Information on EC 2.3.1.219 - demethoxycurcumin synthase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Curcuma longa

EC NUMBER
COMMENTARY hide
2.3.1.219
-
RECOMMENDED NAME
GeneOntology No.
demethoxycurcumin synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-coumaroyl-CoA + (4-coumaroyl)acetyl-CoA + H2O = 2 CoA + bisdemethoxycurcumin + CO2
show the reaction diagram
4-coumaroyl-CoA + feruloylacetyl-CoA + H2O = 2 CoA + demethoxycurcumin + CO2
show the reaction diagram
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
-
curcuminoid biosynthesis
-
-
Stilbenoid, diarylheptanoid and gingerol biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
4-coumaroyl-CoA:feruloylacetyl-CoA feruloyltransferase (demethoxycurcumin-forming)
A polyketide synthase from the plant Curcuma longa (turmeric). Three isoforms exist, CURS1, CURS2 and CURS3. While CURS1 and CURS2 prefer feruloyl-CoA as a starter substrate (cf. EC 2.3.1.217, curcumin synthase), CURS3 can accept 4-coumaroyl-CoA equally well [1].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
metabolism
-
the enzyme catalyzes a step in the curcuminoid biosynthesis, pathway overview
additional information
-
CURS can collaborate with curcumin synthase, DCS, EC 2.3.1.218, which provides the substrate feruloylacetyl-CoA from condensation of feruloyl-CoA and malonyl-CoA, overview
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
show the reaction diagram
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + CO2 + CoA
show the reaction diagram
-
-
-
-
?
(4-coumaroyl)acetyl-CoA + feruloyl-CoA + H2O
demethoxycurcumin + CO2 + CoA
show the reaction diagram
-
-
-
-
?
4-coumaroyl-CoA + cinnamoyl-diketide-N-acetylcysteamine + H2O
CoA + cinnamoyl-4-coumaroylmethane + N-acetylcysteamine
show the reaction diagram
-
-
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
show the reaction diagram
cinnamoyl-CoA + cinnamoyl-diketide-N-acetylcysteamine + H2O
CoA + dicinnamoylmethane + N-acetylcysteamine
show the reaction diagram
-
low activity
-
-
?
additional information
?
-
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
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + 2 CO2 + CoA
show the reaction diagram
C0SVZ6, C6L7V8, C6L7V9
preferred activity of CURS3
-
-
?
(4-coumaroyl)acetyl-CoA + 4-coumaroyl-CoA + H2O
bisdemethoxycurcumin + CO2 + CoA
show the reaction diagram
-
-
-
-
?
(4-coumaroyl)acetyl-CoA + feruloyl-CoA + H2O
demethoxycurcumin + CO2 + CoA
show the reaction diagram
-
-
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
show the reaction diagram
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0034 - 0.189
4-Coumaroyl-CoA
additional information
additional information
-
kinetic analysis of CURS, overview
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.006 - 3.15
4-Coumaroyl-CoA
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.075 - 1.742
4-Coumaroyl-CoA
448
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
assay at; assay at; assay at
8
-
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
CURS1, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR; CURS2, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR; CURS3, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR
DNA and amino acid sequence determination and analysis, expression analysis by quantitative real-time PCR, recombinant expression as N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3)
-