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Information on EC 2.3.1.115 - isoflavone-7-O-beta-glucoside 6''-O-malonyltransferase
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EC Tree
2.3.1.115 isoflavone-7-O-beta-glucoside 6''-O-malonyltransferaseIUBMB Comments
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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Word Map
- 2.3.1.115
-
chanarin-dorfman
-
droplets
- triglyceride
-
lipolysis
- triacylglycerols
-
ichthyosis
-
domain-containing
-
ichthyosiform
-
erythroderma
-
cirrhosis
-
steatosis
-
multisystemic
-
co-activator
-
lysophosphatidic
-
non-bullous
-
phosphatidic
- nutrition
-
hepatomegaly
The enzyme appears in viruses and cellular organisms
Reaction Schemes
Synonyms
mat-7, mtmat1, malonyl-coa:flavone/flavonol 7-o-glucoside malonyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
malonyl CoA:isoflavone 7-O-glucoside-6''-O-malonyltransferase
-
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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)
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PATHWAY SOURCE
PATHWAYS
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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.
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CAS REGISTRY NUMBER
COMMENTARY
78413-09-9
-
93585-97-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
apiin + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + malonyl-CoA
-
i.e. apigenin 7-O-apiosylglucoside, best substrate
-
?
diosmetin 7-O-glucoside + malonyl-CoA
CoA + diosmetin 7-O-glucoside 6''-O-malonylester
-
72% of the activity with apiin
-
?
isorhamnetin 3-O-glucoside + malonyl-CoA
CoA + isorhamnetin 3-O-glucoside 6''-O-malonylester
-
11% of the activity with apiin
-
?
isorhamnetin 7-O-glucoside + malonyl-CoA
CoA + isorhamnetin 7-O-glucoside 6''-O-malonylester
-
12% of the activity with apiin
-
?
kaempferol 3-O-glucoside + malonyl-CoA
CoA + kaempferol 3-O-glucoside 6''-O-malonylester
-
15% of the activity with apiin
-
?
malonyl CoA + genistein 7-O-glucoside
CoA + genistein 7-O-glucoside 6''-O-malonylester
-
-
-
?
malonyl-CoA + (-)-maackiain 3-O-beta-D-glucoside
CoA + (-)-maackiain 3-O-(6-O-malonyl)-beta-D-glucoside
-
-
-
?
malonyl-CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside
CoA + 2',4,4'-trihydroxychalcone 4-O-glucoside 6''-O-malonylester
-
-
-
?
malonyl-CoA + 6,4'-dihydroxy-7-O-glucosyl isoflavone
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + biochanin A 7-O-glucoside
CoA + biochanin A 7-O-glucoside-6''-O-malonylester
-
-
-
?
malonyl-CoA + biochanin A-beta-D-glucoside
coenzyme A + biochanin A 7-O-(6-O-malonyl-beta-D-glucoside)
-
-
-
?
malonyl-CoA + cyanidin 3,5-O-di-beta-D-glucoside
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + daidzin
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + formononetin 7-O-glucoside
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + formononetin 7-O-glucoside
CoA + formononetin 7-O-glucoside-6''-O-malonylester
-
-
-
?
malonyl-CoA + genistein 7-O-glucoside
CoA + genistein 7-O-glucoside 6''-O-malonylester
-
-
?
malonyl-CoA + genistin
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + glycetein 7-O-glucoside
CoA + glycetein 7-O-glucoside 6''-O-malonylester
-
-
?
malonyl-CoA + hyperoside
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + isoflavone
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + isoquercitrin
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + kaempferol 7-O-glucoside
CoA + kaempferol 7-O-glucoside 6''-O-malonylester
-
-
-
?
malonyl-CoA + keracyanin
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + kuromanin
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + naringenin 7-O-glucoside
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + naringenin 7-O-neohesperidoside
?
assay at pH 8.0, 30°C
-
?
malonyl-CoA + orobol 7-O-glucoside
CoA + orobol 7-O-glucoside 6''-O-malonylester
-
-
-
?
malonyl-CoA + pratensein 7-O-glucoside
CoA + pratensein 7-O-glucoside 6''-O-malonylester
-
-
-
?
naringenin 7-O-glucoside + malonyl-CoA
CoA + naringenin 7-O-glucoside 6''-O-malonylester
-
16% of the activity with apiin
-
?
quercetagetin 7-O-glucoside + malonyl-CoA
CoA + quercetagetin 7-O-glucoside 6''-O-malonylester
-
-
-
?
quercetin 3-O-glucoside + malonyl-CoA
CoA + quercetin 3-O-glucoside 6''-O-malonylester
-
8% of the activity with apiin
-
?
quercetin 7-O-glucoside + malonyl-CoA
CoA + quercetin 7-O-glucoside 6''-O-malonylester
-
-
-
?
succinyl-CoA + biochanin A-beta-D-glucoside
coenzyme A + biochanin A 7-O-(6-O-succinyl-beta-D-glucoside)
-
-
-
?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
-
i.e. apiin
-
?
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
-
-
-
?
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
-
-
-
?
apigenin 7-O-glucoside + malonyl-CoA
CoA + apigenin 7-O-glucoside 6''-O-malonylester
-
88% of the activity with apiin
-
?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
-
-
-
?
luteolin 7-O-glucoside + malonyl-CoA
CoA + luteolin 7-O-glucoside 6''-O-malonylester
-
30% of the activity with apiin
-
?
malonyl-CoA + daidzein 7-O-glucoside
CoA + daidzein 7-O-glucoside 6''-O-malonylester
-
-
-
?
malonyl-CoA + daidzein 7-O-glucoside
CoA + daidzein 7-O-glucoside 6''-O-malonylester
-
-
?
additional information
?
-
-
isoflavones with the glucosyl substituent in position 4' don't act as acceptors
-
?
additional information
?
-
-
succinyl-CoA can replace malonyl-CoA with lower activity
-
?
additional information
?
-
IMaT1 prefers to use malonyl-CoA, rather than acetyl CoA, as an acyl donor to convert only isoflavone 7-O-glucosides, but not other flavonoid glucosides
-
-
additional information
?
-
IMaT1 prefers to use malonyl-CoA, rather than acetyl CoA, as an acyl donor to convert only isoflavone 7-O-glucosides, but not other flavonoid glucosides
-
-
additional information
?
-
-
4-hydroxy-2,5-dichlorophenoxyacetic acid glucoside and 4-methylumbelliferyl glucoside are not accepted as substrate
-
?
additional information
?
-
-
last step in biosynthesis of flavonoid glycosides
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
additional information
?
-
-
last step in biosynthesis of flavonoid glycosides
-
-
?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
-
i.e. apiin
-
?
apigenin 7-O-apiosylglucoside + malonyl-CoA
apigenin 7-O-apiosylglucoside -6''-O-malonylester + CoA
-
-
-
-
?
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0183
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
0.0256
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
8.1
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
19.21
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
440
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
750
malonyl-CoA
cosubstrate genistein 7-O-glucoside, pH 7.2, 30°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
physiological function
transgenic hairy roots overexpressing IMaT1 have increased levels of malonyldaidzin and malonylgenistin. Knockdown of IMaT1 reduces malonyldaidzin and malonylgenistin contents, and affects other isoflavonoids differently
physiological function
transgenic hairy roots overexpressing IMaT3 have increased levels of malonyldaidzin and malonylgenistin. Knockdown of IMaT3 reduces malonyldaidzin and malonylgenistin contents, and affects other isoflavonoids differently
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UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). A0A072U623_MEDTR
463
0
51420
TrEMBL
other Location (Reliability: 3)
A0A396GTF5_MEDTR
147
0
15390
TrEMBL
other Location (Reliability: 4)
A0A396GY84_MEDTR
819
0
92823
TrEMBL
other Location (Reliability: 5)
A0A2P6S3W9_ROSCH
460
0
50247
TrEMBL
other Location (Reliability: 3)
G7L651_MEDTR
177
0
19899
TrEMBL
other Location (Reliability: 2)
A0A2P6S7T7_ROSCH
188
0
20782
TrEMBL
other Location (Reliability: 3)
A0A2P6Q9L6_ROSCH
468
0
51533
TrEMBL
other Location (Reliability: 3)
A0A2P6S3W6_ROSCH
291
0
31592
TrEMBL
other Location (Reliability: 4)
A0A396HA79_MEDTR
945
0
106634
TrEMBL
other Location (Reliability: 3)
A0A396H0I8_MEDTR
161
0
17812
TrEMBL
other Location (Reliability: 3)
A0A396H0H8_MEDTR
480
0
54091
TrEMBL
other Location (Reliability: 3)
A0A2P6S3W8_ROSCH
152
0
16519
TrEMBL
other Location (Reliability: 2)
A0A2P6S7W7_ROSCH
475
0
51971
TrEMBL
other Location (Reliability: 4)
A0A2P6S3X1_ROSCH
171
0
19220
TrEMBL
Mitochondrion (Reliability: 2)
A0A2P6S7X1_ROSCH
469
0
51373
TrEMBL
other Location (Reliability: 3)
A0A072UVA5_MEDTR
272
0
31438
TrEMBL
other Location (Reliability: 2)
A0A2P6S7T3_ROSCH
481
0
52747
TrEMBL
other Location (Reliability: 3)
A0A2P6SCD2_ROSCH
466
0
51237
TrEMBL
Chloroplast (Reliability: 3)
A0A2P6Q9P8_ROSCH
102
0
11587
TrEMBL
other Location (Reliability: 4)
A0A396HBZ7_MEDTR
237
1
26601
TrEMBL
Secretory Pathway (Reliability: 1)
A0A2P6S7X9_ROSCH
478
0
52363
TrEMBL
other Location (Reliability: 4)
A0A5B7BRH3_DAVIN
485
0
54489
TrEMBL
Chloroplast (Reliability: 5)
A0A2P6S3X0_ROSCH
463
0
51014
TrEMBL
Chloroplast (Reliability: 3)
A0A2P6S3V9_ROSCH
489
0
53878
TrEMBL
Chloroplast (Reliability: 5)
A0A072UH54_MEDTR
460
0
51047
TrEMBL
other Location (Reliability: 2)
A0A2P6S3W7_ROSCH
442
0
48344
TrEMBL
other Location (Reliability: 5)
A0A2P6SCF5_ROSCH
315
0
34389
TrEMBL
Mitochondrion (Reliability: 5)
A0A396GTE5_MEDTR
344
1
39642
TrEMBL
other Location (Reliability: 1)
A0A396GY74_MEDTR
225
0
25338
TrEMBL
other Location (Reliability: 5)
A0A396GZY5_MEDTR
205
1
22593
TrEMBL
other Location (Reliability: 4)
A0A396HC99_MEDTR
428
0
47599
TrEMBL
other Location (Reliability: 1)
G7L650_MEDTR
476
0
53605
TrEMBL
other Location (Reliability: 2)
F4ZG53_MEDTR
478
0
54046
TrEMBL
other Location (Reliability: 1)
A0A2P6Q9N0_ROSCH
240
0
26125
TrEMBL
Secretory Pathway (Reliability: 3)
A0A396GVG5_MEDTR
553
0
62509
TrEMBL
other Location (Reliability: 2)
A0A396GZZ4_MEDTR
883
0
98695
TrEMBL
other Location (Reliability: 3)
A0A396GZX5_MEDTR
433
0
49104
TrEMBL
other Location (Reliability: 4)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
50000
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
most stable in Tris buffer at pH 8, unstable to repeated freezing and thawing, dithioerythritol stabilizes
-
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-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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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
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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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
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
Ahmad, M.Z.; Li, P.; Wang, J.; Rehman, N.U.; Zhao, J.
Isoflavone malonyltransferases GmIMaT1 and GmIMaT3 differently modify isoflavone glucosides in soybean (Glycine max) under various stresses
Front. Plant Sci.
8
735
2017
Glycine max (A0A1X9JQM7), Glycine max (A0A1Y9TFD9)
brenda
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