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Information on EC 1.14.14.141 - psoralen synthase and Organism(s) Apium graveolens and UniProt Accession C0SJS4

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IUBMB Comments
This microsomal cytochrome P-450 (heme-thiolate) enzyme is rather specific for (+)-marmesin, although it can also accept 5-hydroxymarmesin to a much lesser extent. Furanocoumarins protect plants from fungal invasion and herbivore attack. (+)-Columbianetin, the angular furanocoumarin analogue of the linear furanocoumarin (+)-marmesin, acts as a competitive inhibitor even though it is not a substrate.
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This record set is specific for:
Apium graveolens
UNIPROT: C0SJS4
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The taxonomic range for the selected organisms is: Apium graveolens
The enzyme appears in selected viruses and cellular organisms
Synonyms
psoralen synthase, cyp71aj3, cyp71aj1, cyp71aj2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
psoralen synthase
-
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
(+)-marmesin,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase
This microsomal cytochrome P-450 (heme-thiolate) enzyme is rather specific for (+)-marmesin, although it can also accept 5-hydroxymarmesin to a much lesser extent. Furanocoumarins protect plants from fungal invasion and herbivore attack. (+)-Columbianetin, the angular furanocoumarin analogue of the linear furanocoumarin (+)-marmesin, acts as a competitive inhibitor even though it is not a substrate.
CAS REGISTRY NUMBER
COMMENTARY hide
106527-99-5
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-marmesin + [reduced NADPH-hemoprotein reductase] + O2
psoralen + [oxidized NADPH-hemoprotein reductase] + acetone + 2 H2O
show the reaction diagram
-
-
-
?
5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2
bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2
bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00054
(+)-marmesin
-
0.054
5-hydroxymarmesin
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
SwissProt
Manually annotated by BRENDA team
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
C71AJ_APIGR
476
0
53543
Swiss-Prot
Mitochondrion (Reliability: 5)
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in yeast strain WAT 11
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Larbat, R.; Hehn, A.; Hans, J.; Schneider, S.; Jugde, H.; Schneider, B.; Matern, U.; Bourgaud, F.
Isolation and functional characterization of CYP71AJ4 encoding for the first P450 monooxygenase of angular furanocoumarin biosynthesis
J. Biol. Chem.
284
4776-4785
2009
Apium graveolens (C0SJS4), Apium graveolens, Pastinaca sativa (C0SJS2), Pastinaca sativa
Manually annotated by BRENDA team