Any feedback?
No. of entries
Information on EC 1.5.3.12 - dihydrobenzophenanthridine oxidase
for references in articles please use BRENDA:EC1.5.3.12
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree 1 Oxidoreductases
1.5 Acting on the CH-NH group of donors
1.5.3 With oxygen as acceptor
1.5.3.12 dihydrobenzophenanthridine oxidase
IUBMB Comments
A CuII enzyme found in higher plants that produces oxidized forms of the benzophenanthridine alkaloids
The enzyme appears in viruses and cellular organisms
- 1.5.3.12
- jasmonate
-
papaveraceae
- canadensis
-
sanguinaria
- elicitors
- dihydrosanguinarine
- californica
-
benzocphenanthridine
-
eschscholtzia
- diethyldithiocarbamate
-
deae-sephadex
- poppy
- berberine
-
14-fold
Reaction Schemes
show+
+
=
+
Synonyms
dihydrobenzophenanthridine oxidase, more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
DHBP
-
-
-
-
Oxidase, dihydrobenzophenanthridine
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
dihydrochelirubine + O2 + H+ = chelirubine + H2O2
-
-
-
-
dihydromacarpine + O2 + H+ = macarpine + H2O2
-
-
-
-
dihydrosanguinarine + O2 = sanguinarine + H2O2
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
reduction
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PATHWAY SOURCE
PATHWAYS
MetaCyc
chelerythrine biosynthesis, sanguinarine and macarpine biosynthesis
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYSTEMATIC NAME
IUBMB Comments
dihydrobenzophenanthridine:oxygen oxidoreductase
A CuII enzyme found in higher plants that produces oxidized forms of the benzophenanthridine alkaloids
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
114051-83-1
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(RS)-tetrahydropapaverine + O2
papaverine + H2O2
-
Substrates: -
Products: -
Products: -
?
(S)-scoulerine + O2
?
-
Substrates: DBOX does not fully aromatize the C-ring of (S)-scoulerine but instead catalyzes a two-electron oxidation
Products: -
Products: -
?
dihydrochelerythrine + O2
chelerythine + H2O2
-
Substrates: -
Products: -
Products: -
?
dihydrochelerythrine + O2
chelerythrine + H2O2
-
Substrates: -
Products: -
Products: -
?
dihydrochelirubine + O2
chelirubine + H2O2
-
Substrates: -
Products: -
Products: -
?
Dihydromacarpine + O2
?
-
Substrates: terminal step in the formation of benzophenanthridine alkaloids containing methylene dioxy substitutions in ring A and D
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: the enzyme catalyses the last reaction of sanguinarine formation
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: -
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: best substrate
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: -
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: last step in the biogenesis of sanguinarine
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: induced in a dose-dependent and time-dependent manner up to 4fold to 14fold, respectively when the cells are treated with jasmonate or with acetylsalicylic acid
Products: -
Products: -
?
additional information
?
-
-
Substrates: substrate specificity, overview
Products: -
Products: -
?
additional information
?
-
-
Substrates: the recombinant enzyme preferentially catalyzes the oxidation of dihydrosanguinarine to sanguinarine but also converts (RS)-tetrahydropapaverine to papaverine and several protoberberine alkaloids to oxidized forms, including (RS)-canadine to berberine
Products: -
Products: -
?
additional information
?
-
-
Substrates: no reaction with: dihydronorsanguinarine, ajmalicine
Products: -
Products: -
?
additional information
?
-
-
Substrates: one of the enzymes that catalyzes a later step in the biogenesis of benzo(c)phenanthridine alkaloids
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(RS)-tetrahydropapaverine + O2
papaverine + H2O2
-
Substrates: -
Products: -
Products: -
?
(S)-scoulerine + O2
?
-
Substrates: DBOX does not fully aromatize the C-ring of (S)-scoulerine but instead catalyzes a two-electron oxidation
Products: -
Products: -
?
dihydrochelerythrine + O2
chelerythine + H2O2
-
Substrates: -
Products: -
Products: -
?
Dihydromacarpine + O2
?
-
Substrates: terminal step in the formation of benzophenanthridine alkaloids containing methylene dioxy substitutions in ring A and D
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: the enzyme catalyses the last reaction of sanguinarine formation
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: best substrate
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: last step in the biogenesis of sanguinarine
Products: -
Products: -
?
dihydrosanguinarine + O2
sanguinarine + H2O2
-
Substrates: induced in a dose-dependent and time-dependent manner up to 4fold to 14fold, respectively when the cells are treated with jasmonate or with acetylsalicylic acid
Products: -
Products: -
?
additional information
?
-
-
Substrates: the recombinant enzyme preferentially catalyzes the oxidation of dihydrosanguinarine to sanguinarine but also converts (RS)-tetrahydropapaverine to papaverine and several protoberberine alkaloids to oxidized forms, including (RS)-canadine to berberine
Products: -
Products: -
?
additional information
?
-
-
Substrates: one of the enzymes that catalyzes a later step in the biogenesis of benzo(c)phenanthridine alkaloids
Products: -
Products: -
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
sensitive, rapid and convenient fluorimetric assay
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
-
virus-induced gene silencing to reduce DBOX transcript levels results in a corresponding reduction in sanguinarine, dihydrosanguinarine, and papaverine accumulation in opium poppy roots
metabolism
-
DBOX as a multifunctional oxidative enzyme in benzylisoquinoline alkaloid metabolism, overview. The two-electron oxidation of dihydrosanguinarine catalyzed by dihydrobenzophenanthridine oxidase is the final step in sanguinarine biosynthesis. The formation of the fully conjugated ring system in sanguinarine is similar to the four-electron oxidations of (S)-canadine to berberine and (S)-tetrahydropapaverine to papaverine
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
77000
-
x * 77000, SDS-PAGE, the lower MW bands include enzymes of the polyphenol oxidase family that copurify with dihydrobenzophenanthridine oxidase
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
-
x * 77000, SDS-PAGE, the lower MW bands include enzymes of the polyphenol oxidase family that copurify with dihydrobenzophenanthridine oxidase
?
-
a major component of MW 77000 and two minor components with MW between 59000 and 67000 are detected by SDS-PAGE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
baculo virus-induced gene silencing in planta using Agrobacterium tumefaciens strain GV3101 transfection to reduce DBOX transcript levels, real-time quantitative PCR expression analysis
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, phylogenetic tree, quantitative real-time quantitative PCR expression analysis, expression in Pichia pastoris
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
enzyme activity increases in the yeast extract-exposed cultures, but not in the methyl jasmonate-exposed cultures. There is a slight increase in activity during the first 24 h, whereas maximal response occurred at 48 h and it was maintained for up 72 h
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ignatov, A.; Clark, W.G.; Cline, S.D.; Psenak, M.; Krueger, R.J.; Coscia, C.J.
Elicitation of dihydrobenzophenanthridine oxidase in Sanguinaria canadensis cell culture
Phytochemistry
43
1141-1144
1996
Sanguinaria canadensis
brenda
Schumacher, H.M.; Zenk, M.H.
Partial purification and characterization of dihydrobenzophenanthridine oxidase from Eschscholtzia californica cell suspension cultures
Plant Cell Rep.
7
43-46
1988
Eschscholzia californica
brenda
Arakawa, H.; Clark, W.G.; Psenak, M.; Coscia, C.J.
Purification and characterization of dihydrobenzophenanthridine oxidase from elicited Sanguinaria canadensis cell cultures
Arch. Biochem. Biophys.
299
1-7
1992
Sanguinaria canadensis
brenda
Psenak, M.
A fluorimetric assay of dihydrobenzophenanthridine oxidase
Biologia (Bratisl. )
46
1109-1112
1991
Papaver somniferum, Sanguinaria canadensis
-
brenda
Ignatov, A.; Neuman, M.C.; Barg, R.; Krueger, R.J.; Coscia, C.J.
Immunoblot analyses of the elicited Sanguinaria canadensis enzyme, dihydrobenzophenanthridine oxidase: evidence for resolution from a polyphenol oxidase isozyme
Arch. Biochem. Biophys.
347
208-212
1997
Sanguinaria canadensis
brenda
Hagel, J.M.; Beaudoin, G.A.; Fossati, E.; Ekins, A.; Martin, V.J.; Facchini, P.J.
Characterization of a flavoprotein oxidase from opium poppy catalyzing the final steps in sanguinarine and papaverine biosynthesis
J. Biol. Chem.
287
42972-42983
2012
Papaver somniferum
brenda
Guizar-Gonzalez, C.; Monforte-Gonzalez, M.; Vazquez-Flota, F.
Yeast extract induction of sanguinarine biosynthesis is partially dependent on the octadecanoic acid pathway in cell cultures of Argemone mexicana L., the Mexican poppy
Biotechnol. Lett.
38
1237-1242
2016
Argemone mexicana
brenda
EXTERNAL LINKS (specific for EC-Number 1.5.3.12)
html completed
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
About BRENDA
Social media
Help
Survey
Download
Contribution
Legal
Curated at
Member of
