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Ligand 1-caffeoyl-beta-D-glucose

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

2.4.1.177

UDP-glucose + caffeate = UDP + caffeoyl beta-D-glucoside

0

-

2.4.1.7

sucrose + caffeic acid = D-fructose + caffeoyl-beta-D-glucoside

0

-

Substrate in Enzyme-catalyzed Reactions (7 results)

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Show Substrate (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.104

S-adenosyl-L-methionine + caffeoyl-D-glucose = S-adenosyl-L-homocysteine + feruloyl-D-glucose

668599

-

2.3.1.91

1-O-caffeoyl-beta-D-glucose + choline = beta-D-glucose + caffeoylcholine

659208

-

2.3.1.91

caffeoyl-beta-D-glucose + choline = D-glucose + caffeoylcholine

487710

-

2.3.1.91

2 entries

2.3.1.92

1-O-caffeoyl-beta-D-glucose + L-malate = D-glucose + caffeoyl-L-malate

487714

-

2.4.1.299

1-O-caffeoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = caffeate + cyanidin 3,5-di-O-beta-D-glucoside

720677

-

2.4.1.300

1-O-caffeoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = caffeate + cyanidin 3,7-di-O-beta-D-glucoside

720677

-

2.4.1.300

caffeoyl-beta-D-glucose + cyanidin 3-O-rutinoside = caffeate + cyanidin 3-O-rutinoside-7-O-glucoside

736964

-

2.4.1.300

2 entries

Product in Enzyme-catalyzed Reactions (7 results)

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Show Product (7 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.120

UDP-alpha-D-glucose + caffeic acid = UDP + 1-O-caffeoyl-beta-D-glucose

0

-

2.4.1.136

UDP-glucose + caffeate = UDP + 1-caffeoyl-beta-D-glucose

0

-

2.4.1.177

UDP-alpha-D-glucose + caffeate = UDP + 1-O-caffeoyl-beta-D-glucose

0

-

2.4.1.177

UDP-glucose + caffeate = UDP + caffeoyl beta-D-glucoside

0

-

2.4.1.177

caffeic acid + UDP-glucose = UDP + caffeoyl-beta-D-glucoside

0

-

2.4.1.177

3 entries

2.4.1.7

sucrose + caffeic acid = D-fructose + caffeoyl-beta-D-glucoside

0

-

2.4.1.81

UDP-glucose + caffeic acid = UDP + 1-O-caffeoyl-beta-D-glucopyranose

0

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (3 results)

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Show Turnover Number (3 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.1.1.104

0.206

-

pH 7.5, 37°C, in presence of 0.15 mM Mg2+

668599

2.1.1.104

0.631

-

pH 7.5, 37°C, in presence of 0.1 mM Co2+

668599

2.1.1.104

6.08

-

pH 7.5, 37°C, in presence of 0.1 mM Co2+

668599

2.1.1.104

3 entries

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

2.1.1.104

0.061

-

pH 7.5, 37°C, in presence of 0.1 mM Co2+

668599

2.1.1.104

0.93

-

pH 7.5, 37°C, in presence of 0.15 mM Mg2+

668599

2.1.1.104

2 entries

2.3.1.91

0.1

-

pH 7.0, 30°C

659208

References & Links

Literature References (6)

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Show Reference (6 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

487710

8382030

Purification and characterization of sinapine synthase from seeds of Brassica napus

1993

Vogt, T.; Aebershold, R.; Ellis, B.

Arch. Biochem. Biophys.

300

622-628

487714

24178050

Purification and characterization of sinapoylglucose:malate sinapoyltransferase from Raphanus sativus L.

1992

Gräwe, W.; Bachhuber, P.; Mock, H.P.; Strack, D.

Planta

187

236-241

659208

12657648

Biochemical characterization of sinapoylglucose:choline sinapoyltransferase, a serine carboxypeptidase-like protein that functions as an acyltransferase in plant secondary metabolism

2003

Shirley, A.M.; Chapple, C.

J. Biol. Chem.

278

19870-19877

668599

15556611

Cations modulate the substrate specificity of bifunctional class I O-methyltransferase from Ammi majus

2004

Lukacin, R.; Matern, U.; Specker, S.; Vogt, T.

FEBS Lett.

577

367-370

720677

20971893

A novel glucosylation reaction on anthocyanins catalyzed by acyl-glucose-dependent glucosyltransferase in the petals of carnation and delphinium

2010

Matsuba, Y.; Sasaki, N.; Tera, M.; Okamura, M.; Abe, Y.; Okamoto, E.; Nakamura, H.; Funabashi, H.; Takatsu, M.; Saito, M.; Matsuoka, H.; Nagasawa, K.; Ozeki, Y.

Plant Cell

22

3374-3389

736964

-

Isolation of anthocyanin 7-O-glucosyltransferase from Canterbury bells (Campanula medium)

2014

Miyahara, T.; Tani, T.; Takahashi, M.; Nishizaki, Y.; Ozeki, Y.; Sasaki, N.

Plant Biotechnol.

31

555-559

Links to other databases for 1-caffeoyl-beta-D-glucose

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Show Links (1 entry)

ChEBI

PubChem