Information on EC 2.3.1.115 - isoflavone-7-O-beta-glucoside 6''-O-malonyltransferase

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The expected taxonomic range for this enzyme is: Gunneridae

EC NUMBER
COMMENTARY
2.3.1.115
-
RECOMMENDED NAME
GeneOntology No.
isoflavone-7-O-beta-glucoside 6''-O-malonyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
malonyl-CoA + biochanin A 7-O-beta-D-glucoside = CoA + biochanin A 7-O-(6-O-malonyl-beta-D-glucoside)
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Acyl group transfer
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
apigenin glycosides biosynthesis
-
biochanin A conjugates interconversion
-
daidzein conjugates interconversion
-
Flavone and flavonol biosynthesis
-
formononetin conjugates interconversion
-
genistein conjugates interconversion
-
Isoflavonoid biosynthesis
-
maackiain conjugates interconversion
-
medicarpin conjugates interconversion
-
SYSTEMATIC NAME
IUBMB Comments
malonyl-CoA:isoflavone-7-O-beta-D-glucoside 6''-O-malonyltransferase
The 6-position of the glucose residue of formononetin can also act as acceptor; some other 7-O-glucosides of isoflavones, flavones and flavonols can also act, but more slowly.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
flavone/flavonol 7-O-beta-D-glucoside malonyltransferase
-
-
-
-
malonyl CoA:isoflavone 7-O-glucoside-6''-O-malonyltransferase
B4Y0U0, B4Y0U1, B4Y0U2
-
malonyl-CoA:flavone/flavonol 7-O-glucoside malonyltransferase
-
-
-
-
malonyl-coenzyme A:flavone/flavonol-7-O-glycoside malonyltransferase
-
-
-
-
malonyl-coenzyme A:isoflavone 7-O-glucoside-6''-malonyltransferase
-
-
-
-
malonyltransferase, flavone (flavonol) 7-O-glycoside
-
-
-
-
malonyltransferase, isoflavone 7-O-glucoside 6''-O-
-
-
-
-
MAT-7
-
-
-
-
MtMaT1
B4Y0U0
-
MtMaT2
B4Y0U2
-
MtMaT3
B4Y0U1
-
CAS REGISTRY NUMBER
COMMENTARY
78413-09-9
-
93585-97-8
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
chick pea
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
show the reaction diagram
-
-
-
-
?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
show the reaction diagram
-
i.e. apiin
-
?
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
88% of the activity with apiin
-
-
?
apiin + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + malonyl-CoA
show the reaction diagram
-
i.e. apigenin 7-O-apiosylglucoside, best substrate
-
-
?
diosmetin 7-O-glucoside + malonyl-CoA
CoA + diosmetin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
72% of the activity with apiin
-
-
?
isorhamnetin 3-O-glucoside + malonyl-CoA
CoA + isorhamnetin 3-O-glucoside 6''-O-malonylester
show the reaction diagram
-
11% of the activity with apiin
-
-
?
isorhamnetin 7-O-glucoside + malonyl-CoA
CoA + isorhamnetin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
12% of the activity with apiin
-
-
?
kaempferol 3-O-glucoside + malonyl-CoA
CoA + kaempferol 3-O-glucoside 6''-O-malonylester
show the reaction diagram
-
15% of the activity with apiin
-
-
?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
30% of the activity with apiin
-
-
?
malonyl CoA + genistein 7-O-glucoside
CoA + genistein 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside
CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + 6,4'-dihydroxy-7-O-glucosyl isoflavone
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + biochanin A 7-O-glucoside
CoA + biochanin A 7-O-glucoside-6''-O-malonylester
show the reaction diagram
-
-
-
?
malonyl-CoA + cyanidin 3,5-O-di-beta-D-glucoside
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + daidzein 7-O-glucoside
CoA + daidzein 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + daidzin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + formononetin 7-O-glucoside
CoA + formononetin 7-O-glucoside-6''-O-malonylester
show the reaction diagram
-
-
-
?
malonyl-CoA + formononetin 7-O-glucoside
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + genistin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + hyperoside
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + isoflavone
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + isoquercitrin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + kaempferol 7-O-glucoside
CoA + kaempferol 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + keracyanin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + kuromanin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + maackiain 3-O-glucoside
CoA + maackiain 3-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + naringenin 7-O-glucoside
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + naringenin 7-O-neohesperidoside
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
malonyl-CoA + orobol 7-O-glucoside
CoA + orobol 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + pratensein 7-O-glucoside
CoA + pratensein 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
naringenin 7-O-glucoside + malonyl-CoA
CoA + naringenin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
16% of the activity with apiin
-
-
?
quercetagetin 7-O-glucoside + malonyl-CoA
CoA + quercetagetin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
quercetin 3-O-glucoside + malonyl-CoA
CoA + quercetin 3-O-glucoside 6''-O-malonylester
show the reaction diagram
-
8% of the activity with apiin
-
-
?
quercetin 7-O-glucoside + malonyl-CoA
CoA + quercetin 7-O-glucoside 6''-O-malonylester
show the reaction diagram
-
-
-
-
?
malonyl-CoA + rutin
?
show the reaction diagram
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at pH 8.0, 30C
-
-
?
additional information
?
-
-
isoflavones with the glucosyl substituent in position 4' don't act as acceptors
-
-
-
additional information
?
-
-
4-hydroxy-2,5-dichlorophenoxyacetic acid glucoside and 4-methylumbelliferyl glucoside are not accepted as substrate
-
-
-
additional information
?
-
-
succinyl-CoA can replace malonyl-CoA with lower activity
-
-
-
additional information
?
-
-
last step in biosynthesis of flavonoid glycosides
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
show the reaction diagram
-
-
-
-
?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
show the reaction diagram
-
i.e. apiin
-
?
additional information
?
-
-
last step in biosynthesis of flavonoid glycosides
-
-
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.11
-
2',4,4'-trihydroxychalcone 4'-O-glucoside
-
-
0.014
-
Apigenin 7-O-glucoside
-
-
0.16
-
Apigenin 7-O-glucoside
-
-
0.036
-
Biochanin A
-
-
0.065
-
daidzein 7-O-glucoside
-
-
0.024
-
formononetin
-
-
0.0512
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.1148
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.736
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.088
-
genistein 7-O-glucoside
-
-
0.114
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.1314
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.3094
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.067
-
kaempferol 7-O-glucoside
-
-
0.02
-
Luteolin 7-O-glucoside
-
-
0.47
-
Luteolin 7-O-glucoside
-
-
0.054
-
maackiain 3-O-glucoside
-
-
0.006
-
malonyl-CoA
-
-
0.0111
-
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.0422
-
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.048
-
malonyl-CoA
-
-
0.5539
-
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.028
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.1004
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.1256
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.0063
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.0078
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.0713
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.46
-
orobol 7-O-glucoside
-
-
0.098
-
pratensein 7-O-glucoside
-
-
0.335
-
Quercetagetin 7-O-glucoside
-
-
0.381
-
quercetin 7-O-glucoside
-
-
0.101
-
succinyl-CoA
-
-
kcat/KM VALUE [1/mMs-1]
kcat/KM VALUE [1/mMs-1] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.1152
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21106
0.3365
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21106
1.52
-
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21106
0.08
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21217
0.0906
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21217
6.57
-
genistin
B4Y0U0, B4Y0U1, B4Y0U2, -
-
21217
3.9
-
malonyl CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
12842
0.2308
-
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
12844
3.952
-
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2, -
-
12844
0.6249
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
22464
0.948
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
22464
3.89
-
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
22464
1.01
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
293108
1.679
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
293108
3.2
-
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2, -
-
293108
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.0017
-
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.0058
-
B4Y0U0, B4Y0U1, B4Y0U2, -
-
0.05
-
B4Y0U0, B4Y0U1, B4Y0U2, -
-
7.515
-
-
-
additional information
-
-
-
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7.5
-
B4Y0U0, B4Y0U1, B4Y0U2, -
-
8
-
-
most active in Tris buffer
8
-
B4Y0U0, B4Y0U1, B4Y0U2, -
;
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.5
9.5
-
about 50% of activity maximum at pH 6.5 and 9.5
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
B4Y0U0, B4Y0U1, B4Y0U2, -
assay at; assay at; assay at
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
B4Y0U0, B4Y0U1, B4Y0U2, -
-
Manually annotated by BRENDA team
-
4 days old
Manually annotated by BRENDA team
B4Y0U0, B4Y0U1, B4Y0U2, -
-
Manually annotated by BRENDA team
B4Y0U0, B4Y0U1, B4Y0U2, -
-
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
B4Y0U0, B4Y0U1, B4Y0U2, -
-
Manually annotated by BRENDA team
B4Y0U0, B4Y0U1, B4Y0U2, -
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
50000
-
-
SDS-PAGE
50000
-
-
gel filtration
112000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 50000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
glycoprotein
-
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
-
acidic pH leads to rapid denaturation
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
60
-
-
above 2 min, destroyed
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
most stable in Tris buffer at pH 8, unstable to repeated freezing and thawing, dithioerythritol stabilizes
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-20C, 10% glycerol, stable for 4 months
-
-70C, partially purified enzyme is stable for several months, extensively purified enzyme loses 50% of activity within 2-3 days
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana
B4Y0U0, B4Y0U1, B4Y0U2, -
EXPRESSION
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
decreased expression by copper treatment; decreased expression by drought stress; decreased expression by drought stress
B4Y0U0, B4Y0U1, B4Y0U2, -
high expression in root and leaf, induced expression by copper treatment, slightly induced expression after elicitation of a root cell suspension culture by yeast elicitor; high expression in root and leaf, induced expression by copper treatment, slightly induced expression after elicitation of a root cell suspension culture by yeast elicitor; induced expression by drought stress and fungal infection
B4Y0U0, B4Y0U1, B4Y0U2, -
APPLICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
nutrition
B4Y0U0, B4Y0U1, B4Y0U2, -
health-promoting neutraceutical; health-promoting neutraceutical; health-promoting neutraceutical