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Information on EC 2.3.1.219 - demethoxycurcumin synthase and Organism(s) Curcuma longa and UniProt Accession C6L7V8

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EC Tree
     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.219 demethoxycurcumin synthase
IUBMB Comments
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 .
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Select one or more organisms in this record:
This record set is specific for:
Curcuma longa
UNIPROT: C6L7V8
The expected taxonomic range for this enzyme is: Curcuma longa
The taxonomic range for the selected organisms is: Curcuma longa
Synonyms
curcumin synthase, CURS, CURS1, CURS2, CURS3, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
curcumin synthase
280731
-
CURS
280731
-
CURS1
298477
-
CURS2
298478
-
CURS3
280731, 298479
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
4-coumaroyl-CoA + (4-coumaroyl)acetyl-CoA + H2O = 2 CoA + bisdemethoxycurcumin + CO2
show the reaction diagram
(2)
4-coumaroyl-CoA + feruloylacetyl-CoA + H2O = 2 CoA + demethoxycurcumin + CO2
show the reaction diagram
(1)
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].
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-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
show the reaction diagram
preferred activity of CURS3
-
-
?
(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 SUBSTRATE
NATURAL 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
C0SVZ6, C6L7V8, C6L7V9
preferred activity of CURS3
-
-
?
4-coumaroyl-CoA + feruloylacetyl-CoA
demethoxycurcumin + CO2 + CoA
show the reaction diagram
C0SVZ6, C6L7V8, C6L7V9
preferred activity of CURS3
-
-
?
(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
0.089
4-Coumaroyl-CoA
pH 7.5, 37°C, CURS2
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
0.0157
4-Coumaroyl-CoA
pH 7.5, 37°C, CURS2
0.006 - 3.15
4-Coumaroyl-CoA
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.176
4-Coumaroyl-CoA
pH 7.5, 37°C, CURS2
0.075 - 1.742
4-Coumaroyl-CoA
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
-
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
CURS2
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
the enzyme belongs to the Type III polyketide synthase family. A Cys-His-Asn catalytic triad is conserved in all known type III PKSs
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
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
Sequence
CURS2_CURLO
391
0
43146
Swiss-Prot
CLONED/commentary
ORGANISM
UNIPROT
LITERATURE
CURS2, DNA and amino acid sequence determination and analysis, expression analysis by quantitative real time PCR
CURS1, 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)
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Katsuyama, Y.; Kita, T.; Horinouchi, S.
Identification and characterization of multiple curcumin synthases from the herb Curcuma longa
FEBS Lett.
583
2799-2803
2009
Curcuma longa (C0SVZ6), Curcuma longa (C6L7V8), Curcuma longa (C6L7V9), Curcuma longa
Manually annotated by BRENDA team
Katsuyama, Y.; Kita, T.; Funa, N.; Horinouchi, S.
Curcuminoid biosynthesis by two type III polyketide synthases in the herb Curcuma longa
J. Biol. Chem.
284
11160-11170
2009
Curcuma longa
Manually annotated by BRENDA team
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