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Information on EC 2.3.1.115 - isoflavone-7-O-beta-glucoside 6''-O-malonyltransferase Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
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The enzyme appears in viruses and cellular organisms
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isoflavone-7-O-beta-glucoside 6''-O-malonyltransferase
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malonyl-CoA + biochanin A 7-O-beta-D-glucoside = CoA + biochanin A 7-O-(6-O-malonyl-beta-D-glucoside)
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Acyl group transfer
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apigenin glycosides biosynthesis
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medicarpin conjugates interconversion
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biochanin A conjugates interconversion
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formononetin conjugates interconversion
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daidzein conjugates interconversion
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genistein conjugates interconversion
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maackiain conjugates interconversion
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Isoflavonoid biosynthesis
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Flavone and flavonol biosynthesis
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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.
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flavone/flavonol 7-O-beta-D-glucoside malonyltransferase
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malonyl CoA:isoflavone 7-O-glucoside-6''-O-malonyltransferase
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malonyl-CoA:flavone/flavonol 7-O-glucoside malonyltransferase
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malonyl-coenzyme A:flavone/flavonol-7-O-glycoside malonyltransferase
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malonyl-coenzyme A:isoflavone 7-O-glucoside-6''-malonyltransferase
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malonyltransferase, flavone (flavonol) 7-O-glycoside
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malonyltransferase, isoflavone 7-O-glucoside 6''-O-
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chick pea
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brenda
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UniProt
brenda
parsley
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brenda
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apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
apiin + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + malonyl-CoA
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i.e. apigenin 7-O-apiosylglucoside, best substrate
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?
diosmetin 7-O-glucoside + malonyl-CoA
CoA + diosmetin 7-O-glucoside 6''-O-malonylester
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72% of the activity with apiin
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?
isorhamnetin 3-O-glucoside + malonyl-CoA
CoA + isorhamnetin 3-O-glucoside 6''-O-malonylester
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11% of the activity with apiin
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?
isorhamnetin 7-O-glucoside + malonyl-CoA
CoA + isorhamnetin 7-O-glucoside 6''-O-malonylester
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12% of the activity with apiin
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?
kaempferol 3-O-glucoside + malonyl-CoA
CoA + kaempferol 3-O-glucoside 6''-O-malonylester
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15% of the activity with apiin
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?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
malonyl CoA + genistein 7-O-glucoside
CoA + genistein 7-O-glucoside 6''-O-malonylester
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?
malonyl-CoA + (-)-maackiain 3-O-beta-D-glucoside
CoA + (-)-maackiain 3-O-(6-O-malonyl)-beta-D-glucoside
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?
malonyl-CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside
CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside 6''-O-malonylester
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?
malonyl-CoA + 6,4'-dihydroxy-7-O-glucosyl isoflavone
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assay at pH 8.0, 30°C
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?
malonyl-CoA + biochanin A 7-O-glucoside
CoA + biochanin A 7-O-glucoside-6''-O-malonylester
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?
malonyl-CoA + cyanidin 3,5-O-di-beta-D-glucoside
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assay at pH 8.0, 30°C
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?
malonyl-CoA + daidzein 7-O-glucoside
CoA + daidzein 7-O-glucoside 6''-O-malonylester
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?
malonyl-CoA + daidzin
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assay at pH 8.0, 30°C
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?
malonyl-CoA + formononetin 7-O-glucoside
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assay at pH 8.0, 30°C
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?
malonyl-CoA + formononetin 7-O-glucoside
CoA + formononetin 7-O-glucoside-6''-O-malonylester
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?
malonyl-CoA + genistin
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assay at pH 8.0, 30°C
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?
malonyl-CoA + hyperoside
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assay at pH 8.0, 30°C
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?
malonyl-CoA + isoflavone
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assay at pH 8.0, 30°C
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?
malonyl-CoA + isoquercitrin
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assay at pH 8.0, 30°C
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?
malonyl-CoA + kaempferol 7-O-glucoside
CoA + kaempferol 7-O-glucoside 6''-O-malonylester
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?
malonyl-CoA + keracyanin
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assay at pH 8.0, 30°C
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?
malonyl-CoA + kuromanin
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assay at pH 8.0, 30°C
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?
malonyl-CoA + naringenin 7-O-glucoside
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assay at pH 8.0, 30°C
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?
malonyl-CoA + naringenin 7-O-neohesperidoside
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assay at pH 8.0, 30°C
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?
malonyl-CoA + orobol 7-O-glucoside
CoA + orobol 7-O-glucoside 6''-O-malonylester
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?
malonyl-CoA + pratensein 7-O-glucoside
CoA + pratensein 7-O-glucoside 6''-O-malonylester
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malonyl-CoA + rutin
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assay at pH 8.0, 30°C
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naringenin 7-O-glucoside + malonyl-CoA
CoA + naringenin 7-O-glucoside 6''-O-malonylester
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16% of the activity with apiin
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quercetagetin 7-O-glucoside + malonyl-CoA
CoA + quercetagetin 7-O-glucoside 6''-O-malonylester
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?
quercetin 3-O-glucoside + malonyl-CoA
CoA + quercetin 3-O-glucoside 6''-O-malonylester
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8% of the activity with apiin
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quercetin 7-O-glucoside + malonyl-CoA
CoA + quercetin 7-O-glucoside 6''-O-malonylester
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?
additional information
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apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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i.e. apiin
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apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
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apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
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apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
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88% of the activity with apiin
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luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
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?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
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30% of the activity with apiin
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additional information
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isoflavones with the glucosyl substituent in position 4' don't act as acceptors
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additional information
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succinyl-CoA can replace malonyl-CoA with lower activity
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additional information
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4-hydroxy-2,5-dichlorophenoxyacetic acid glucoside and 4-methylumbelliferyl glucoside are not accepted as substrate
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additional information
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last step in biosynthesis of flavonoid glycosides
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apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
additional information
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last step in biosynthesis of flavonoid glycosides
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apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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i.e. apiin
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?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
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0.054
(-)-maackiain 3-O-beta-D-glucoside
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0.11
2',4,4'-trihydroxychalcone 4'-O-glucoside
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0.014 - 0.16
Apigenin 7-O-glucoside
0.065
daidzein 7-O-glucoside
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0.0512 - 0.736
formononetin 7-O-glucoside
0.088
genistein 7-O-glucoside
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0.067
kaempferol 7-O-glucoside
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0.02 - 0.47
Luteolin 7-O-glucoside
0.006 - 0.5539
malonyl-CoA
0.028 - 0.1256
naringenin 7-O-glucoside
0.0063 - 0.0713
naringenin 7-O-neohesperidoside
0.46
orobol 7-O-glucoside
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0.098
pratensein 7-O-glucoside
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0.335
quercetagetin 7-O-glucoside
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0.381
quercetin 7-O-glucoside
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0.014
Apigenin 7-O-glucoside
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0.16
Apigenin 7-O-glucoside
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0.0512
formononetin 7-O-glucoside
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0.1148
formononetin 7-O-glucoside
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0.736
formononetin 7-O-glucoside
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0.114
genistin
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0.02
Luteolin 7-O-glucoside
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0.47
Luteolin 7-O-glucoside
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0.006
malonyl-CoA
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0.028
naringenin 7-O-glucoside
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0.1004
naringenin 7-O-glucoside
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0.1256
naringenin 7-O-glucoside
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0.0063
naringenin 7-O-neohesperidoside
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0.0078
naringenin 7-O-neohesperidoside
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0.0713
naringenin 7-O-neohesperidoside
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0.1152 - 1.52
formononetin 7-O-glucoside
0.2308 - 3.952
malonyl-CoA
0.6249 - 3.89
naringenin 7-O-glucoside
1.01 - 3.2
naringenin 7-O-neohesperidoside
0.1152
formononetin 7-O-glucoside
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0.3365
formononetin 7-O-glucoside
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1.52
formononetin 7-O-glucoside
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0.08
genistin
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0.2308
malonyl-CoA
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0.6249
naringenin 7-O-glucoside
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0.948
naringenin 7-O-glucoside
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3.89
naringenin 7-O-glucoside
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1.01
naringenin 7-O-neohesperidoside
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1.679
naringenin 7-O-neohesperidoside
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3.2
naringenin 7-O-neohesperidoside
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additional information
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additional information
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8
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8
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most active in Tris buffer
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6.5 - 9.5
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about 50% of activity maximum at pH 6.5 and 9.5
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30
assay at; assay at; assay at
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brenda
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brenda
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brenda
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4 days old
brenda
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brenda
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brenda
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brenda
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brenda
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50000
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SDS-PAGE
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additional information
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acidic pH leads to rapid denaturation
486143
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60
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above 2 min, destroyed
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most stable in Tris buffer at pH 8, unstable to repeated freezing and thawing, dithioerythritol stabilizes
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-20°C, 10% glycerol, stable for 4 months
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-70°C, partially purified enzyme is stable for several months, extensively purified enzyme loses 50% of activity within 2-3 days
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overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana; overexpression in Arabidopsis thaliana
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decreased expression by copper treatment; decreased expression by drought stress; 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; 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
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nutrition
health-promoting neutraceutical; health-promoting neutraceutical; health-promoting neutraceutical
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B4Y0U0_MEDTR
472
53064
TrEMBL
B4Y0U1_MEDTR
483
54510
TrEMBL
B4Y0U2_MEDTR
450
50699
TrEMBL
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Matern, U.; Feser, C.; Hammer, D.
Further characterization and regulation of malonyl-coenzyme A: flavonoid glucoside malonyltransferases from parsley cell suspension cultures
Arch. Biochem. Biophys.
226
206-217
1983
Petroselinum crispum
brenda
Matern, U.; Potts, J.R.M.; Hahlbrock, K.
Two flavonoid-specific malonyltransferases from cell suspension cultures of Petroselinum hortense: partial purification and some properties of malonyl-coenzyme A: flavone/flavonol-7-O-glycoside malonyltransferase and malonyl-coenzyme A: flavonol-3-O-glucoside malonyltransferase
Arch. Biochem. Biophys.
208
233-241
1981
Petroselinum crispum
brenda
Koester, J.; Bussmann, R.; Barz, W.
Malonyl-coenzyme A:isoflavone 7-O-glucoside-6-O-malonyltransferase from roots of chick pea (Cicer arietinum L.)
Arch. Biochem. Biophys.
234
513-521
1984
Cicer arietinum
brenda
Yu, X.; Chen, M.; Liu, C.
Nucleocytoplasmic-localized acyltransferases catalyze the malonylation of 7-O-glycosidic (iso)flavones in Medicago truncatula
Plant J.
55
382-396
2008
Medicago truncatula (B4Y0U0), Medicago truncatula (B4Y0U1), Medicago truncatula (B4Y0U2), Medicago truncatula
brenda
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