieval system