Information on EC 2.4.1.35 - phenol beta-glucosyltransferase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
2.4.1.35
-
RECOMMENDED NAME
GeneOntology No.
phenol beta-glucosyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-glucose + a phenol = UDP + an aryl beta-D-glucoside
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hexosyl group transfer
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
phenolic malonylglucosides biosynthesis
-
-
Starch and sucrose metabolism
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:phenol beta-D-glucosyltransferase
Acts on a wide range of phenols.
CAS REGISTRY NUMBER
COMMENTARY hide
9046-69-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
sugar beet
-
-
Manually annotated by BRENDA team
silkworm
-
-
Manually annotated by BRENDA team
papaya
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Meigen larvae and adults
-
-
Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
Indian
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
phenobarbital induced
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
marine unicellular alga
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
mung bean
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
ADP-glucose + p-nitrophenol
ADP + p-nitrophenyl beta-D-glucoside
show the reaction diagram
CDP-glucose + p-nitrophenol
CDP + p-nitrophenyl beta-D-glucoside
show the reaction diagram
dTDP-glucose + p-nitrophenol
dTDP + p-nitrophenyl beta-D-glucoside
show the reaction diagram
GDP-glucose + p-nitrophenol
GDP + p-nitrophenyl beta-D-glucoside
show the reaction diagram
UDP-alpha-D-glucose + 3-hydroxyflavone
UDP + 3-[(beta-D-glucopyranosyl)oxy]-flavone
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 3'-O-beta-D-glucoside + quercetin 7-O-beta-D-glucoside + quercetin 7,3'-di-O-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + 3-hydroxycoumarine
UDP + 3-hydroxycoumaryl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + caffeic acid
UDP + caffeoyl 3-O-beta-D-glucoside
show the reaction diagram
-
specific for the 3-hydroxyl, and not the 4-hydroxyl, position of caffeic acid.
-
-
?
UDP-glucose + formononetin
UDP + formononetin 7-O-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + isoferulic acid
UDP + isoferuloyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + isoscopoletin
UDP + isoscopoletin beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + luteolin
UDP + luteolin 3'-O-beta-D-glucoside + luteolin 7-O-beta-D-glucoside + luteolin 7,3'-di-O-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + m-coumaric acid
UDP + m-coumaroyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDP-glucose + o-coumaric acid
UDP + o-coumaroyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + (+)-isomenthol
UDP + (+)-isomenthyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + (S)-citronellol
UDP + (S)-citronellyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 1-naphthol
UDP + 1-naphthyl beta-D-glucoside
show the reaction diagram
UDPglucose + 2-aminophenol
UDP + 2-aminophenyl beta-D-glucoside
show the reaction diagram
UDPglucose + 2-naphthol
UDP + 2-naphthyl beta-D-glucoside
show the reaction diagram
UDPglucose + 2-phenylethanol
UDP + 2-phenylethyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 4'-hydroxyflavone
UDP + 4'-hydroxyflavone 4'-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 4-hydroxybenzoic acid methyl ester
UDP + 4-beta-D-glucopyranosyloxy-benzoic acid methyl ester
show the reaction diagram
-
-
-
-
?
UDPglucose + 4-hydroxycoumarine
UDP + 4-hydroxycoumaryl beta-D-glucoside
show the reaction diagram
UDPglucose + 4-hydroxyphenylethanol
UDP + 4-hydroxyphenylethyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 4-methylumbelliferone
UDP + 4-methylumbelliferyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 5-hydroxyflavone
UDP + 5-hydroxyflavone 5-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 6-hydroxyflavone
UDP + 6-hydroxyflavone 6-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + 7-hydroxyflavone
UDP + 7-hydroxyflavone 7-beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + alpha-naphthol
UDP + alpha-naphthyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + benzyl alcohol
UDP + benzyl beta-D-glucoside
show the reaction diagram
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-
-
-
?
UDPglucose + beta-thujaplicin
UDP + beta-thujaplicin beta-D-monoglucoside
show the reaction diagram
-
TDPglucose also acts as a glucose donor, but not ADPglucose, GDPglucose and CDPglucose
both products: 4-isopropyltropolone 2-O-beta-D-glucopyranoside and 6-isopropyltropolone 2-O-beta-D-glucopyranoside
?
UDPglucose + butyl alcohol
UDP + butyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + caffeic acid
?
show the reaction diagram
-
-
-
-
?
UDPglucose + catechol
UDP + 2-(beta-D-glucopyranosyloxy)phenol
show the reaction diagram
UDPglucose + daphnetin
?
show the reaction diagram
-
-
-
-
?
UDPglucose + daphnetin 7-O-methyl ether
UDP + daphnetin 7-O-methyl ether beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + esculetin
?
show the reaction diagram
-
-
-
-
?
UDPglucose + eugenol
UDP + eugenyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + ferulic acid
UDP + 4-O-beta-D-glucopyranosyl-3-methoxycinnamic acid
show the reaction diagram
-
-
-
-
?
UDPglucose + guaiacol
UDP + 2-methoxyphenyl beta-D-glucoside
show the reaction diagram
UDPglucose + hydroquinone
UDP + 4-beta-D-glucopyranosyloxyphenol
show the reaction diagram
UDPglucose + kaempferol
?
show the reaction diagram
-
-
-
-
?
UDPglucose + lipophosphoglycan
UDP + glycosylated lipophosphoglycan
show the reaction diagram
UDPglucose + naringenin
?
show the reaction diagram
-
-
-
-
?
UDPglucose + o-hydroxy-trans-cinnamic acid
UDP + 2-beta-D-glucopyranosyloxy-trans-cinnamic acid
show the reaction diagram
-
-
-
-
?
UDPglucose + p-aminobenzoic acid
?
show the reaction diagram
-
TDPglucose also acts as a glucose donor, but not ADPglucose, GDPglucose and CDPglucose
-
-
?
UDPglucose + p-coumaric acid
UDP + 4-beta-D-glucopyranosyloxy-trans-cinnamic aicd
show the reaction diagram
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-
-
-
?
UDPglucose + p-hydroxybiphenyl
UDP + p-hydroxybiphenyl beta-D-glucoside
show the reaction diagram
-
-
-
-
?
UDPglucose + p-hydroxycinnamic acid
UDP + 4-beta-D-glucopyranosyloxy-trans-cinnamic acid
show the reaction diagram
-
-
-
-
?
UDPglucose + p-methoxyphenol
UDP + p-methoxyphenyl beta-D-glucoside
show the reaction diagram
UDPglucose + p-nitrophenol
UDP + p-nitrophenyl beta-D-glucoside
show the reaction diagram
UDPglucose + phenol
UDP + phenyl beta-D-glucoside
show the reaction diagram
UDPglucose + quercetin
?
show the reaction diagram
UDPglucose + salicyl alcohol
?
show the reaction diagram
-
-
-
-
?
UDPglucose + salicyl aldehyde
UDP + 2-(beta-D-glucopyranosyloxy)benzaldehyde
show the reaction diagram
UDPglucose + salicylic acid
UDP + 2-(beta-D-glucopyranosyloxy)benzoate
show the reaction diagram
-
-
-
-
?
UDPglucose + scopoletin
UDP + scopoletin beta-D-glucoside
show the reaction diagram
UDPglucose + umbelliferone
UDP + umbelliferyl beta-D-glucoside
show the reaction diagram
UDPglucose + vanillin
UDP + 4-beta-D-glucopyranosyloxy 3-methoxybenzaldehyde
show the reaction diagram
UDPglucuronic acid + p-nitrophenol
dTDP + p-nitrophenyl beta-D-glucuronic acid
show the reaction diagram
additional information
?
-
-
overview: acceptors for D-glucose
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-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
UDPglucose + lipophosphoglycan
UDP + glycosylated lipophosphoglycan
show the reaction diagram
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
EDTA
-
at 10 mM, partially
p-chloromercuribenzene sulfonate
-
-
Zn2+
-
10 mM, strong
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Triton X-100
-
0.8%, activation
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.077
4-Methylumbelliferone
-
-
0.07
4-nitrophenol
-
-
0.32
caffeic acid
-
pH 7.0, 30°C
0.01
kaempferol
-
-
0.072
lipophosphoglycan
-
-
-
0.12
luteolin
-
pH 7.0, 30°C
0.69
m-coumaric acid
-
pH 7.0, 30°C
0.8
o-coumaric acid
-
pH 7.0, 30°C
0.09
quercetin
-
pH 7.0, 30°C
1.4
scopoletin
-
-
0.037 - 0.17
UDPglucose
0.4
UDPxylose
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000002
-
(+)-isomenthol as substrate
0.000003
-
S-(-)-beta-citronellol as substrate
0.000004
-
p-methoxyphenol as substrate
0.000005
-
umbelliferone or salicyl aldehyde as substrate
0.000006
-
guaiacol as substrate
0.000008
-
alpha-naphthol or hydroquinone as substrate
0.000009
-
eugenol as substrate
0.000011
-
vanillin as substrate
0.000013
-
p-coumaric acid as substrate
0.00002
-
midgut, 4-hydroxycoumarin as substrate
0.00003
-
p-nitrophenol as substrate
0.00005
-
quercitin as substrate
0.00006
0.00009
-
naringenin as substrate
0.0001
0.0002
0.0003
0.0004
-
fat body, umbelliferone as substrate
0.0005
-
epidermis plus muscles, p-nitrophenol as substrate
0.0006
-
whole gut, p-nitrophenol as substrate
0.0009
-
midgut, guaiacol as substrate
0.001
-
fat body, 4-hydroxycoumarin as substrate
0.0011
0.0012
0.0013
0.0014
-
whole insect, salicylaldehyde as substrate
0.0015
0.0017
-
whole insect, p-nitrophenol as substrate
0.0018
-
whole insect, quercitin as substrate
0.0019
-
whole gut, guaiacol as substrate
0.0023
-
whole insect, vanillin as substrate
0.0027
-
fat body, vanillin as substrate
0.0028
0.0031
-
hindgut, p-nitrophenol as substrate; labial glands, umbelliferone as substrate
0.0032
-
whole insect, p-methoxyphenol as substrate
0.0034
-
fat body, hydroquinone as substrate
0.0038
-
labial glands, p-methoxyphenol as substrate
0.004
-
midgut, p-nitrophenol as substrate
0.0043
-
fat body, quercitin as substrate
0.0045
-
labial glands, phenol as substrate
0.0053
-
accessory gland, p-nitrophenol as substrate
0.0066
-
fat body, p-nitrophenol as substrate
0.0086
-
midgut, p-nitrophenol as substrate
0.0092
-
hindgut, p-nitrophenol as substrate
0.0094
-
labial glands, guaiacol as substrate
0.011
-
UDPxylose as substrate
0.0122
-
labial glands, p-nitrophenol as substrate
0.0131
-
fat body, guaiacol as substrate
0.0132
-
malpighian tubules, p-nitrophenol as substrate
0.0133
-
labial glands, catechol as substrate
0.0136
-
midgut, guaiacol as substrate
0.0138
-
midgut, vanillin as substrate
0.0152
-
labial glands, vanillin as substrate
0.0162
-
testes, p-nitrophenol as substrate
0.0198
-
labial glands, hydroquinone as substrate
0.0207
-
fat body, vanillin as substrate
0.0214
-
midgut, p-nitrophenol as substrate
0.0227
-
fat body, salicylaldehyde as substrate
0.0241
-
fat body, p-nitrophenol as substrate
0.0243
-
fat body, p-nitrophenol as substrate
0.0285
-
fat body, vanillin as substrate
0.0315
-
fat body, guaiacol as substrate
0.298
-
UDPglucose as substrate
0.354
-
4-methylumbelliferone as substrate
0.504
-
scopoletin as substrate
1.19
-
kaempferol as substrate
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8 - 8.5
-
UDPglucose + 4-nitrophenol
9.3
-
UDPglucose + 2-aminophenol
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.3 - 10.4
-
less than half-maximal activity above and below
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
young state
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
56000
-
gel filtration
60000
-
gel filtration
62000
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
-
alpha2, 2 * 28000, SDS-PAGE
monomer
-
1 * 60000, SDS-PAGE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
-
half-life 5 days
489097
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
dithiothreitol stabilizes
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-15°C, 2 days stable
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
partial
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed as a recombinant fusion protein in Escherichia coli. Wide variety of secondary metabolites. Expression of UGT71C1 in transgenic Arabidopsis is driven by the constitutive cauliflower mosaic virus 35 S (CaMV35S) promoter. Nine independent transgenic lines. The level of expression of UGT71C1 is enhanced considerably in several lines, leading to a higher level of the corresponding enzyme activity and a higher level of caffeoyl-3-O-glucoside
-
expression as GFP-UGT1 fusion protein in Escherichia coli
-
expression in Escherichia coli
expression in Spodoptera frugiperda SF21 insect cells
-