Information on EC 1.14.13.120 - costunolide synthase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.120
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RECOMMENDED NAME
GeneOntology No.
costunolide synthase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
germacra-1(10),4,11(13)-trien-12-oate + NADPH + H+ + O2 = (+)-costunolide + NADP+ + 2 H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
costunolide biosynthesis
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Sesquiterpenoid and triterpenoid biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
germacra-1(10),4,11(13)-trien-12-oate,NADPH:oxygen oxidoreductase (6alpha-hydroxylating)
A heme-thiolate protein (P-450). The enzyme hydroxylates carbon C-6 of germacra-1(10),4,11(13)-trien-12-oate to give 6alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oate, which probably spontaneously cyclises to form the lactone ring.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
cultivar HA300
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Manually annotated by BRENDA team
cultivar Mariska
UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
germacra-1(10),4,11(13)-trien-12-oate + NADH + H+ + O2
(+)-costunolide + NAD+ + H2O
show the reaction diagram
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NADH is much less effective as a reductant (7% activity compared to NADPH)
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ir
germacra-1(10),4,11(13)-trien-12-oate + NADPH + H+ + O2
(+)-costunolide + NADP+ + H2O
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
germacra-1(10),4,11(13)-trien-12-oate + NADPH + H+ + O2
(+)-costunolide + NADP+ + H2O
show the reaction diagram
additional information
?
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(+)-costunolide synthase is a cytochrome P450 enzyme
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
CO
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the inhibition in the presence of 90% (v/v) CO and 10% (v/v) O2 is reversed to some extent by irradiation with blue light (450 nm)
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Saccharomyces cerevisiae strain EPY300
expressed in yeast cells and in Nicotiana benthamiana leaves