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
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
COMMENTARY
LITERATURE
Acyl group transfer
-
-
-
-
PATHWAY
BRENDA Link
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
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
UNIPROT
SEQUENCE DB
SOURCE
chick pea
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
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 + (-)-maackiain 3-O-beta-D-glucoside
CoA + (-)-maackiain 3-O-(6-O-malonyl)-beta-D-glucoside
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 + 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
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]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.054
(-)-maackiain 3-O-beta-D-glucoside
-
-
0.11
2',4,4'-trihydroxychalcone 4'-O-glucoside
-
-
0.014
Apigenin 7-O-glucoside
-
-
0.16
Apigenin 7-O-glucoside
-
-
0.01
apiin
-
-
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
-
-
0.006
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]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.1152
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
16085
0.3365
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
16085
1.52
formononetin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
16085
0.08
genistin
B4Y0U0, B4Y0U1, B4Y0U2
-
4889
0.0906
genistin
B4Y0U0, B4Y0U1, B4Y0U2
-
4889
6.57
genistin
B4Y0U0, B4Y0U1, B4Y0U2
-
4889
3.9
malonyl CoA
B4Y0U0, B4Y0U1, B4Y0U2
-
5177
0.2308
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2
-
76
3.952
malonyl-CoA
B4Y0U0, B4Y0U1, B4Y0U2
-
76
0.6249
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
9343
0.948
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
9343
3.89
naringenin 7-O-glucoside
B4Y0U0, B4Y0U1, B4Y0U2
-
9343
1.01
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2
-
27226
1.679
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2
-
27226
3.2
naringenin 7-O-neohesperidoside
B4Y0U0, B4Y0U1, B4Y0U2
-
27226
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.0017
B4Y0U0, B4Y0U1, B4Y0U2
-
0.0058
B4Y0U0, B4Y0U1, B4Y0U2
-
0.05
B4Y0U0, B4Y0U1, B4Y0U2
-
additional information
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
B4Y0U0, B4Y0U1, B4Y0U2
-
8
-
most active in Tris buffer
8
B4Y0U0, B4Y0U1, B4Y0U2
;
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.5 - 9.5
-
about 50% of activity maximum at pH 6.5 and 9.5
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
B4Y0U0, B4Y0U1, B4Y0U2
assay at; assay at; assay at
45 - 50
-
-
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
50000
-
SDS-PAGE
486143
50000
-
gel filtration
486144
112000
-
gel filtration
486145
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
-
x * 50000, SDS-PAGE
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
glycoprotein
-
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
acidic pH leads to rapid denaturation
486143
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
60
-
above 2 min, destroyed
486145
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
most stable in Tris buffer at pH 8, unstable to repeated freezing and thawing, dithioerythritol stabilizes
-
STORAGE STABILITY
ORGANISM
UNIPROT
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
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana
B4Y0U0, B4Y0U1, B4Y0U2
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
decreased expression by copper treatment
B4Y0U0, B4Y0U1, B4Y0U2
decreased expression by drought stress
-
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
COMMENTARY
LITERATURE
nutrition
-
health-promoting neutraceutical