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Information on EC 2.4.1.104 - o-dihydroxycoumarin 7-O-glucosyltransferase for references in articles please use BRENDA:EC2.4.1.104
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EC Tree
IUBMB Comments Converts the aglycone daphetin into daphnin and, more slowly, esculetin into cichoriin, umbelliferone into skimmin, hydrangetin into hydrangin and scopoletin into scopolin.
The expected taxonomic range for this enzyme is: Nicotiana tabacum
Synonyms
CGTase, glucosyltransferase, uridine diphosphoglucose-o-dihydroxycoumarin 7-O-, UDP-glucose:o-dihydroxycoumarin glucosyltransferase, UDPglucose:7,8-dihydroxycoumarin 7-O-beta-D-glucosyltransferase,
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glucosyltransferase, uridine diphosphoglucose-o-dihydroxycoumarin 7-O-
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UDP-glucose:o-dihydroxycoumarin glucosyltransferase
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UDPglucose:7,8-dihydroxycoumarin 7-O-beta-D-glucosyltransferase
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UDP-glucose + 7,8-dihydroxycoumarin = UDP + daphnin
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hexosyl group transfer
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UDP-glucose:7,8-dihydroxycoumarin 7-O-beta-D-glucosyltransferase
Converts the aglycone daphetin into daphnin and, more slowly, esculetin into cichoriin, umbelliferone into skimmin, hydrangetin into hydrangin and scopoletin into scopolin.
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UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
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?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
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?
UDP-glucose + 4-coumaric acid
UDP + 4-O-glucosylcoumaric acid
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?
UDP-glucose + 4-methylumbelliferone
UDP + 7-O-glucosyl-4-methylumbelliferone
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?
UDP-glucose + 7,8-dihydroxycoumarin
UDP + daphnin
UDP-glucose + baicalein
UDP + 7-O-glucosylbaicalein
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?
UDP-glucose + caffeic acid
UDP + ?
UDP-glucose + esculetin
UDP + cichoriin
UDP-glucose + ferulic acid
UDP + 4-O-glucosylferulic acid
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low activity
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?
UDP-glucose + formononetin
UDP + 7-O-glucosylformononetin
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?
UDP-glucose + hydrangetin
UDP + hydrangin
UDP-glucose + protocatechuic acid
UDP + ?
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12% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + scopoletin
UDP + scopolin
UDP-glucose + syringic acid
UDP + 4-O-glucosyl syringic acid
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10% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + umbelliferone
UDP + skimmin
UDP-glucose + vanillic acid
UDP + 4-O-glucosylvanillic acid
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14% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + 7,8-dihydroxycoumarin
UDP + daphnin
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?
UDP-glucose + 7,8-dihydroxycoumarin
UDP + daphnin
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i.e. daphnetin
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?
UDP-glucose + 7,8-dihydroxycoumarin
UDP + daphnin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
UDP-glucose + caffeic acid
UDP + ?
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?
UDP-glucose + caffeic acid
UDP + ?
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50% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + caffeic acid
UDP + ?
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56% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + esculetin
UDP + cichoriin
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95% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + esculetin
UDP + cichoriin
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95% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + esculetin
UDP + cichoriin
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sequential mechanism
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?
UDP-glucose + esculetin
UDP + cichoriin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
UDP-glucose + hydrangetin
UDP + hydrangin
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30% of the activity with 7,8-dihydroxycoumarin
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UDP-glucose + hydrangetin
UDP + hydrangin
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30% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + scopoletin
UDP + scopolin
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sequential mechanism
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?
UDP-glucose + scopoletin
UDP + scopolin
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25% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + scopoletin
UDP + scopolin
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25% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + scopoletin
UDP + scopolin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
UDP-glucose + umbelliferone
UDP + skimmin
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UDP-glucose + umbelliferone
UDP + skimmin
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25% of the activity with 7,8-dihydroxycoumarin
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?
UDP-glucose + umbelliferone
UDP + skimmin
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52% of the activity with 7,8-dihydroxycoumarin
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?
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UDP-glucose + 7,8-dihydroxycoumarin
UDP + daphnin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
UDP-glucose + esculetin
UDP + cichoriin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
UDP-glucose + scopoletin
UDP + scopolin
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i.e. daphnetin, involved in the glycosylation of daphnetin, esculetin and possibly scopoletin to their corresponding 7-O-glucosides daphnin, chicoriin and scopolin
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?
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Co2+
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1 mM, activation to 114% of control
Cu2+
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1 mM, activation to 112% of control
Mn2+
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1 mM, activation to 133% of control
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Co2+
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1 mM, 87% inhibition
Cu2+
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1 mM, 55% inhibition
Zn2+
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1 mM, 96% inhibition
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2-mercaptoethanol
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10 mM, activation to 141% of control
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0.025
esculetin
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0.15
scopoletin
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0.043
UDPglucose
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0.05
UDPglucose
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reaction with esculetin
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additional information
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brenda
L. cv. Wisconsin No. 38
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brenda
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brenda
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47000 - 50000
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gel filtration
49000
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1 * 49000, SDS-PAGE
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monomer
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1 * 49000, SDS-PAGE
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Ibrahim, R.K.; Boulay, B.
Purification and some properties of UDP-glucose:o-dihydroxycoumarin 7-O-glucosyltransferase from tobacco cell cultures
Plant Sci. Lett.
18
177-184
1980
Nicotiana tabacum
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brenda
Ibrahim, R.K.
Position specificity of an o-dihydroxycoumarin glucosyltransferase from tobacco cell suspension culture
Phytochemistry
19
2459-2460
1980
Nicotiana tabacum
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brenda
Taguchi, G.; Imura, H.; Maeda, Y.; Kodaira, R.; Hayashida, N.; Shimosaka, M.; Okazaki, M.
Purification and characterization of UDP-glucose:hydroxycoumarin 7-O-glucosyltransferase, with broad substrate specificity from tobacco cultured cells
Plant Sci.
157
105-112
2000
Nicotiana tabacum
brenda
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