KEGG   ENZYME: 1.14.13.92
Entry
EC 1.14.13.92               Enzyme                                 
Name
phenylacetone monooxygenase;
PAMO
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
phenylacetone,NADPH:oxygen oxidoreductase
Reaction(IUBMB)
phenylacetone + NADPH + H+ + O2 = benzyl acetate + NADP+ + H2O [RN:R07201]
Reaction(KEGG)
R07201
Substrate
phenylacetone [CPD:C15512];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
benzyl acetate [CPD:C15513];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A flavoprotein (FAD). NADH cannot replace NADPH as coenzyme. In addition to phenylacetone, which is the best substrate found to date, this Baeyer-Villiger monooxygenase can oxidize other aromatic ketones [1-(4-hydroxyphenyl)propan-2-one, 1-(4-hydroxyphenyl)propan-2-one and 3-phenylbutan-2-one], some alipatic ketones (e.g. dodecan-2-one) and sulfides (e.g. 1-methyl-4-(methylsulfanyl)benzene).
History
EC 1.14.13.92 created 2005
Orthology
K18229  phenylacetone monooxygenase
Genes
TFUTfu_1490
THAONI17_005730
TALXFOF52_04935
Reference
1  [PMID:15328411]
  Authors
Malito E, Alfieri A, Fraaije MW, Mattevi A.
  Title
Crystal structure of a Baeyer-Villiger monooxygenase.
  Journal
Proc Natl Acad Sci U S A 101:13157-62 (2004)
DOI:10.1073/pnas.0404538101
  Sequence
[tfu:Tfu_1490]
Reference
2  [PMID:15599520]
  Authors
Fraaije MW, Wu J, Heuts DP, van Hellemond EW, Spelberg JH, Janssen DB
  Title
Discovery of a thermostable Baeyer-Villiger monooxygenase by genome mining.
  Journal
Appl Microbiol Biotechnol 66:393-400 (2005)
DOI:10.1007/s00253-004-1749-5
  Sequence
[tfu:Tfu_1490]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.92
IUBMB Enzyme Nomenclature: 1.14.13.92
ExPASy - ENZYME nomenclature database: 1.14.13.92
BRENDA, the Enzyme Database: 1.14.13.92
CAS: 1005768-90-0
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