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Ligand petunidin 3-O-beta-D-glucoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.267

S-adenosyl-L-methionine + 3'-methoxydelphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + 3',5'-dimethoxydelphinidin 3-O-glucoside

757956

-

2.1.1.267

S-adenosyl-L-methionine + petunidin 3-O-beta-D-glucoside = S-adenosyl-L-homocysteine + malvidin 3-O-beta-D-glucoside

721944

-

2.1.1.267

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

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Show Natural Product (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + 3'-methoxydelphinidin 3-O-glucoside

0

-

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + petunidin 3-O-beta-D-glucoside

0

-

2.1.1.267

2 entries

2.4.1.115

UDP-D-glucose + petunidin = UDP + petunidin-3-O-beta-D-glucoside

0

-

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.267

S-adenosyl-L-methionine + 3'-methoxydelphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + 3',5'-dimethoxydelphinidin 3-O-glucoside

757323, 757956

-

2.1.1.267

S-adenosyl-L-methionine + petunidin 3-O-beta-D-glucoside = S-adenosyl-L-homocysteine + malvidin 3-O-beta-D-glucoside

721944

-

2.1.1.267

S-adenosyl-L-methionine + petunidin 3-O-glucoside = S-adenosyl-L-homocysteine + malvidin 3-O-glucoside

757955

-

2.1.1.267

3 entries

2.3.1.171

malonyl-CoA + petunidin 3-O-beta-D-glucoside = CoA + petunidin 3-O-(6-O-malonyl-beta-D-glucoside)

656938, 656935

-

2.4.1.298

UDP-alpha-D-glucose + petunidin 3-O-beta-D-glucoside = UDP + petunidin 3,5-di-O-beta-D-glucoside

737289, 736957

-

Product in Enzyme-catalyzed Reactions (8 results)

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Show Product (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + 3'-methoxydelphinidin 3-O-glucoside

0

-

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-beta-D-glucoside = S-adenosyl-L-homocysteine + petunidin 3-O-beta-D-glucoside

0

-

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + petunidin 3-O-beta-D-glucoside

0

-

2.1.1.267

S-adenosyl-L-methionine + delphinidin 3-O-glucoside = S-adenosyl-L-homocysteine + petunidin 3-O-glucoside

0

-

2.4.1.115

UDPglucose + petunidin = UDP + petunidin 3-O-glucoside

0

-

2.4.1.115

UDP-D-glucose + petunidin = UDP + petunidin-3-O-beta-D-glucoside

0

-

2.4.1.115

UDP-glucose + petunidin = UDP + petunidin-3-O-beta-D-glucoside

0

-

2.1.1.267

4 entries

2.4.1.115

3 entries

2.4.1.91

UDP-alpha-D-glucose + petunidin = UDP + petunidin 3-O-beta-D-glucoside

0

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.1.4.35

-

669021

-

3.3.2.10

mixed-type inhibition

753841

-

Enzyme Kinetic Parameters

K_M Value (1 result)

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Show KM Value (1 entry)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.1.298

0.1146

-

pH 8.0, 35°C

737289

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

3.3.2.10

0.0043

-

pH 7.0, 37°C

753841

References & Links

Literature References (10)

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Show Reference (10 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

656935

-

Cyanidin 3-malonylglucoside and malonyl-coenzyme A: anthocyanidin malonyltransferase in Lactuca sativa leaves

1996

Yamaguchi, M.A.; Kawanobu, S.; Maki, T.; Ino, I.

Phytochemistry

42

661-663

656938

-

Anthocyanidin 3-glucoside malonyltransferase from Dahlia variabilis

1999

Yamaguchi, M.A.; Oshida, N.; Nakayama, M.; Koshioka, M.; Yamaguchi, Y.; Ino, I.

Phytochemistry

52

15-18

669021

15769121

In vitro inhibition of human cGMP-specific phosphodiesterase-5 by polyphenols from red grapes

2005

Dell'Agli, M.; Galli, G.V.; Vrhovsek, U.; Mattivi, F.; Bosisio, E.

J. Agric. Food Chem.

53

1960-1965

721944

22171701

Genetic mechanisms underlying the methylation level of anthocyanins in grape (Vitis vinifera L.)

2011

Fournier-Level, A.; Hugueney, P.; Verries, C.; This, P.; Ageorges, A.

BMC Plant Biol.

11

179

736957

26159788

Molecular and biochemical characterization of the UDP-glucose:anthocyanin 5-O-glucosyltransferase from Vitis amurensis

2015

He, F.; Chen, W.K.; Yu, K.J.; Ji, X.N.; Duan, C.Q.; Reeves, M.J.; Wang, J.

Phytochemistry

117

363-372

737289

-

Biosynthesis of galactofuranose-containing glycans in filamentous fungi

2016

Oka, T.; Goto, M.

Trends Glycosci. Glycotechnol.

28

E39-E45

753841

29447963

In vitro and in silico investigation of anthocyanin derivatives as soluble epoxide hydrolase inhibitors

2018

Kim, J.H.; Cho, I.S.; Ryu, J.; Lee, J.S.; Kang, J.S.; Kang, S.Y.; Kim, Y.H.

Int. J. Biol. Macromol.

112

961-967

757323

26208646

Methylation mediated by an anthocyanin, O-methyltransferase, is involved in purple flower coloration in Paeonia

2015

Du, H.; Wu, J.; Ji, K.X.; Zeng, Q.Y.; Bhuiya, M.W.; Su, S.; Shu, Q.Y.; Ren, H.X.; Liu, Z.A.; Wang, L.S.

J. Exp. Bot.

66

6563-6577

757955

-

Flower color modification in Rosa hybrida by expressing the S-adenosylmethionine anthocyanin 3',5'-O-methyltransferase gene from Torenia hybrida

2015

Nakamura, N.; Katsumoto, Y.; Brugliera, F.; Demelis, L.; Nakajima, D.; Suzuki, H.; Tanaka, Y.

Plant Biotechnol.

32

109-117

757956

31275032

Molecular cloning of flavonoid biosynthetic genes and biochemical characterization of anthocyanin O-methyltransferase of Nemophila menziesii Hook. and Arn

2018

Okitsu, N.; Mizuno, T.; Matsui, K.; Choi, S.H.; Tanaka, Y.

Plant Biotechnol.

35

9-16

Links to other databases for petunidin 3-O-beta-D-glucoside

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Show Links (1 entry)

ChEBI

PubChem