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Information on EC 2.4.1.237 - flavonol 7-O-beta-glucosyltransferase
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EC Tree
2.4.1.237 flavonol 7-O-beta-glucosyltransferaseIUBMB Comments
Acts on the flavonols gossypetin (8-hydroxyquercetin) and to a lesser extent on quercetin, kaempferol and myricetin.
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Word Map
- 2.4.1.237
- thiolactomycin
- flavonols
-
glucosylation
-
beta-ketoacyl-acp
-
mycolic
- petals
-
condensing
- flavanones
- coumarins
-
7-hydroxyl
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
ntgt2, ugt73a4, ugt71f1, udp-glucose:flavonoid 7-o-glucosyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
flavonol 7-O-glucosyltransferase
Q7OGT
quercetin 7OGT
quercetin-7-O-GT
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
UDP-glucose + a flavonol = UDP + a flavonol 7-O-beta-D-glucoside
-
-
-
-
UDP-glucose + a flavonol = UDP + a flavonol 7-O-beta-D-glucoside
acts on the flavonols gossypetin (8-hydroxyquercetin) and to a lesser extend on quercetin, kaempferol and myricetin
-
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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
UDP-glucose:flavonol 7-O-beta-D-glucosyltransferase
Acts on the flavonols gossypetin (8-hydroxyquercetin) and to a lesser extent on quercetin, kaempferol and myricetin.
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CAS REGISTRY NUMBER
COMMENTARY
83682-90-0
-
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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
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 3-O-beta-D-glucoside
-
17% of the activity with quercetin, UGT71F1
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside + quercetin 3-O-beta-D-glucoside
-
UGT71F1
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside + quercetin 4'-O-beta-D-glucoside
-
4'-OH glycosylation is preferred over 7-OH glycosylation, UGT73A4
-
-
?
UDP-glucose + 1-naphthol
UDP + naphthol 1-O-beta-D-glucoside
-
44% of the activity with kaempferol
-
-
?
UDP-glucose + 2-coumaric acid
UDP + ?
-
41% of the activity with kaempferol
-
-
?
UDP-glucose + 2-naphthol
UDP + naphthol 2-O-beta-D-glucoside
-
14% of the activity with kaempferol
-
-
?
UDP-glucose + 3,5,7-trihydroxyflavanone
UDP + 3,5,7-trihydroxyflavanone 7-O-beta-D-glucoside
-
pinobanksin, 55% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + 3-hydroxycoumarin
UDP + coumarin 3-O-beta-D-glucoside
-
310% of the activity with kaempferol
-
-
?
UDP-glucose + 3-hydroxyflavone
UDP + 3-hydroxyflavone 7-O-beta-D-glucoside
-
12% of the activity with kaempferol
-
-
?
UDP-glucose + 4-coumaric acid
UDP + ?
-
43% of the activity with kaempferol
-
-
?
UDP-glucose + 6-hydroxyflavone
UDP + 6-hydroxyflavone 7-O-beta-D-glucoside
-
24% of the activity with kaempferol
-
-
?
UDP-glucose + 7,4'-dihydroxyflavonol
UDP + 7,4'-dihydroxyflavonol 7-O-beta-D-glucoside
-
53% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + 7-hydroxyflavone
UDP + 7-hydroxyflavone 7-O-beta-D-glucoside
-
53% of the activity with kaempferol
-
-
?
UDP-glucose + betanidin
UDP + betanidin 5-O-beta-D-glucoside + betanidin 6-O-beta-D-glucoside
-
28% of the activity with quercetin, UGT71F1
-
-
?
UDP-glucose + caffeic acid
UDP + caffeic acid 4-O-beta-D-glucoside
-
14% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + caffeic acid
UDP + caffeoyl 3-O-beta-D-glucoside
-
90% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + chrysin
UDP + chrysin 7-O-beta-D-glucoside
-
70% of the activity with quercetinUGT73A4
-
-
?
UDP-glucose + esculetin
UDP + esculetin 6-O-beta-D-glucoside
-
77% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + esculetin
UDP + esculetin 7-O-beta-D-glucoside
-
24% of the activity with kaempferol
-
-
?
UDP-glucose + euonymin
UDP + euonymin 7-O-beta-D-glucoside
-
16% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + hydroquinone
UDP + hydroquinone O-beta-D-glucoside
-
10% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + isoquercitrin
UDP + isoquercitrin 7-O-beta-D-glucoside
-
13% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferide
UDP + kaempferide 7-O-beta-D-glucoside
-
104% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 3,4'-di-O-glucoside
UDP + kaempferol 3,7,4'-tri-O-glucoside
-
12% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 3,4'-dimethylether
UDP + kaempferol 3,4'-dimethylether 7-O-beta-D-glucoside
UDP-glucose + kaempferol 3-O-glucoside
UDP + kaempferol 3,7-O-beta-D-diglucoside
-
astragalin, 17% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 3-O-glucoside
UDP + kaempferol 3,7-O-diglucoside
-
astragalin, 20% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 3-O-glucoside
UDP + kaempferol 3,7beta-O-diglucoside
-
45% of the activity with kaempferol
-
-
?
UDP-glucose + kaempferol 3-O-rhamnosylglucoside
UDP + kaempferol 3-O-rhamnosylglucoside 7-O-beta-D-glucoside
-
11% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 5,7,4'-trimethylether
UDP + kaempferol 5,7,4'-trimethylether 3-O-beta-D-glucoside
-
9% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol-4'-methylether
UDP + kaempferol-4'-methylether 7-O-beta-D-glucoside
-
42% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + myricetin
UDP + myricetin 4'-O-beta-D-glucoside
-
80% of the activity with quercetin, 4'-OH glycosylation is preferred over 7-OH glycosylation, UGT73A4
-
-
?
UDP-glucose + p-coumaric acid
UDP + (2E)-3-[4-(beta-D-glucopyranosyloxy)phenyl]prop-2-enoic acid
-
9% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + quercetagetin
UDP + quercetagetin 3-O-beta-D-glucoside + quercetagetin 7-O-beta-D-glucoside
-
84% of the activity with quercetin, UGT71F1
-
-
?
UDP-glucose + quercetagetin
UDP + quercetagetin 4'-O-beta-D-glucoside
-
28% of the activity with quercetin, 4'-OH glycosylation is preferred over 7-OH glycosylation, UGT73A4
-
-
?
UDP-glucose + quercetin 3-O-glucoside
UDP + quercetin 3,7-O-beta-D-diglucoside
-
isoquercetin, 32% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + quercetin 5-methylether
UDP + quercetin 5-methylether 7-O-beta-D-glucoside
-
13% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + rutin
UDP + rutin 7-O-beta-D-glucoside
-
21% of the activity with kaempferol as substrate
-
-
?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
81% of the activity with quercetin, UGT73A4
-
-
?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
good substrate
-
-
?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
cv. Prado, gossypetin is the best substrate, followed by quercetin, kaempferol and myricetin
-
-
?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
preferred substrate
-
-
?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
best substrate
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
29% of the activity with kaempferol as substrate
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
gossypetin and quercetin are presumably the natural substrates
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
cv. Prado: gossypetin is the best substrate, followed by quercetin, kaempferol and myricetin, cv. Stern des Orients: 3times lower specific activity than with gossypetin as substrate
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
19% of the activity with kaempferol
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
45% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + a flavonol
UDP + a flavonol 7-O-beta-D-glucoside
-
-
F7GT mediates the transfer of D-glucose exclusively to the 7-hydroxyl group of kaempferol and some other flavonols, highly specific for UDP-D-glucose as glucosyl donor
-
?
UDP-glucose + a flavonol
UDP + a flavonol 7-O-beta-D-glucoside
-
plays a role in the glycosylation steps of flavonols
-
-
?
UDP-glucose + a flavonol
UDP + a flavonol 7-O-beta-D-glucoside
-
F 7 GT mediates the transfer of D-glucose exclusively to the 7-hydroxyl group of kaempferol and some flavonols, highly specific for UDP-D-glucose
-
-
?
UDP-glucose + apigenin
UDP + apigenin 7-O-beta-D-glucoside
-
40% of the activity with quercetin, UGT71F1
-
-
?
UDP-glucose + apigenin
UDP + apigenin 7-O-beta-D-glucoside
-
90% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + apigenin
UDP + apigenin 7-O-beta-D-glucoside
-
cv. Prado
-
-
?
UDP-glucose + eriodictyol
UDP + eriodictyol 7-O-beta-D-glucoside
-
48% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + eriodictyol
UDP + eriodictyol 7-O-beta-D-glucoside
-
cv. Prado
-
-
?
UDP-glucose + gossypetin
UDP + gossypetin 7-O-beta-D-glucoside
-
gossypetin and quercetin are presumably the natural substrates
gossypetin 7-O-glucoside is particularly responsible for the yellow coloration of the petals
-
?
UDP-glucose + gossypetin
UDP + gossypetin 7-O-beta-D-glucoside
-
cv. Prado: best substrate, followed by quercetin, kaempferol and myricetin, cv. Stern des Orients: 3times higher specific activity than with quercetin as substrate
-
-
?
UDP-glucose + isorhamnetin
UDP + isorhamnetin 7-O-beta-D-glucoside
-
128% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + isorhamnetin
UDP + isorhamnetin 7-O-beta-D-glucoside
-
88% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
-
-
-
?
UDP-glucose + kaempferol 3,4'-dimethylether
UDP + kaempferol 3,4'-dimethylether 7-O-beta-D-glucoside
-
31% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + kaempferol 3,4'-dimethylether
UDP + kaempferol 3,4'-dimethylether 7-O-beta-D-glucoside
-
30% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + luteolin
UDP + luteolin 7-O-beta-D-glucoside
-
17% of the activity with quercetin, UGT71F1
-
-
?
UDP-glucose + luteolin
UDP + luteolin 7-O-beta-D-glucoside
-
as active as with quercetin, UGT73A4
-
-
?
UDP-glucose + luteolin
UDP + luteolin 7-O-beta-D-glucoside
-
cv. Prado
-
-
?
UDP-glucose + myricetin
UDP + myricetin 7-O-beta-D-glucoside
-
36% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + myricetin
UDP + myricetin 7-O-beta-D-glucoside
-
cv. Prado, gossypetin is the best substrate, followed by quercetin, kaempferol and myricetin
-
-
?
UDP-glucose + myricetin
UDP + myricetin 7-O-beta-D-glucoside
-
26% of the activity with kaempferol as substrate
-
-
?
UDP-glucose + naringenin
UDP + naringenin 7-O-beta-D-glucoside
-
10% of the activity with quercetin, UGT73A4
-
-
?
UDP-glucose + naringenin
UDP + naringenin 7-O-beta-D-glucoside
-
cv. Prado
-
-
?
UDP-glucose + pinocembrin
UDP + pinocembrin 7-O-beta-D-glucoside
-
25% of the activity with quercetinUGT73A4
-
-
?
UDP-glucose + pinocembrin
UDP + pinocembrin 7-O-beta-D-glucoside
-
57% of the activity with quercetin, UGT71F1
-
-
?
UDP-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
-
-
-
?
UDP-glucose + scopoletin
UDP + scopoletin 7-O-beta-D-glucoside
-
11% of the activity with kaempferol
-
-
?
UDP-glucose + scopoletin
UDP + scopoletin 7-O-beta-D-glucoside
-
8% of the activity with kaempferol as substrate
-
-
?
additional information
?
-
-
no or very poor substrates: fisetin, kaempferol 5,7,4-trimethylether, rhamnetin, kaempferol 7-O-glucoside, quercetin 7-O-glucoside, taxifolin, dihydrokaempferol, ADP-D-glucose, GDP-D-glucose
-
-
?
additional information
?
-
-
broad substrate specificity, no activity with salicylic acid, cyanidin, and cyanidin 3-O-glucoside, poor activity with 4-hydroxycoumarin and 5-hydroxyflavone
-
-
?
additional information
?
-
-
not: rhamnetin, kaempferol 7-O-glucoside, quercetin 7-O-glucoside, ADP-D-glucose, GDP-D-glucose
-
-
?
additional information
?
-
-
substrate specificity of isozymes with diverse different flavonol compounds, overview
-
-
?
additional information
?
-
-
substrate specificity of isozymes with diverse different flavonol compounds, overview
-
-
?
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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
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
gossypetin and quercetin are presumably the natural substrates
-
-
?
UDP-glucose + a flavonol
UDP + a flavonol 7-O-beta-D-glucoside
-
plays a role in the glycosylation steps of flavonols
-
-
?
UDP-glucose + gossypetin
UDP + gossypetin 7-O-beta-D-glucoside
-
gossypetin and quercetin are presumably the natural substrates
gossypetin 7-O-glucoside is particularly responsible for the yellow coloration of the petals
-
?
UDP-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
-
-
-
-
?
UDP-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
-
-
-
-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid
-
0.01 mM, UGT71F1; 0.01 mM, UGT73A4
diethyldicarbonate
-
5 mM, 98% inhibition with quercetin or gossypetin as substrate
p-chloromercuribenzene sulfonic acid
-
UGT71F1, 0.01mM, 22% inhibition; UGT73A4 activity is completely inhibited at 0.01mM
p-hydroxymercuribenzoate
-
strong, 0.1 mM, 99.3% inhibition with quercetin as substrate, 14 mM 2-mercaptoethanol protects and addition after 15 min also reduces the inhibitory effect
Co2+
-
complete inhibition near 0.04 mM, UGT71F1; complete inhibition near 0.04 mM, UGT73A4
Co2+
-
1 mM, 98% inhibition with quercetin as substrate, 85% inhibition with gossypetin as substrate
Cu2+
-
complete inhibition near 0.04 mM, UGT71F1; complete inhibition near 0.04 mM, UGT73A4
N-ethylmaleimide
-
1 mM, 97% inhibition, 14 mM 2-mercaptoethanol partially restores activity
N-ethylmaleimide
-
strong, 1 mM, 98% inhibition with quercetin as substrate, 14 mM 2-mercaptoethanol protects, but addition after 15 min does not restore activity
N-ethylmaleimide
-
1 mM, 94% inhibition, 14 mM 2-mercaptoethanol restores activity
p-chloromercuribenzoate
-
1 mM, 97% inhibition, 14 mM 2-mercaptoethanol partially restores activity
p-chloromercuribenzoate
-
1 mM, 91% inhibition, 14 mM 2-mercaptoethanol restores activity
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
bovine serum albumin
-
addition to the assay system causes 2.5fold higher reaction rate
-
additional information
-
enzyme expression is inducible by plant hormones, such as salicylic acid, auxin, 2,4-dichorophenoxyacetic acid, and jasmonate
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
-
specific activities for the 7-O-glucosylation reaction with several substrates, cv. Stern des Orients: 3times higher specific activity with gossypetin than with quercetin as substrate
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
additional information
-
the pH-optimum is highly dependent on the substrate used
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pI VALUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.5
5.6
-
calculated from sequence, MALDI-TOF-MS analysis with molecular masses of tags subtracted, UGT71F1
5.8
-
calculated from sequence, MALDI-TOF-MS analysis with molecular masses of tags subtracted, UGT73A4
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
