Entry
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
Product
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
ec01120 Microbial metabolism in diverse environments
Orthology
K14520 4-hydroxyacetophenone monooxygenase
Genes
NPN : JI59_09905 JI59_12755 JI59_17720 JI59_21965
NOV : TQ38_027485 TQ38_027690
SPKC : KC8_02285 KC8_02340
SPMI : K663_17836 K663_17946 K663_18141 K663_19768
SPHB : EP837_01273(hapE) EP837_01276 EP837_03238 EP837_03267 EP837_03277 EP837_03339 EP837_03509
SMIC : SmB9_21780 SmB9_37040
POQ : KZX46_02635 KZX46_17875
NTD : EGO55_02615 EGO55_04725 EGO55_13890 EGO55_14155 EGO55_18115
MCHI : AN480_10590 AN480_13895
MMAE : MMARE11_25410 MMARE11_27110
MSHO : MSHO_39150 MSHO_41990
MSHG : MSG_02684 MSG_04454
MFJ : MFLOJ_05450 MFLOJ_51620 MFLOJ_54900
MSTO : MSTO_06750 MSTO_59330
MLW : MJO58_14125 MJO58_19375
MXE : MYXE_38750 MYXE_42320
MPAG : C0J29_01040 C0J29_16070
MGOR : H0P51_00695 H0P51_09335 H0P51_15105
MBAI : MB901379_02580(hapE_5)
MMAM : K3U93_12890 K3U93_16480
MSPG : F6B93_11555 F6B93_12080
MPAA : MKK62_19500 MKK62_25885
MKY : IWGMT90018_29320 IWGMT90018_35310 IWGMT90018_47580
MADI : A7U43_00820 A7U43_19685
MPHL : MPHLCCUG_01020(hapE_2)
MLL : B1R94_01420 B1R94_12415
MTHN : 4412656_00667(hapE_1)
MCHT : MCHIJ_02010 MCHIJ_02120 MCHIJ_08790
MAUU : NCTC10437_01662(hapE_4) NCTC10437_01669(hapE_5)
MMOR : MMOR_00710 MMOR_10050 MMOR_33780 MMOR_47920
MFX : MFAL_09770 MFAL_26200
MIJ : MINS_06790 MINS_26620
MHEV : MHEL_19100 MHEL_59170
MMON : EWR22_07725 EWR22_14555
MHOL : K3U96_00470 K3U96_07055 K3U96_12435
MDF : K0O62_02210 K0O62_05035 K0O62_11570
MSAL : DSM43276_00081(hapE_2)
MTER : 4434518_03234(hapE_6)
CCYC : SCMU_01920 SCMU_38690
NFR : ERS450000_00683(hapE_3)
NNO : NONO_c26450 NONO_c26620 NONO_c26820 NONO_c27210
RCR : NCTC10994_03316(hapE_4)
RKO : JWS14_03735 JWS14_13900 JWS14_43780 JWS14_44120 JWS14_44420
ROZ : CBI38_08630 CBI38_34625
RPSK : JWS13_12455 JWS13_31690
GOR : KTR9_0546 KTR9_2191 KTR9_3188
GTA : BCM27_04875 BCM27_11715 BCM27_16285 BCM27_19035
GOM : D7316_04266(hapE_1) D7316_04655(hapE_2)
GJI : H1R19_00410 H1R19_10915 H1R19_19295
MIO : AOA12_02825 AOA12_13430 AOA12_19215
ARZ : AUT26_19680 AUT26_19745
ARTP : E5206_14925 E5206_18210
GLU : F0M17_15875 F0M17_15940
GPR : JQN66_16310 JQN66_16375
GNC : QQS42_16535 QQS42_16600
PAEY : KUF55_15805 KUF55_16730
FRI : FraEuI1c_2106 FraEuI1c_3128 FraEuI1c_3915
SACG : FDZ84_29950 FDZ84_37130
PPEL : H6H00_16815 H6H00_19165
SSYI : EKG83_16290 EKG83_27315
ABAI : IMCC26256_11166 IMCC26256_111801
BSOL : FSW04_06275 FSW04_06440 FSW04_20620
» show all
Taxonomy
Reference
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
Sequence
Reference
Authors
Kamerbeek NM, Olsthoorn AJ, Fraaije MW, Janssen DB.
Title
Substrate specificity and enantioselectivity of 4-hydroxyacetophenone monooxygenase.
Journal
Sequence
Other DBs