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Information on EC 2.4.1.185 - flavanone 7-O-beta-glucosyltransferase
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EC Tree
2.4.1.185 flavanone 7-O-beta-glucosyltransferaseIUBMB Comments
Naringenin and hesperetin can act as acceptors. No action on flavones or flavonols.
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Word Map
- 2.4.1.185
- flavonols
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aglycone
- flavone
- kaempferol
-
withania
-
trans-glycosylation
- myricetin
- 7-o-glucoside
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o-glycosyltransferases
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udp-dependent
- barbata
- delphinidin
- grapefruit
- somnifera
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3-hydroxy
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scutellaria
The enzyme appears in viruses and cellular organisms
Synonyms
flavonoid glycosyltransferase, 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
glucosyltransferase, uridine diphosphoglucose-flavanone 7-O-
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hesperetin 7-O-glucosyl-transferase
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naringenin 7-O-glucosyltransferase
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UDPglucose:flavanone 7-O-beta-D-glucosyltransferase
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UGT73A10
a flavonoid 7-O-glucosyltransferase with broad acceptor specificity
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
UDP-glucose + a flavanone = UDP + a flavanone 7-O-beta-D-glucoside
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hexosyl group transfer
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
UDP-glucose:flavanone 7-O-beta-D-glucosyltransferase
Naringenin and hesperetin can act as acceptors. No action on flavones or flavonols.
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CAS REGISTRY NUMBER
COMMENTARY
125752-73-0
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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 + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
UDP-alpha-D-glucose + apigenin
UDP + apigenin 7-O-beta-D-glucoside
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peak I-III, 49%, 45% and 95% of activity with naringenin respectively
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?
UDP-alpha-D-glucose + luteolin
UDP + luteolin 7-O-beta-D-glucoside
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peak I, 52% of activity with naringenin
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?
UDP-glucose + isosakuranetin
UDP + isosakuranetin 7-O-beta-D-glucoside
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-
-
-
?
UDP-glucose + kaempferol
UDP + kaempferol 3-O-beta-D-glucoside
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the enzyme can form kaempferol 3,7-O-diglucoside, reaction of EC 2.4.1.91
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-
?
UDP-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
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the enzyme can form kaempferol 3,7-O-diglucoside
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-
?
UDP-glucose + quercetin
UDP + quercetin 3-O-beta-D-glucoside
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reaction of EC 2.4.1.91
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-
?
UDPglucose + 2',4',6',4-tetrahydroxychalcone
UDP + 2',4',6',4-tetrahydroxychalcone 4'-O-glucoside
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64% of activity with naringenin
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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-
-
?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
Citrus mitis
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-
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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enzyme does not accept other flavanone or flavonol aglycones
trivial name prunin
?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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trivial name naringenin
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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trivial name naringenin
trivial name prunin
?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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peak I-III
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?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
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90% of activity with naringenin
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?
UDP-alpha-D-glucose + kaempferol
UDP + kaempferol 7-O-beta-D-glucoside
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peak I-III, 50%, 46% and 70% of activity with naringenin respectively
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?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
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164% of activity with naringenin
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?
UDP-alpha-D-glucose + quercetin
UDP + quercetin 7-O-beta-D-glucoside
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peak I, 42% of activity with naringenin
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?
UDP-glucose + hesperetin
UDP + hesperetin 7-O-glucoside
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trivial name hesperetin, 83% of activity with naringenin
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?
UDP-glucose + hesperetin
UDP + hesperetin 7-O-glucoside
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peak I, 70% of activity with naringenin
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?
UDP-glucose + naringenin
UDP + naringenin 7-O-glucoside
enzyme specificity for UDP-glucose
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?
additional information
?
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the enzyme has flavonoid 7-O-glucosyltransferase and 7-O-rhamnosyltransferase activities in vivo
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additional information
?
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in vitro, enzyme CsUGT76F1 can function as flavonoid 3-O-, 7-O-, and 3,7-O-glucosyltransferase, and as 7-O-rhamnosyltransferase with a broad range of flavonoid substrates that can be glucosylated at their 3- and/or 7-hydrogen sites by the recombinant enzyme, including flavanones, flavonols, and flavons, e.g. hesperetin, naringenin, diosmetin, quercetin, and kaempferol as acceptor substrates, and UDP-glucose and UDP-rhamnose as the sugar donors. Mass spectrometric product analysis (UPLC-Q-TOF-MS). The recombinant UGT can only accept UDP-rhamnose to rhamnosylate the 7-hydrogen position of quercetin and kaempferol, but not to catalyze the rhamnosylation of hesperetin, naringenin, and diosmetin. No flavonoid O-rutinoside (rhamnosyl-alpha-1,6-glucose) or O-neohesperidose (rhamnosyl-alpha-1,2-glucose) products are detected
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additional information
?
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does not use UDP-glucuronic acid, UDP-galactose, ADP-glucose, GDP-glucose, and TDP-glucose with esculetin as the glycosyl acceptor
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?
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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 + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
additional information
?
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the enzyme has flavonoid 7-O-glucosyltransferase and 7-O-rhamnosyltransferase activities in vivo
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UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
Citrus mitis
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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enzyme does not accept other flavanone or flavonol aglycones
trivial name prunin
?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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trivial name naringenin
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?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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trivial name naringenin
trivial name prunin
?
UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone
UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside
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peak I-III
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?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
additional information
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CaCl2, MnCl2, NaCl, MgCl2 at 0.1 mM, 1.0 mM and 10 mM have no effect
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Fe2+
enzyme activity is partially inhibited by 0.1 mM Fe2+ (43% residual activity)
additional information
Ca2+, Cd2+, Co2+, Cu2+, Mg2+, Mn2+, Ni2+, Sn2+, and Zn2+ (0.1 mM each) have negligible effects on catalytic activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5
7.5 - 8
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE RANGE
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
-
relative expression of CsUGT76F1 in sweet orange peels and pulp during fruit development, overview
brenda
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
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overexpression of the gene significantly increases the accumulations of quercetin 7-O-rhamnoside, quercetin 7-O-glucoside, and kaempferol 7-O-glucoside
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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). 75L17_MALDO
481
0
53489
Swiss-Prot
Mitochondrion (Reliability: 3)
A0A396IK32_MEDTR
159
0
18103
TrEMBL
Chloroplast (Reliability: 5)
A0A396J9L3_MEDTR
379
0
43076
TrEMBL
other Location (Reliability: 3)
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MOLECULAR WEIGHT
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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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate, Sephadex G-100, hydroxyapatite, UDP-glucuronic acid agarose, Mono Q, Mono P
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ammonium sulfate, Superose 12, Mono Q, 3 peaks with 7-O-glucosyltransferase activity
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative RT-PCR expression analysis, recombinant expression in Nicotiana tabacum using the Agrobacterium tumefaciens strain EHA105 transfection method
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
McIntosh, C.A.; Latchinian, L.; Mansell, R.L.
Flavanone-specific 7-O-glucosyltransferase activity in Citrus paradisi seedli