Information on EC 2.4.1.185 - flavanone 7-O-beta-glucosyltransferase

A0AA49KF33

Substrates: enzyme accepts isoflavones, flavones, flavanones, flavonols, dihydroflavonols, and dihydrochalcones as substrates and exclusively produces 7-O-glucosides
Products: -

additional information

A0AA49KF26

Substrates: rates of conversion of flavonols are significantly higher than those of flavones
Products: -

additional information

A0AA49KF33

Substrates: rates of conversion of flavonols are significantly higher than those of flavones
Products: -

additional information

Camellia sinensis

A0A125QVX3

777863

Substrates: enzyme specifically transports the glucose unit from UDP-glucose to the 7-OH position of the flavonoid to produce the respective 7-O-glucoside. It has a clear preference for UDP-Glc (100%) compared with UDP-Gal (11.4%) and no activity with UDP-Rha
Products: -

additional information

Substrates: the enzyme has flavonoid 7-O-glucosyltransferase and 7-O-rhamnosyltransferase activities in vivo
Products: -

additional information

Substrates: 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
Products: -

additional information

Substrates: does not use UDP-glucuronic acid, UDP-galactose, ADP-glucose, GDP-glucose, and TDP-glucose with esculetin as the glycosyl acceptor
Products: -

additional information

A0A7G4WF16

Substrates: in addition, UGT1 generates 4-OH, 2'-OH and 4'-OH glycosylated forms of substrate phloretin
Products: -

additional information

A0A7G4WF17

Substrates: in addition, UGT1 generates 4-OH, 2'-OH and 4'-OH glycosylated forms of substrate phloretin
Products: -

additional information

A0A7G4WF16

Substrates: isoform UGT2 produces almost exclusively flavonol 7-O-glucosides. In addition, UGT2 generates 2'-OH glycosylated forms of substrate phloretin
Products: -

additional information

A0A7G4WF17

Substrates: isoform UGT2 produces almost exclusively flavonol 7-O-glucosides. In addition, UGT2 generates 2'-OH glycosylated forms of substrate phloretin
Products: -

additional information

Substrates: UGT85W2 exhibits hyperbolic dependence for flavonols and sigmoidal response for flavanones and flavones
Products: -

show all columns Go to Natural Substrate Search

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NATURAL SUBSTRATE

NATURAL PRODUCT

REACTION DIAGRAM

ORGANISM

UNIPROT

LITERATURE

COMMENTARY

REVERSIBILITY
r=reversible
ir=irreversible
?=not specified

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

6 entries

UDP-glucose + a flavanone

UDP + a flavanone 7-O-beta-D-glucoside

Substrates: -
Products: -

UDP-glucose + a flavone

UDP + a flavone 7-O-beta-D-glucoside

Substrates: -
Products: -

UDP-glucose + a flavonol

UDP + a flavonol 7-O-beta-D-glucoside

Substrates: -
Products: -

additional information

Substrates: the enzyme has flavonoid 7-O-glucosyltransferase and 7-O-rhamnosyltransferase activities in vivo
Products: -

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Citrus maxima

Substrates: -
Products: -

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Citrus mitis

Substrates: -
Products: -

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Substrates: enzyme does not accept other flavanone or flavonol aglycones
Products: trivial name prunin

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Substrates: trivial name naringenin
Products: -

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Substrates: trivial name naringenin
Products: trivial name prunin

UDP-alpha-D-glucose + 4',5',7-trihydroxyflavanone

UDP + 4',5',7-trihydroxyflavanone 7-O-beta-D-glucoside

Substrates: peak I-III
Products: -

show all columns Go to Metals and Ions Search

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METALS and IONS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

additional information

additional information

CaCl2, MnCl2, NaCl, MgCl2 at 0.1 mM, 1.0 mM and 10 mM have no effect

additional information

activity is not affected by CaCl2 or MgCl2

show all columns Go to Inhibitor Search

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INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

ADP

10 mM, strong

ATP

10 mM, strong

Fe2+

enzyme activity is partially inhibited by 0.1 mM Fe2+ (43% residual activity)

Hg2+

enzyme activity is completely inhibited by 0.1 mM Hg2+

NADPH

10 mM, weak

TTP

10 mM, strong

UDP

UTP

10 mM, strong

additional information

Ca2+, Cd2+, Co2+, Cu2+, Mg2+, Mn2+, Ni2+, Sn2+, and Zn2+ (0.1 mM each) have negligible effects on catalytic activity

UDP

10 mM, weak

UDP

competitive inhibition

show all columns Go to KM Value Search

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KM VALUE [mM]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.13

2',4',6',4-tetrahydroxy chalcone

0.0222 - 0.069

apigenin

0.0532 - 0.0811

Calycosin

0.054

chrysin

pH 7.5, 30°C

0.045

chrysoeriol

pH 7.5, 30°C

0.04327

diosmetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.154

eriodictyol

pH 7.5, 30°C

0.01516 - 0.124

hesperetin

0.036

isorhamnetin

pH 7.5, 30°C

0.026 - 0.02809

kaempferol

0.033 - 0.1239

luteolin

0.008 - 0.08

naringenin

8 entries

0.03678 - 0.117

quercetin

0.074 - 0.37

UDPglucose

0.0222

apigenin

pH 7.5, 30°C

0.037

apigenin

pH 7.5, 30°C

0.069

apigenin

pH 7.5, 30°C

0.0532

Calycosin

pH 7.5, 30°C

0.0811

Calycosin

pH 7.5, 30°C

0.01516

hesperetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.11

hesperetin

0.124

hesperetin

0.026

kaempferol

pH 7.5, 30°C

0.02809

kaempferol

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.033

luteolin

pH 7.5, 30°C

0.0917

luteolin

pH 7.5, 30°C

0.1239

luteolin

pH 7.5, 30°C

0.008

naringenin

peak III

0.0093

naringenin

at pH 7.2 and 30°C

0.01

naringenin

peak I

0.02041

naringenin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.027

naringenin

peak II

0.045

naringenin

pH 7.5, 30°C

0.063

naringenin

0.08

naringenin

0.03678

quercetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.065

quercetin

pH 7.5, 30°C

0.0923

quercetin

pH 7.5, 30°C

0.117

quercetin

pH 7.5, 30°C

0.074

UDPglucose

peak II

0.243

UDPglucose

0.269

UDPglucose

peak I

0.37

UDPglucose

show all columns Go to Turnover Number Search

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TURNOVER NUMBER [1/s]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.0011 - 0.99

apigenin

0.0229 - 0.059

Calycosin

0.73

chrysin

pH 7.5, 30°C

2.01

chrysoeriol

pH 7.5, 30°C

1.6

diosmetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.23

eriodictyol

pH 7.5, 30°C

0.77

hesperetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

1.3

isorhamnetin

pH 7.5, 30°C

0.46 - 1.18

kaempferol

0.0022 - 0.95

luteolin

0.71 - 0.89

naringenin

0.0247 - 3.32

quercetin

0.0011

apigenin

pH 7.5, 30°C

0.0022

apigenin

pH 7.5, 30°C

0.99

apigenin

pH 7.5, 30°C

0.0229

Calycosin

pH 7.5, 30°C

0.059

Calycosin

pH 7.5, 30°C

0.46

kaempferol

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

1.18

kaempferol

pH 7.5, 30°C

0.0022

luteolin

pH 7.5, 30°C

0.007

luteolin

pH 7.5, 30°C

0.95

luteolin

pH 7.5, 30°C

0.71

naringenin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

0.87

naringenin

pH 7.5, 30°C

0.89

naringenin

at pH 7.2 and 30°C

0.0247

quercetin

pH 7.5, 30°C

0.029

quercetin

pH 7.5, 30°C

0.58

quercetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

show all columns Go to kcat/KM Value Search

3.32

quercetin

pH 7.5, 30°C

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kcat/KM VALUE [1/mMs^-1]

SUBSTRATE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.0155 - 26.7

apigenin

0.4302 - 0.7274

Calycosin

13.4

chrysin

pH 7.5, 30°C

45.1

chrysoeriol

pH 7.5, 30°C

36.98

diosmetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

1.5

eriodictyol

pH 7.5, 30°C

50.79

hesperetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

35.8

isorhamnetin

pH 7.5, 30°C

16.38 - 45.4

kaempferol

0.0175 - 28.7

luteolin

19.2 - 97

naringenin

0.2474 - 50.7

quercetin

0.0155

apigenin

pH 7.5, 30°C

0.0976

apigenin

pH 7.5, 30°C

26.7

apigenin

pH 7.5, 30°C

0.4302

Calycosin

pH 7.5, 30°C

0.7274

Calycosin

pH 7.5, 30°C

16.38

kaempferol

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

45.4

kaempferol

pH 7.5, 30°C

0.0175

luteolin

pH 7.5, 30°C

0.0766

luteolin

pH 7.5, 30°C

28.7

luteolin

pH 7.5, 30°C

19.2

naringenin

pH 7.5, 30°C

34.79

naringenin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

naringenin

at pH 7.2 and 30°C

0.2474

quercetin

pH 7.5, 30°C

0.2674

quercetin

pH 7.5, 30°C

15.77

quercetin

pH 7.5, 30°C, with UDP-glucose, recombinant enzyme

show all columns Go to Ki Value Search

50.7

quercetin

pH 7.5, 30°C

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Ki VALUE [mM]

INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.00089 - 0.074

UDP

0.00089

UDP

peak I

0.074

UDP

peak II

show all columns Go to Specific Activity Search

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SPECIFIC ACTIVITY [µmol/min/mg]

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

0.0017

show all columns Go to pH Optimum Search

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pH OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

6.5 - 7.5

7.5

7.5 - 8

at 30°C

7.5

naringenin

7.5

50% of maximal activity at pH 6.5, 62% of maximal activity at pH 9.0

7.5 - 8

show all columns Go to pH Range Search

dependent on the substrate

7.5 - 8

hesperetin

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pH RANGE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

4 - 11

activity range

5.5 - 7.5

show all columns Go to Temperature Optimum Search

60% of maximal activity at pH 5.5 and pH 7.5

7 - 9

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TEMPERATURE OPTIMUM

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

assay at

35 - 40

show all columns Go to Temperature Range Search

dependent on the substrate

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TEMPERATURE RANGE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

10 - 70

activity range

show all columns Go to Organism Search

only manually annotated data include textmining data from AMENDAenzyme occurrence in organism, localization and source tissue with reliability ranks include all textmining data from AMENDAenzyme occurrence in organism, localization and source tissue with reliability ranks + FRENDAco-occurrence of enzyme names and organism names (less precise)

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ORGANISM

COMMENTARY

LITERATURE

UNIPROT

SEQUENCE DB

SOURCE

cf. EC 2.4.1.170

UniProt

brenda

Camellia sinensis

777863

A0A125QVX3

UniProt

brenda

Citrus maxima

brenda

Citrus mitis

brenda

cv. Valencia

brenda

Chinese wolfberry

UniProt

brenda

brenda

UniProt

brenda

cf. EC 2.4.1.81

show all columns Go to Source Tissue Search

UniProt

brenda

brenda

grapefruit

brenda

only manually annotated data include textmining data from AMENDAenzyme occurrence in organism, localization and source tissue with reliability ranks

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SOURCE TISSUE

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

SOURCE

brenda

brenda

brenda

brenda

seedling

highest activity in leaves, more than in stem and roots

brenda

brenda

brenda

brenda

Citrus mitis

brenda

relative expression of CsUGT76F1 in sweet orange peels and pulp during fruit development, overview

brenda

brenda

brenda

leaf

Citrus maxima

highest actiity in young leaves

brenda

Citrus mitis

brenda

brenda

brenda

Highest Expressing Human Cell Lines

Filter by:

Cell Line Links

Gene Links

show all columns Go to General Information Search

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GENERAL INFORMATION

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

malfunction

overexpression of the gene significantly increases the accumulations of quercetin 7-O-rhamnoside, quercetin 7-O-glucoside, and kaempferol 7-O-glucoside

Go to AA Sequence and Transmembrane Helices SearchGo to Localization Prediction

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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).

A0A125QVX3 pBLAST

A0A125QVX3_CAMSI

Camellia sinensis

472

52453

TrEMBL

A0A1D6MY21 pBLAST

A0A1D6MY21_MAIZE

491

52963

TrEMBL

A0A7G4WF16 pBLAST

A0A7G4WF16_9MARC

469

51159

TrEMBL

A0A7G4WF17 pBLAST

A0A7G4WF17_9MARC

494

55380

TrEMBL

A0AA49KF26 pBLAST

A0AA49KF26_ASTME

484

54027

TrEMBL

A0AA49KF33 pBLAST

A0AA49KF33_ASTME

486

54438

TrEMBL

B6EWX3 pBLAST

B6EWX3_LYCBA

477

53793

TrEMBL

show all columns Go to Molecular Weight Search

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MOLECULAR WEIGHT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

54400

gel filtration

54900

gel filtration

show all columns Go to Subunit Search

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SUBUNIT

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

x * 51170, calculated from sequence

x * 55390, calculated from sequence

show all columns Go to Protein Variants Search

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PROTEIN VARIANTS

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

F120A

decrease in catalytic activity towards flavones, flavonols and flavanone aglycones

F149A

decrease in catalytic activity towards flavones, flavonols and flavanone aglycones

I193S

almost complete loss of activity

L145A

decrease in catalytic activity towards flavones, flavonols and flavanone aglycones

L145F

decrease in catalytic activity towards flavones, flavonols and flavanone aglycones

P197L

decrease in catalytic activity towards flavones, flavonols and flavanone aglycones

P84A

almost complete loss of activity

Q19A

marked increase in activity towards kaempferol and quercetin with increase in the ration of 7-O-glucoside to 3-O-glucoside produced

Q19H

mild decrease in activity

Q87G

increased catalytic activity towards flavonols but a decreased one towards flavones

R194S

almost complete loss of activity

show all columns Go to pH Stability Search

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pH STABILITY

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

5 - 10

at 20°C for 60 min

show all columns Go to Temperature Stability Search

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TEMPERATURE STABILITY

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

stable below 40°C, pH 7.2, for 20 min

Go to Storage Stability Search

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STORAGE STABILITY

ORGANISM

UNIPROT

LITERATURE

4°C, 1% bovine serum albumin, 2-3 days, no loss of activity

Go to Purification (commentary) Search

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PURIFICATION (Commentary)

ORGANISM

UNIPROT

LITERATURE

ammonium sulfate, Sephadex G-100, hydroxyapatite, UDP-glucuronic acid agarose, Mono Q, Mono P

ammonium sulfate, Superose 12, Mono Q, 3 peaks with 7-O-glucosyltransferase activity

Go to Cloned (commentary) Search

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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

Go to Expression Search

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EXPRESSION

ORGANISM

UNIPROT

LITERATURE

expression is induced by UV-B radiation, and is controlled by the B and PL1 transcription factors. Elevated expression is found in silks and pericarps expressing the R2R3-MYB transcription factor P1

top print hide References Search

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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 seedlings: purification and characterization

Arch. Biochem. Biophys.

282

50-57

1990

Citrus x paradisi

2171434

brenda

McIntosh, C.A.; Mansell R.L.

Biosynthesis of naringin in Citrus paradisi: UDP-glucosyl-transferase activity in grapefruit seedlings

Phytochemistry

1533-1538

1990

Citrus x paradisi

brenda

Lewinsohn, E.; Britsch, L.; Mazur, Y.; Gressel, J.

Flavanone glycoside biosynthesis in Citrus. Chalcone synthase, UDP-glucose: flavanone-7-O-glucosyltransferase and -rhamnosyltransferase activities in cell-free extracts

Plant Physiol.

1323-1328

1989

Citrus maxima, Citrus mitis

16667183

brenda

Durren, R.L.; McIntosh, C.A.

Flavanone-7-O-glucosyltransferase activity from Petunia hybrida

Phytochemistry

793-798

1999

Petunia x hybrida

10626374

brenda

Noguchi, A.; Sasaki, N.; Nakao, M.; Fukami, H.; Takahashi, S.; Nishino, T.; Nakayama, T.

cDNA cloning of glycosyltransferases from Chinese wolfberry (Lycium barbarum L.) fruits and enzymatic synthesis of a catechin glucoside using a recombinant enzyme (UGT73A10)

J. Mol. Catal. B

84-92

2008

Lycium barbarum (B6EWX3)

brenda

Liu, X.; Lin, C.; Ma, X.; Tan, Y.; Wang, J.; Zeng, M.

Functional characterization of a flavonoid glycosyltransferase in sweet orange (Citrus sinensis)

Front. Plant Sci.

166

2018

Citrus sinensis

29497429

brenda

777863

Dai, X.; Shi, X.; Yang, C.; Zhao, X.; Zhuang, J.; Liu, Y.; Gao, L.; Xia, T.

Two UDP-glycosyltransferases catalyze the biosynthesis of bitter flavonoid 7-O-neohesperidoside through sequential glycosylation in tea plants

J. Agric. Food Chem.

2354-2365

2022

Camellia sinensis (A0A125QVX3)

35133826

brenda

Hao, Y.; Fu, J.; Zhang, J.; Du, N.; Ta, H.; Zhu, T.T.; Wang, H.; Lou, H.X.; Cheng, A.X.

Identification and functional characterization of UDP-glycosyltransferases involved in isoflavone biosynthesis in Astragalus membranaceus

J. Agric. Food Chem.

12775-12784

2023

Astragalus membranaceus (A0AA49KF26), Astragalus membranaceus (A0AA49KF33)

37604680

brenda

Petrich, J.; Alvarez, C.E.; Gomez Cano, L.; Dewberry, R.; Grotewold, E.; Casati, P.; Falcone Ferreyra, M.L.

Functional characterization of a maize UDP-glucosyltransferase involved in the biosynthesis of flavonoid 7-O-glucosides and di-O-glucosides

Plant Physiol. Biochem.

221

109583

2025

Zea mays (A0A1D6MY21)

39923422

brenda