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Information on EC 2.4.1.253 - baicalein 7-O-glucuronosyltransferase and Organism(s) Scutellaria baicalensis and UniProt Accession Q76MR7

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EC Tree
     2 Transferases
         2.4 Glycosyltransferases
             2.4.1 Hexosyltransferases
                2.4.1.253 baicalein 7-O-glucuronosyltransferase
IUBMB Comments
The enzyme is specific for UDP-D-glucuronate as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe).
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This record set is specific for:
Scutellaria baicalensis
UNIPROT: Q76MR7
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Word Map
The taxonomic range for the selected organisms is: Scutellaria baicalensis
The expected taxonomic range for this enzyme is: Scutellaria baicalensis
Synonyms
ubgat, udp-glucuronate baicalein 7-o-glucuronosyltransferase, baicalein 7-o-glucuronosyltransferase, udp-glucuronate:baicalein 7-o-glucuronosyltransferase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
UDP-glucuronate baicalein 7-O-glucuronosyltransferase
-
UDP-glucuronate:baicalein 7-O-glucuronosyltransferase
-
-
PATHWAY SOURCE
PATHWAYS
-
-, -
SYSTEMATIC NAME
IUBMB Comments
UDP-D-glucuronate:5,6,7-trihydroxyflavone 7-O-glucuronosyltransferase
The enzyme is specific for UDP-D-glucuronate as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe).
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
UDP-D-glucuronate + baicalein
UDP + baicalin
show the reaction diagram
-
-
-
?
UDP-D-glucuronate + 4',5,6,7-tetrahydroxyflavone
UDP + 4',5,6,7-tetrahydroxyflavone 7-O-beta-D-glucuronate
show the reaction diagram
-
i.e. 5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one, i.e. scutellarein. The enzyme is specific to UDP-glucuronic acid as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe)
i.e. scutellarein 7-O-glucuronide
-
?
UDP-D-glucuronate + 5,6,7-trihydroxyflavone
UDP + 5,6,7-trihydroxyflavone-7-O-beta-D-glucuronate
show the reaction diagram
-
i.e. 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one, i.e. baicalein. The enzyme is specific to UDP-glucuronic acid as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe)
i.e. 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid, i.e. baicalein 7-O-glucuronide, i.e. 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid, i.e. baicalein 7-O-glucuronide. Identification and quantitation of the enzyme reaction products are carried out by reversed phase-HPLC
-
?
UDP-D-glucuronate + 5,7-dihydroxy-8-methoxyflavone
UDP + 5,7-dihydroxy-8-methoxyflavone-7-O-beta-D-glucuronate
show the reaction diagram
-
i.e. 5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one, i.e. wogonin. The enzyme is specific to UDP-glucuronic acid as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe)
i.e wogonin 7-O-glucuronide
-
?
UDP-glucuronate + baicalein
UDP + baicalin
show the reaction diagram
-
-
-
-
?
additional information
?
-
-
flavonoids lacking a substitution at the position ortho- to the 7-OH (chrysin, apigenin, luteolin, quercetin, formononetin and daidzein) do not serve as substrates
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
UDP-D-glucuronate + baicalein
UDP + baicalin
show the reaction diagram
-
-
-
?
UDP-D-glucuronate + 5,6,7-trihydroxyflavone
UDP + 5,6,7-trihydroxyflavone-7-O-beta-D-glucuronate
show the reaction diagram
-
i.e. 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one, i.e. baicalein. The enzyme is specific to UDP-glucuronic acid as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe)
i.e. 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl beta-D-glucopyranosiduronic acid, i.e. baicalein 7-O-glucuronide
-
?
UDP-glucuronate + baicalein
UDP + baicalin
show the reaction diagram
-
-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
no divalent cation requirement
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid
-
0.1 mM, complete inhibition
CuSO4
-
1 mM, complete inhibition
diethylpyrocarbonate
-
0.1 mM, 31% inhibition
EDTA
-
5 mM, 17% inhibition
FeCl2
-
1 mM, complete inhibition
MgCl2
-
1 mM, 21.5% inhibition
p-chloromercuribenzoate
-
0.1 mM, complete inhibition
ZnCl2
-
1 mM, complete inhibition
additional information
-
N-ethylmaleimide has no effect in activity
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0524
5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one
-
pH 7.5, 37°C
0.109
scutellarein
-
pH 7.5, 37°C
0.0729
UDP-glucuronate
-
pH 7.5, 37°C
0.107
wogonin
-
pH 7.5, 37°C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
-
Vmax/Km ratio for 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one (i.e. baicalein) is: 4.9 nkat/mg*micromol, Vmax/Km ratio for scutellarein is 2.67 nkat/mg*micromol, Vmax/Km ratio for wogonin is: 1.71 nkat/mg*micromol
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
-
in 50 mM Tris-HCl buffer
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.8
-
chromatofocusing
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
callus tissue derived from the petiole of a sterile young plant
Manually annotated by BRENDA team
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
UBGAT_SCUBA
441
0
48654
Swiss-Prot
Secretory Pathway (Reliability: 4)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
110000
-
gel filtration
52000
-
2 * 52000, does not exist or function as monomer, SDS-PAGE
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homodimer
-
2 * 52000, does not exist or function as monomer, SDS-PAGE
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
23
-
50% of the activity remains after 3 h, 25% of the activity remains after 24 h
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, stable for more than 2 weeks without loss of activity
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
compared to the control, at the 3 day, 0.000002 mM/l and 0.0002 mM/l H2O2 promotes the expression of UDP-glucuronate baicalein 7-O-glucuronosyltransferase
high temperature of 40°C increases the level of UDP-glucuronate:baicalein 7-O-glucuronosyltransferase transcripts, whereas low temperature does not affect the level of these transcripts compared with their level at 30°C. At 40°C, the expression after 40-days exposure is significantly higher than that after 30 days
the gene encoding UBGAT shows an expression peak in August
-
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Nagashima, S.; Hirotani, M.; Yoshikawa, T.
Purification and characterization of UDP-glucuronate: baicalein 7-O-glucuronosyltransferase from Scutellaria baicalensis Georgi. cell suspension cultures
Phytochemistry
53
533-538
2000
Scutellaria baicalensis, Scutellaria baicalensis Georgi
Manually annotated by BRENDA team
Wang, W.; Chen, J.-k.; Zhou, T.-s.
CHS and UBGAT expression and baicalin accumulation in the roots of Scutellaria baicalensis Georgi during cultivation seasons
Fudan Xuebao Ziran Kexueban
45
674-678
2006
Scutellaria baicalensis
-
Manually annotated by BRENDA team
Yuan, Y.; Shuai, L.; Chen, S.; Huang, L.; Qin, S.; Yang, Z.
Flavonoids and antioxidative enzymes in temperature-challenged roots of Scutellaria baicalensis Georgi
Z. Naturforsch. C
67
77-85
2012
Scutellaria baicalensis (Q76MR7), Scutellaria baicalensis
Manually annotated by BRENDA team
Qi, S.; Cao, W.; Hua, J.; Zhang, A.; Meng, X.
H2O2 improves quality of radix scutellariae through anti-oxidant effect
Pharmacogn. Mag.
12
84-90
2016
Scutellaria baicalensis (Q76MR7), Scutellaria baicalensis, Scutellaria baicalensis Georgi (Q76MR7)
Manually annotated by BRENDA team