KEGG   ENZYME: 1.14.13.84Help
Entry
EC 1.14.13.84               Enzyme                                 

Name
4-hydroxyacetophenone monooxygenase;
HAPMO
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
BRITE hierarchy
Sysname
(4-hydroxyphenyl)ethan-1-one,NADPH:oxygen oxidoreductase (ester-forming)
Reaction(IUBMB)
(4-hydroxyphenyl)ethan-1-one + NADPH + H+ + O2 = 4-hydroxyphenyl acetate + NADP+ + H2O [RN:R06892]
Reaction(KEGG)
Substrate
(4-hydroxyphenyl)ethan-1-one [CPD:C10700];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
4-hydroxyphenyl acetate [CPD:C13636];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
Contains FAD. The enzyme from Pseudomonas fluorescens ACB catalyses the conversion of a wide range of acetophenone derivatives. Highest activity occurs with compounds bearing an electron-donating substituent at the para position of the aromatic ring [1]. In the absence of substrate, the enzyme can act as an NAD(P)H oxidase (EC 1.6.3.1).
History
EC 1.14.13.84 created 2004
Pathway
ec00363  Bisphenol degradation
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K14520  4-hydroxyacetophenone monooxygenase
Genes
PALK: PSAKL28_30880
GAG: Glaag_3898
GPS: C427_5372
HJA: BST95_01710
BGE: BC1002_5820
BXE: Bxe_C0316
BXB: DR64_8118
PVE: UC34_06840
BHZ: ACR54_00614(hapE_3)
BPDZ: BBN53_18555
HYB: Q5W_23445
BJA: bll3180
BRS: S23_48170
MMED: Mame_02139(hapE)
PZU: PHZ_c1807
NAR: Saro_2452
SPHP: LH20_19445
SWI: Swit_2012
SPHD: HY78_15455
SPHM: G432_19880
SINB: SIDU_10910
SPHT: K426_23414
TMO: TMO_b0525
MPA: MAP_1620
MAO: MAP4_2219
MAVI: RC58_11040
MAVU: RE97_11050
MAV: MAV_2805
MAVD: NF84_12495
MAVR: LA63_12650
MAVA: LA64_12640
MIT: OCO_26400
MIA: OCU_26250
MID: MIP_04049
MYO: OEM_24870
MIR: OCQ_24960
MJL: Mjls_2770
MMM: W7S_12815
MVA: Mvan_1842
MGI: Mflv_4506
MPHL: MPHLCCUG_01020(hapE_2)
MTHN: 4412656_00667(hapE_1)
MCHE: BB28_00510
MTER: 4434518_03234(hapE_6)
REY: O5Y_27880
ROP: ROP_25260
REQ: REQ_45280
RHB: NY08_34
RFA: A3L23_03397(hapE_2)
RHS: A3Q41_04847(hapE_2)
RHU: A3Q40_00667(hapE_1)
SALJ: SMD11_0682(hapE)
ARX: ARZXY2_4020(hapE)
 » show all
Taxonomy
Reference
1  [PMID:11322873]
  Authors
Kamerbeek NM, Moonen MJ, Van Der Ven JG, Van Berkel WJ, Fraaije MW, Janssen DB.
  Title
4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB. A novel flavoprotein catalyzing Baeyer-Villiger oxidation of aromatic compounds.
  Journal
Eur J Biochem 268:2547-57 (2001)
DOI:10.1046/j.1432-1327.2001.02137.x
  Sequence
Reference
2  [PMID:12514023]
  Authors
Kamerbeek NM, Olsthoorn AJ, Fraaije MW, Janssen DB.
  Title
Substrate specificity and enantioselectivity of 4-hydroxyacetophenone monooxygenase.
  Journal
Appl Environ Microbiol 69:419-26 (2003)
DOI:10.1128/AEM.69.1.419-426.2003
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.84
IUBMB Enzyme Nomenclature: 1.14.13.84
ExPASy - ENZYME nomenclature database: 1.14.13.84
BRENDA, the Enzyme Database: 1.14.13.84
CAS: 156621-13-5

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