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Ligand malvidin 3-O-beta-D-glucoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Product (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

0

-

2.1.1.267

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

0

-

2.1.1.267

2 entries

Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Substrate (6 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.171

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

656935, 656938

-

2.3.1.215

malvidin 3-O-beta-D-glucoside + acetyl-CoA = CoA + malvidin 3-O-(6-O-acetyl)-beta-D-glucoside

737034

-

2.3.1.215

malvidin 3-O-beta-D-glucoside + caffeoyl-CoA = CoA + malvidin 3-O-(6-O-caffeoyl)-beta-D-glucoside

737034

-

2.3.1.215

malvidin 3-O-beta-D-glucoside + coumaroyl-CoA = CoA + malvidin 3-O-(6-O-coumaroyl)-beta-D-glucoside

737034

-

2.3.1.215

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

737034

-

2.3.1.215

4 entries

2.4.1.298

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

722430, 737289, 722872, 736957

-

Product in Enzyme-catalyzed Reactions (10 results)

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Show Product (10 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

0

-

2.1.1.267

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

0

-

2.1.1.267

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

0

-

2.4.1.115

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

0

-

2.4.1.115

UDP-glucose + malvidin = UDP + malvidin 3-O-glucoside

0

-

2.4.1.115

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

0

-

2.4.1.115

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

0

-

2.4.1.115

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

0

-

2.4.1.91

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

0

-

2.4.1.91

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

0

-

2.1.1.267

3 entries

2.4.1.115

5 entries

2.4.1.91

2 entries

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.4

-

713198

-

3.1.4.35

IC50: 0.0116 mM

669021

-

4.2.1.1

-

748133

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.3.1.215

13.92

-

pH 6.5, 30°C

737034

2.4.1.298

0.279

-

pH 7.0, 25°C

736957

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.3.1.215

0.098

-

pH 6.5, 30°C

737034

2.4.1.298

0.0809

-

pH 7.0, 25°C

736957

2.4.1.298

0.0919

-

pH 8.0, 35°C

737289

2.4.1.298

2 entries

IC₅₀ Value (5 results)

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Show IC50 Value (5 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.4.3.4

0.0368

-

pH not specified in the publication, temperature not specified in the publication, MAO-B

713198

1.4.3.4

0.0478

-

pH not specified in the publication, temperature not specified in the publication, MAO-A

713198

1.4.3.4

2 entries

3.1.4.35

0.0116

-

IC50: 0.0116 mM

669021

4.2.1.1

0.00035

-

versus CO2 hydration activity, pH and temperature not specified in the publication

748133

4.2.1.1

0.0187

-

versus CO2 hydration activity, pH and temperature not specified in the publication

748133

4.2.1.1

2 entries

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

713198

19416630

Berry anthocyanins and their aglycons inhibit monoamine oxidases A and B

2009

Dreiseitel, A.; Korte, G.; Schreier, P.; Oehme, A.; Locher, S.; Domani, M.; Hajak, G.; Sand, P.G.

Pharmacol. Res.

59

306-311

722430

19338353

A double mutation in the anthocyanin 5-O-glucosyltransferase gene disrupts enzymatic activity in Vitis vinifera L.

2009

Janvary, L.; Hoffmann, T.; Pfeiffer, J.; Hausmann, L.; Töpfer, R.; Fischer, T.; Schwab, W.

J. Agric. Food Chem.

57

3512-3518

722872

18375606

Cloning and characterization of the UDP-glucose:anthocyanin 5-O-glucosyltransferase gene from blue-flowered gentian

2008

Nakatsuka, T.; Sato, K.; Takahashi, H.; Yamamura, S.; Nishihara, M.

J. Exp. Bot.

59

1241-1252

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

737034

26395841

A grapevine anthocyanin acyltransferase, transcriptionally regulated by VvMYBA, can produce most acylated anthocyanins present in grape skins

2015

Rinaldo, A.R.; Cavallini, E.; Jia, Y.; Moss, S.M.; McDavid, D.A.; Hooper, L.C.; Robinson, S.P.; Tornielli, G.B.; Zenoni, S.; Ford, C.M.; Boss, P.K.; Walker, A.R.

Plant Physiol.

169

1897-1916

737289

-

Biosynthesis of galactofuranose-containing glycans in filamentous fungi

2016

Oka, T.; Goto, M.

Trends Glycosci. Glycotechnol.

28

E39-E45

748133

28445001

Inhibition properties of some flavonoids on carbonic anhydrase I and II isoenzymes purified from human erythrocytes

2017

Huyut, Z.; Beydemir, S.; Guelcin, I.

J. Biochem. Mol. Toxicol.

31

e21930

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

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Show Links (1 entry)

ChEBI

PubChem