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Ligand caffeoyl-CoA

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

phenylpropanoid biosynthesis

KEGG

Biosynthesis of alkaloids derived from shikimate pathway, Biosynthesis of phenylpropanoids, Biosynthesis of secondary metabolites, Biosynthesis of various alkaloids, Biosynthesis of various plant secondary metabolites, Degradation of aromatic compounds, Flavonoid biosynthesis, Phenylpropanoid biosynthesis, Stilbenoid, diarylheptanoid and gingerol biosynthesis more

MetaCyc

anthocyanidin acylglucoside and acylsambubioside biosynthesis, avenanthramide biosynthesis, caffeoylglucarate biosynthesis, capsaicin biosynthesis, chlorogenic acid biosynthesis I, coumarins biosynthesis (engineered), curcuminoid biosynthesis, esculetin biosynthesis, gentiodelphin biosynthesis, hydroxycinnamic acid serotonin amides biosynthesis, pelargonidin conjugates biosynthesis, phaselate biosynthesis, phenylpropanoid biosynthesis, phenylpropanoids methylation (ice plant), rosmarinic acid biosynthesis II, salvianin biosynthesis, scopoletin biosynthesis, spermidine hydroxycinnamic acid conjugates biosynthesis, suberin monomers biosynthesis, trans-caffeate degradation (aerobic) more

Show all BRENDA pathways known for caffeoyl-CoA

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (16 results)

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Show Natural Substrate (16 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffealdehyde + CoA + NADP+

725147, 743447, 724494, 725759, 743501, 743559, 743156, 742589, 743233, 726367

-

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffeolylaldehyde + CoA + NADP+

700489

-

1.2.1.44

2 entries

1.3.1.108

(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-CoA + 2 NADH + 2 oxidized ferredoxin iron-sulfur cluster = 3-(3,4-dihydroxyphenyl)propanoyl-CoA + 2 NAD+ + 2 reduced ferredoxin iron-sulfur cluster

732091

-

2.1.1.104

S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + feruloyl-CoA

756603, 758087, 703317, 756251, 485079, 757671, 758034, 705225, 706277, 702477, 755985, 755822, 758038, 758035, 485080, 485071, 485063, 485078, 485539, 670335, 670583, 689675

-

2.3.1.126

caffeoyl-CoA + isocitrate = CoA + 2-caffeoylisocitrate

486247

-

2.3.1.133

caffeoyl-CoA + quinate = CoA + 5-caffeoylquinate

718519

-

2.3.1.133

caffeoyl-CoA + shikimate = CoA + 5-caffeoylshikimate

718519

-

2.3.1.133

2 entries

2.3.1.138

caffeoyl-CoA + putrescine = CoA + N-caffeoylputrescine

486311, 486312, 486313, 486314, 486315, 720745

-

2.3.1.140

caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate = CoA + rosmarinate

720789, 720787

-

2.3.1.140

caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate = CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate

720636

-

2.3.1.215

caffeoyl-CoA + cyanidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.215

caffeoyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.215

caffeoyl-CoA + pelargonidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.140

2 entries

2.3.1.215

3 entries

2.3.1.74

caffeoyl-CoA + 3 malonyl-CoA = eriodictyol + 4 CoA + 3 CO2

487470

-

2.3.1.99

caffeoyl-CoA + quinate = CoA + chlorogenic acid

720778, 702918

-

4.1.2.61

caffeoyl-CoA = 3,4-dihydroxybenzaldehyde + acetyl-CoA

653573

-

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

2.8.3.23

3,4-dihydroxyphenylpropanoyl-CoA + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate = 3,4-dihydroxyphenylpropanoate + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-CoA

0

-

6.2.1.12

ATP + caffeate + CoA = AMP + diphosphate + caffeoyl-CoA

0

-

Substrate in Enzyme-catalyzed Reactions (75 results)

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Show Substrate (75 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.11.61

caffeoyl-CoA + 2-oxoglutarate + O2 = 6'-hydroxycaffeoyl-CoA + succinate + CO2

751828

-

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffealdehyde + CoA + NADP+

725147, 743447, 676451, 693407, 672472, 724494, 725759, 743501, 743559, 743156, 742589, 743233, 675132, 726367

-

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffeolylaldehyde + CoA + NADP+

700489

-

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffeylaldehyde + CoA + NADP+

763522

-

1.2.1.44

caffeoyl-CoA + NADPH + H+ = caffeylaldehyde + NADP+

763766, 763599

-

1.2.1.44

caffeoyl-CoA + NADPH = caffeic aldehyde + CoA + NADP+

288230, 288239, 288234

-

1.2.1.44

5 entries

1.3.1.108

(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-CoA + 2 NADH + 2 oxidized ferredoxin iron-sulfur cluster = 3-(3,4-dihydroxyphenyl)propanoyl-CoA + 2 NAD+ + 2 reduced ferredoxin iron-sulfur cluster

732091

-

2.1.1.104

S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + ?

700855

-

2.1.1.104

S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + feruloyl CoA

733869

-

2.1.1.104

S-adenosyl-L-methionine + caffeoyl-CoA = S-adenosyl-L-homocysteine + feruloyl-CoA

756603, 734993, 758087, 703317, 485066, 485070, 485071, 485072, 756251, 485077, 485078, 485079, 670335, 485063, 485067, 670583, 757671, 758034, 485065, 485075, 676373, 485069, 757943, 668599, 485539, 485073, 485074, 705225, 706277, 702477, 485068, 755985, 758057, 758068, 755822, 757935, 758038, 758035, 485080, 676451, 689675, 720716

-

2.1.1.104

3 entries

2.1.1.267

S-adenosyl-L-methionine + caffeoyl-coenzyme A = S-adenosyl-L-homocysteine + ?

700855

-

2.3.1.106

caffeoyl-CoA + tartronic acid = CoA + caffeoyltartronic acid

486106

-

2.3.1.110

caffeoyl-CoA + serotonin = CoA + N-caffeoylserotonin

676598, 660244

-

2.3.1.110

caffeoyl-CoA + tryptamine = CoA + N-caffeoyltryptamine

660244

-

2.3.1.110

caffeoyl-CoA + tyramine = CoA + N-caffeoyltyramine

486130, 486133, 486129, 486132, 486128, 720789, 660244

-

2.3.1.126

caffeoyl-CoA + isocitrate = CoA + 2-caffeoylisocitrate

486247

-

2.3.1.126

caffeoyl-CoA + isocitric acid = CoA + (E)-caffeoylisocitric acid

486247

-

2.3.1.110

3 entries

2.3.1.126

2 entries

2.3.1.130

caffeoyl-CoA + galactarate = CoA + O-caffeoylgalactarate

486275

-

2.3.1.131

caffeoyl-CoA + glucarate = CoA + caffeoylglucarate

486275

-

2.3.1.132

caffeoyl-CoA + glucarolactone = CoA + O-caffeoylglucarolactone

486275

-

2.3.1.133

caffeoyl-CoA + 2,3-dihydroxybenzoate = CoA + ?

720787

-

2.3.1.133

caffeoyl-CoA + 3-aminobenzoate = CoA + ?

720787

-

2.3.1.133

caffeoyl-CoA + 3-hydroxyanthranilate = CoA + 3-caffeoyloxyanthranilate

720787

-

2.3.1.133

caffeoyl-CoA + 3-hydroxybenzoate = CoA + 3-caffeoyloxybenzoate

720787

-

2.3.1.133

caffeoyl-CoA + glycerol = CoA + ?

720638

-

2.3.1.133

caffeoyl-CoA + L-malate = CoA + 2-O-caffeoyl-L-malate

706306

-

2.3.1.133

caffeoyl-CoA + quinate = CoA + 5-caffeoylquinate

718519

-

2.3.1.133

caffeoyl-CoA + quinate = CoA + 5-O-caffeoylquinate

757945

-

2.3.1.133

caffeoyl-CoA + quinate = CoA + caffeoylquinate

702918, 706306

-

2.3.1.133

caffeoyl-CoA + shikimate = CoA + 5-caffeoylshikimate

718519, 758066, 757945

-

2.3.1.133

caffeoyl-CoA + shikimate = CoA + 5-O-caffeoylshikimate

486281, 486283, 720638, 486280, 486282, 486285, 706306, 720787, 486275, 486284

-

2.3.1.138

caffeoyl-CoA + cadaverine = CoA + N-caffeoylcadaverine

486313, 486314, 486315, 486312

-

2.3.1.138

caffeoyl-CoA + diaminoheptane = CoA + N-caffeoyl-1,7-diaminoheptane

486312

-

2.3.1.138

caffeoyl-CoA + diaminohexane = CoA + N-caffeoyl-1,6-diaminohexane

486312

-

2.3.1.138

caffeoyl-CoA + diaminopropane = CoA + N-caffeoyl-1,3-diaminopropane

486312, 486313, 486314

-

2.3.1.138

caffeoyl-CoA + putrescine = CoA + N-caffeoylputrescine

486311, 486312, 486313, 486314, 486315, 720745

-

2.3.1.140

caffeoyl-CoA + 3-(3,4-dihydroxyphenyl)lactate = CoA + rosmarinate

720787, 756266, 720789, 756267, 286352, 486319, 486321, 676710

-

2.3.1.140

caffeoyl-CoA + 3-(3-methoxy-4-hydroxyphenyl)lactate = CoA + 2-O-caffeoyl-3-(3-methoxy-4-hydroxyphenyl)lactate

486321

-

2.3.1.140

caffeoyl-CoA + 3-(4-hydroxyphenyl)lactate = CoA + 2-O-caffeoyl-3-(4-hydroxyphenyl)lactate

286352, 486319, 486321, 676710, 720787, 756266, 720636, 720789

-

2.3.1.140

caffeoyl-CoA + D-phenyllactate = CoA + (R)-2-O-caffeoyl-3-phenyllactate

720787

-

2.3.1.140

caffeoyl-CoA + D-tyrosine = CoA + N-caffeoyl-D-tyrosine

720787

-

2.3.1.140

caffeoyl-CoA + mandelate = CoA + 2-O-caffeoylmandelate

756266

-

2.3.1.140

caffeoyl-CoA + phenyllactate = CoA + 2-O-caffeoyl-3-phenyllactate

756266, 756267

-

2.3.1.140

caffeoyl-CoA + tyrosol = CoA + 2-O-caffeoyltyrosol

756266

-

2.3.1.144

caffeoyl-CoA + 3-hydroxyanthranilate = CoA + N-caffeoyl-3-hydroxyanthranilate

718662

-

2.3.1.144

caffeoyl-CoA + anthranilate = CoA + N-(3,4-dihydroxycinnamoyl)-anthranilate

718662

-

2.3.1.133

11 entries

2.3.1.138

5 entries

2.3.1.140

8 entries

2.3.1.144

2 entries

2.3.1.146

caffeoyl-CoA + malonyl-CoA = piceatannol + CoA + CO2

637806

-

2.3.1.153

cyanidin-3,5-O-beta-D-diglucoside + caffeoyl-CoA = CoA + cyanidin 3-O-beta-D-glucoside-5-O-(6-O-caffeoyl)-beta-D-glucoside

16329

7dex, 3D-view

2.3.1.153

delphinidin 3,5-di-O-beta-D-glucoside + caffeoyl-CoA = CoA + delphinidin 3-O-beta-D-glucosyl-5-O-(6-O-caffeoyl-beta-D-glucoside)

16329

7dex, 3D-view

2.3.1.212

caffeoyl-CoA + malonyl-CoA + H2O = 2 CoA + ? + 2 CO2

723451

-

2.3.1.212

caffeoyl-CoA + malonyl-CoA + H2O = ?

684699

-

2.3.1.215

caffeoyl-CoA + cyanidin 3,5-O-beta-D-diglucoside = CoA + cyanidin 3-O-[6-O-caffeoyl-beta-D-glucosyl]-5-O-beta-D-glucoside

723385

-

2.3.1.215

caffeoyl-CoA + cyanidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.215

caffeoyl-CoA + cyanidin 3-O-beta-D-glucoside = CoA + cyanidin 3-O-[6-O-caffeoyl-beta-D-glucoside]

723385

-

2.3.1.215

caffeoyl-CoA + delphinidin 3,5-O-beta-D-diglucoside = CoA + delphinidin 3,5-O-[6-O-caffeoyl-beta-D-diglucoside]

723385

-

2.3.1.215

caffeoyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.215

caffeoyl-CoA + delphinidin 3-O-beta-D-glucoside = CoA + delphinidin 3-O-[6-O-caffeoyl-beta-D-glucoside]

723385

-

2.3.1.215

caffeoyl-CoA + pelargonidin 3,5-O-beta-D-diglucoside = CoA + pelargonidin 3-O-[6-O-caffeoyl-beta-D-glucoside]-5-O-beta-D-glucoside

723385

-

2.3.1.215

caffeoyl-CoA + pelargonidin 3-O-beta-D-glucoside = CoA + ?

720758

-

2.3.1.215

caffeoyl-CoA + pelargonidin 3-O-beta-D-glucoside = CoA + pelargonidin 3-O-[6-O-caffeoyl-beta-D-glucoside]

723385

-

2.3.1.215

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

737034

-

2.3.1.302

caffeoyl-CoA + 5-hydroxyanthranilate = avenanthramide C + CoA

762520, 761814

-

2.3.1.302

caffeoyl-CoA + L-3,4-dihydroxyphenylalanine = ? + CoA

762175

-

2.3.1.153

2 entries

2.3.1.212

2 entries

2.3.1.215

10 entries

2.3.1.302

2 entries

2.3.1.64

caffeoyl-CoA + agmatine = CoA + caffeoylagmatine

487361, 487362, 487363

-

2.3.1.74

3 malonyl-CoA + caffeoyl-CoA = ?

757784

-

2.3.1.74

caffeoyl-CoA + 3 malonyl-CoA = eriodictyol + 4 CoA + 3 CO2

487459, 487463, 487478, 487456, 487468, 487469, 487471, 487470, 684699, 487474, 487460

-

2.3.1.74

caffeoyl-CoA + malonyl-CoA = ?

757487

-

2.3.1.74

malonyl-CoA + caffeoyl-CoA = ?

757784

-

2.3.1.74

4 entries

2.3.1.95

caffeoyl-CoA + malonyl-CoA = 3,3',4',5-tetrahydroxystilbene + CoA + CO2

487723

-

2.3.1.99

caffeoyl-CoA + quinate = CoA + 5-O-caffeoylquinate

486280, 676373, 486281, 486282, 486285, 659983, 672814, 757945, 756137, 487784, 487785, 487783, 486283, 487788, 486275

-

2.3.1.99

caffeoyl-CoA + quinate = CoA + chlorogenic acid

487784, 487783, 720778, 702918

-

2.3.1.99

caffeoyl-CoA + shikimate = CoA + 5-caffeoylshikimate

758066, 757945

-

2.3.1.99

caffeoyl-CoA + shikimate = CoA + 5-O-caffeoylshikimate

659983, 486285

-

2.3.1.99

4 entries

2.3.1.B33

caffeoyl-CoA + chlorogenic acid = 1,5-dicaffeoylquinic acid + CO2

757933

-

4.1.2.61

caffeoyl-CoA = 3,4-dihydroxybenzaldehyde + acetyl-CoA

653573

-

Product in Enzyme-catalyzed Reactions (5 results)

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Show Product (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.133

CoA + 5-O-caffeoylquinate = caffeoyl-CoA + quinate

0

-

2.3.1.99

CoA + 5-O-caffeoylquinate = caffeoyl-CoA + quinate

0

-

2.8.3.23

3,4-dihydroxyphenylpropanoyl-CoA + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate = 3,4-dihydroxyphenylpropanoate + (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl-CoA

0

-

6.2.1.12

ATP + caffeate + CoA = AMP + diphosphate + caffeoyl-CoA

0, 652422, 651262, 653536, 653597, 653527, 653496, 651117, 653477, 652146, 595

-

6.2.1.12

ATP + caffeic acid + CoA = AMP + diphosphate + caffeoyl-CoA

0

-

6.2.1.12

2 entries

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.44

competitive inhibitor

676451

-

2.3.1.302

-

762175

-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

2.3.1.153

7dex, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (23 results)

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Show Turnover Number (23 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.2.1.44

0.0000293

-

pH 6.0, 25°C, recombinant GST-tagged enzyme

742589

1.2.1.44

0.01

-

pH 6.5, 30°C, wild-type enzyme

743501

1.2.1.44

0.0145

-

recombinant fusion protein GST-AtCCR2

288239

1.2.1.44

0.0327

-

pH 6.0, 40°C, recombinant His-tagged mutant F155Y

743559

1.2.1.44

0.0362

-

pH 6.0, 40°C, recombinant His-tagged enzyme

743559

1.2.1.44

0.0363

-

recombinant fusion protein GST-AtCCR1

288239

1.2.1.44

0.093

-

mutant S123T of isoform CCR1, pH and temperature not specified in the publication

763599

1.2.1.44

0.162

-

100 mM sodium/potassium phosphate buffer pH 6.3, 250 mM NADPH

700489

1.2.1.44

0.23

-

100 mM sodium/potassium phosphate buffer pH 6.3, 250 mM NADPH

700489

1.2.1.44

0.326

-

isoform CCR2-1, pH and temperature not specified in the publication

763599

1.2.1.44

0.33

-

CCR1

675132

1.2.1.44

0.559

-

isoform CCR1, pH and temperature not specified in the publication

763599

1.2.1.44

0.7

-

-

676451

1.2.1.44

113

-

in 100 mM phosphate buffer pH 6.5, at 30°C

725147

2.1.1.104

0.0082

-

GST-tagged recombinant enzyme, at pH 8.5 and 30°C

758057

2.1.1.104

0.04

-

isoform CCoAOMT1, at pH 7.5 and 37°C

758068

2.1.1.104

0.04

-

isoform CCoAOMT2, at pH 7.5 and 37°C

758068

2.1.1.104

0.149

-

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

668599

2.1.1.104

1.043

-

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

1.2.1.44

14 entries

2.1.1.104

6 entries

2.3.1.215

0.29

-

pH 6.5, 30°C

737034

2.3.1.302

10.2

-

pH 8, 25°C

762175

2.3.1.99

1.3

-

cosubstrate quinate, pH not specified in the publication, 30°C

756137

K_M Value (92 results)

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Show KM Value (92 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.1.44

0.00516

-

recombinant fusion protein GST-AtCCR2

288239

1.2.1.44

0.0125

-

recombinant fusion protein GST-AtCCR1

288239

1.2.1.44

0.014

-

pH 6.5, 30°C, wild-type enzyme

743501

1.2.1.44

0.01437

-

-

693407

1.2.1.44

0.01885

-

at pH 6.0, temperature not specified in the publication

763766

1.2.1.44

0.02376

-

pH 6.0, 40°C, recombinant His-tagged wild-type enzyme

743559

1.2.1.44

0.0255

-

pH 6.0, 25°C, recombinant GST-tagged enzyme

742589

1.2.1.44

0.0296

-

100 mM sodium/potassium phosphate buffer pH 6.3, 250 mM NADPH

700489

1.2.1.44

0.0376

-

100 mM sodium/potassium phosphate buffer pH 6.3, 250 mM NADPH

700489

1.2.1.44

0.04295

-

pH 6.0, 40°C, recombinant His-tagged mutant F155Y

743559

1.2.1.44

0.048

-

in 100 mM phosphate buffer pH 6.5, at 30°C

725147

1.2.1.44

0.061

-

-

672472

1.2.1.44

0.0763

-

-

676451

1.2.1.44

0.09838

-

at pH 6.0, temperature not specified in the publication

763766

1.2.1.44

0.15233

-

isoform CCR2-1, pH and temperature not specified in the publication

763599

1.2.1.44

0.1817

-

at pH 6.0, temperature not specified in the publication

763766

1.2.1.44

0.2

-

-

288230

1.2.1.44

0.28301

-

isoform CCR1, pH and temperature not specified in the publication

763599

1.2.1.44

0.3925

-

at pH 6.0, temperature not specified in the publication

763766

1.2.1.44

0.617

-

pH 6.25, 37°C, recombinant His-tagged enzyme

743156

2.1.1.104

0.00024

-

-

485071

2.1.1.104

0.0015

-

recombinant enzyme, 30°C

706277

2.1.1.104

0.0041

-

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

668599

2.1.1.104

0.0043

-

recombinant enzyme

485067

2.1.1.104

0.02

-

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

668599

2.1.1.104

0.0275

-

wild-type

485066

2.1.1.104

0.04774

-

isoform CCoAOMT1, at pH 7.5 and 37°C

758068

2.1.1.104

0.05114

-

isoform CCoAOMT2, at pH 7.5 and 37°C

758068

2.1.1.104

0.072

-

OMT-17, in 10 mM Tris-HCl buffer (pH 7.5), at 37°C

700855

2.1.1.104

0.083

-

-

702477

2.1.1.104

0.096

-

GST-tagged recombinant enzyme, at pH 8.5 and 30°C

758057

2.1.1.104

0.112

-

pH 7.5, 30°C

734993

2.1.1.104

0.1123

-

pH 7.5, 30°C, recombinant enzyme

758087

2.1.1.104

0.29

-

Q61S mutant

485066

2.1.1.104

0.64

-

D58A mutant

485066

2.1.1.267

0.072

-

isoform ROMT-17

700855

2.1.1.267

0.076

-

isoform ROMT-15

700855

2.3.1.110

0.0127

-

pH 8.5, 30°C

660244

2.3.1.110

0.082

-

with tyramine as acceptor

486130

2.3.1.110

0.326

-

with tyramine, pH 7.5, 30°C, recombinant AAT1

720789

1.2.1.44

20 entries

2.1.1.104

15 entries

2.1.1.267

2 entries

2.3.1.110

3 entries

2.3.1.126

0.045

-

-

486247

2.3.1.133

0.0051

-

pH 7.0, 30°C, with 3-hydroxybenzoate

720787

2.3.1.133

0.0067

-

-

486280, 486282

2.3.1.133

0.0088

-

pH 7.0, 30°C, with shikimate

720787

2.3.1.133

0.0118

-

pH 7.0, 30°C, with 2,3-dihydroxybenzoate

720787

2.3.1.133

0.045

-

-

486275

2.3.1.133

0.05

-

-

486285

2.3.1.133

0.0538

-

pH 7.0, 30°C, with 3-hydroxyanthranilate

720787

2.3.1.133

0.102

-

pH 7.5, 37°C, with glycerol

720638

2.3.1.133

0.41

-

-

486283

2.3.1.133

0.421

-

cosubstrate quinate, pH 7.0, 25°C

757945

2.3.1.133

1.296

-

cosubstrate quinate, pH 7.0, 25°C

757945

2.3.1.133

12.5

-

-

486281

2.3.1.133

30.5

-

-

486281

2.3.1.138

0.003

-

pH 10.0

486314

2.3.1.138

0.024

-

with putrescine, recombinant His-tagged enzyme, pH 7.5, 30°C

720745

2.3.1.138

0.033

-

pH 7.8

486314

2.3.1.140

0.0021

-

pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, recombinant RAS

720787

2.3.1.140

0.0023

-

with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme

720636

2.3.1.140

0.0033

-

with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, crude recombinant His-tagged enzyme

720636

2.3.1.140

0.0034

-

pH 7.0, 30°C, with 3-(4-hydroxyphenyl)lactate, native RAS

720787

2.3.1.140

0.0035

-

pH 7.0, 30°C, with D-phenyllactate, recombinant RAS

720787

2.3.1.140

0.0039

-

pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, recombinant RAS

720787

2.3.1.140

0.004

-

pH 7.0, 30°C, with 3-(3,4-dihydroxyphenyl)lactate, native RAS

720787

2.3.1.140

0.0052

-

with 3-(3,4-dihydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme

720636

2.3.1.140

0.0058

-

with 3-(4-hydroxyphenyl)lactate, pH 7.0, 30°C, native crude enzyme

720636

2.3.1.140

0.033

-

-

486321

2.3.1.140

0.05

-

with 3-(4-hydroxyphenyl)lactate, pH 7.5, 30°C, recombinant AAT1

720789

2.3.1.140

0.0945

-

pH 7.0, 30°C, with D-tyrosine, recombinant RAS

720787

2.3.1.133

13 entries

2.3.1.138

3 entries

2.3.1.140

12 entries

2.3.1.153

0.065

-

with delphinidin 3,5-diglucoside as cosubstrate

16329

2.3.1.215

0.0041

-

pH 6.5, 30°C

737034

2.3.1.302

0.0074

-

pH 8, 25°C

762175

2.3.1.302

0.18

-

pH 7, temperature not specified in the publication

762520

2.3.1.64

0.0033

-

-

487362

2.3.1.64

0.0043

-

isoenzyme 2

487363

2.3.1.64

0.0043

-

recombinant enzyme

487363

2.3.1.64

0.0053

-

isoenzyme 3

487363

2.3.1.64

0.0058

-

isoenzyme 1

487363

2.3.1.74

0.00145

-

-

487456

2.3.1.74

0.0016

-

-

487471

2.3.1.74

0.0077

-

-

487463

2.3.1.99

0.01

-

-

486280

2.3.1.99

0.029

-

-

487783

2.3.1.99

0.05

-

pH 6.6, 30°C, cosubstrate: shikimate

486285

2.3.1.99

0.073

-

-

487784

2.3.1.99

0.2936

-

pH 7.5, 30°C, recombinant enzyme

720778

2.3.1.99

0.421

-

cosubstrate quinate, pH 7.0, 25°C

757945

2.3.1.99

0.73

-

pH 6.6, 30°C, cosubstrate: quinate

486285

2.3.1.99

0.914

-

cosubstrate quinate, pH not specified in the publication, 30°C

756137

2.3.1.99

1.296

-

cosubstrate quinate, pH 7.0, 25°C

757945

2.3.1.99

14.3

-

-

486281

2.3.1.302

2 entries

2.3.1.64

5 entries

2.3.1.74

3 entries

2.3.1.99

10 entries

4.1.2.61

1.6

-

-

210668

K_i Value (2 results)

top print hide

Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.2.1.44

0.0153

-

competitive inhibition of caffeoyl-CoA on the feruloyl-CoA reaction

676451

2.3.1.302

0.29

-

pH 8, 25°C

762175

References & Links

Literature References (151)

top print hide

Show Reference (151 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

595

9177055

3-Hydroxybenzoate:coenzyme A ligase and 4-coumarate:coenzyme A ligase from cultured cells of Centaurium erythraea

1997

Barillas, W.; Beerhues, L.

Planta

202

112-116

16329

9363752

Anthocyanin 5-aromatic acyltransferase from Gentiana triflora

1997

Fujiwara, H.; Tanaka, Y.; Fukui, Y.; Nakao, M.; Ashikari, T.; Kusumi, T.

Eur. J. Biochem.

249

45-51

210668

10222033

4-Hydroxycinnamoyl-CoA hydratase/lyase (HCHL)-an enzyme of phenylpropanoid chain cleavage from Pseudomonas

1999

Mitra, A.; Kitamura, Y.; Gasson, M.J.; Narbad, A.; Parr, A.J.; Pyne, J.; Rhodes, M.J.C.; Sewter, C.; Walton, N.J.

Arch. Biochem. Biophys.

365

10-16

286352

-

Proposed biosynthetic pathway for rosmarinic acid in cell cultures of Coleus blumei benth

1993

Petersen, M.; Häusler E.; Karwatzki, B.; Meinhard J.

Planta

189

10-14

288230

7454

Enzymic synthesis of lignin precursors. Purification and properties of a cinnamoyl-CoA: NADPH reductase from cell suspension cultures of soybean (Glycine max)

1976

Wengenmayer, H.; Ebel, J.; Grisebach, H.

Eur. J. Biochem.

65

529-536

288234

236926

Reduction of coenzyme A thioesters of cinnamic acids with an enzyme preparation from lignifying tissue of Forsythia

1975

Gross, G.G.; Kreiten, W.

FEBS Lett.

54

259-262

288239

11430991

Two cinnamoyl-CoA reductase (CCR) genes from Arabidopsis thaliana are differentially expressed during development and in response to infection with pathogenic bacteria

2001

Lauvergeat, V.; Lacomme, C.; Lacombe, E.; Lasserre, E.; Roby, D.; Grima-Pettenati, J.

Phytochemistry

57

1187-1195

485063

12475619

Structural and compositional modifications in lignin of transgenic alfalfa down-regulated in caffeic acid 3-O-methyltransferase and caffeoyl coenzyme A 3-O-methyltransferase

2003

Marita, J.M.; Ralph, J.; Hatfield, R.D.; Guo, D.; Chen, F.; Dixon, R.A.

Phytochemistry

62

53-65

485065

12060306

Caffeoyl-coenzyme A 3-O-methyltransferase enzyme activity, protein and transcript accumulation in flax (Linum usitatissimum) stem during development

2001

Day, A.; Dehorter, B.; Neutelings, G.; Czeszak, X.; Chabbert, B.; Belingheri, L.; David, H.

Physiol. Plant.

113

275-284

485066

11459845

Identification of the enzymatic active site of tobacco caffeoyl-coenzyme A O-methyltransferase by site-directed mutagenesis

2001

Hoffmann, L.; Maury, S.; Bergdoll, M.; Thion, L.; Erard, M.; Legrand, M.

J. Biol. Chem.

276

36831-36838

485067

11169195

Substrate preferences of O-methyltransferases in alfalfa suggest new pathways for 3-O-methylation of monolignols

2001

Parvathi, K.; Chen, F.; Guo, D.; Blount, J.W.; Dixon, R.A.

Plant J.

25

193-202

485068

11027707

Essential role of caffeoyl coenzyme A O-methyltransferase in lignin biosynthesis in woody poplar plants

2000

Zhong, R.; Morrison, W.H.; Himmelsbach, D.S.; Poole, F.L.; Ye, Z.H.

Plant Physiol.

124

563-578

485069

10889235

Cell-specific and conditional expression of caffeoyl-coenzyme A-3-O-methyltransferase in poplar

2000

Chen, C.; Meyermans, H.; Burggraeve, B.; De Rycke, R.M.; Inoue, K.; De Vleesschauwer, V.; Steenackers, M.; Van Montagu, M.C.; Engler, G.J.; Boerjan, W.A.

Plant Physiol.

123

853-867

485070

10482677

Tobacco O-methyltransferases involved in phenylpropanoid metabolism. The different caffeoyl-coenzyme A/5-hydroxyferuloyl-coenzyme A 3/5-O-methyltransferase and caffeic acid/5-hydroxyferulic acid 3/5-O-methyltransferase classes have distinct substrate specificities and expression patterns

1999

Maury, S.; Geoffroy, P.; Legrand, M.

Plant Physiol.

121

215-224

485071

-

Expression of bifunctional caffeoyl-CoA 3-O-methyltransferase in stress compensation and lignification

1999

Grimmig, B.; Kneusel, R.E.; Junghanns, K.T.; Matern, U.

Plant Biol.

1

299-310

485072

9484483

cDNA cloning, substrate specificity and expression study of tobacco caffeoyl-CoA 3-O-methyltransferase, a lignin biosynthetic enzyme

1998

Martz, F.; Maury, S.; Pincon, G.; Legrand, M.

Plant Mol. Biol.

36

427-437

485073

9747797

Substrate profiles and expression of caffeoyl coenzyme A and caffeic acid O-methyltransferases in secondary xylem of aspen during seasonal development

1998

Meng, H.; Campbell, W.H.

Plant Mol. Biol.

38

513-520

485074

9662519

Developmental expression and substrate specificities of alfalfa caffeic acid 3-O-methyltransferase and caffeoyl coenzyme A 3-O-methyltransferase in relation to lignification

1998

Inoue, K.; Sewalt, V.J.H.; Ballance, G.M.; Ni, W.; Sturzer, C.; Dixon, R.A.

Plant Physiol.

117

761-770

485075

9390437

Characterization and expression of caffeoyl-coenzyme A 3-O-methyltransferase proposed for the induced resistance response of Vitis vinifera L

1997

Busam, G.; Junghanns, K.T.; Kneusel, R.E.; Kassemeyer, H.H.; Matern, U.

Plant Physiol.

115

1039-1048

485077

16667940

Elicitor-inducible caffeoyl-coenzyme A 3-O-methyltransferase from Petroselinum crispum cell suspensions

1991

Pakusch, A.E.; Matern, U.; Schiltz, E.

Plant Physiol.

95

137-143

485078

16668176

Kinetic characterization of caffeoyl-coenzyme A-specific 3-O-methyltransferase from elicited parsley cell suspensions

1991

Pakusch, A.E.; Matern, U.

Plant Physiol.

96

327-330

485079

1894629

Molecular cloning, induction and taxonomic distribution of caffeoyl-CoA 3-O-methyltransferase, an enzyme involved in disease resistance

1991

Schmidt, D.; Pakusch, A.E.; Matern, U.

J. Biol. Chem.

266

17416-17423

485080

2499260

S-Adenosyl-L-methionine:trans-caffeoyl-coenzyme A 3-O-methyltransferase from elicitor-treated parsley cell suspension cultures

1989

Pakusch, A.E.; Kneusel, R.E.; Matern, U.

Arch. Biochem. Biophys.

271

488-494

485539

11430990

Caffeoyl coenzyme A O-methyltransferase and lignin biosynthesis

2001

Ye, Z.H.; Zhong, R.; Morrison, W.H.; Himmelsbach, D.S.

Phytochemistry

57

1177-1185

486106

-

Hydroxycinnamoyl-coenzyme-A:tartronate hydroxycinnamoyltransferase in protein preparations from mung bean

1986

Strack, D.; Ruhoff, R.; Gräwe, W.

Phytochemistry

25

833-837

486128

11382813

Cloning and characterization of a hydroxycinnamoyl-CoA: tyramine N-(hydroxycinnamoyl)transferase induced in response to UV-C and wounding from Capsicum annuum

2001

Back, K.; Jang, S.M.; Lee, B.C.; Schmidt, A.; Strack, D.; Kim, K.M.

Plant Cell Physiol.

42

475-481

486129

10469131

Identification and characterization of cDNA clones encoding hydroxycinnamoyl-CoA:tyramine N-hydroxycinnamoyltransferase from tobacco

1999

Farmer, M.J.; Czermic, P.; Michael, A.; Negrel, J.

Eur. J. Biochem.

263

686-694

486130

10879473

Induction of N-hydroxycinnamoyltyramine synthesis and tyramine N-hydroxycinnamoyltransferase (THT) activity by wounding in maize leaves

2000

Ishihara, A.; Kawata, N.; Matsukawa, T.; Iwamura, H.

Biosci. Biotechnol. Biochem.

64

1025-1031

486132

9288939

Purification, characterization and partial amino acid sequencing of hydroxycinnamoyl-CoA:tyramine N-(hydroxycinnamoyl)transferase from tobacco cell-suspension cultures

1997

Negrel, J.; Javelle, F.

Eur. J. Biochem.

247

1127-1135

486133

9933628

Cloning and expression of a potato cDNA encoding hydroxycinnamoyl-CoA:tyramine N-(hydroxycinnamoyl)transferase

1999

Schmidt, A.; Grimm, R.; Schmidt, J.; Scheel, D.; Strack, D.; Rosahl, S.

J. Biol. Chem.

274

4273-4280

486247

-

Hydroxycinnamic acid esters of isocitric acid: Accumulation and enzymatic synthesis in Amaranthus cruentus

1987

Strack, D.; Leicht, P.; Bokern, M.; Wray, V.; Grotjahn, L.

Phytochemistry

26

2919-2923

486275

-

Enzymatic synthesis of hydroxycinnamic acid esters of sugar acids and hydroaromatic acids by protein preparations from rye (Secale cereale) primary leaves

1987

Strack, D.; Keller, H.; Weissenböck, G.

J. Plant Physiol.

131

61-73

486280

-

Partial purification and characterization of hydroxycinnamoyl CoA:transferase from apple and date fruits

1992

Lotfy, L.; Fleuriet, A.; Macheix, J.J.

Phytochemistry

31

767-772

486281

-

Hydroxycinnamoyl-CoA: transferases in higher plants. II. Characterization in Cichorium endivia and Raphanus sativus and comparison with other plants

1994

Lotfy, S.; Fleuriet, A.; Macheix, J.J.

Plant Physiol. Biochem.

32

355-363

486282

-

Inactivation and kinetic characterization of hydroxycinnamoyl-CoA:hydroaromatic acid O-hydroxycinnamoyltransferases from Cichorium endivia and Phoenix dactylifera

1995

Lotfy, S.

Plant Physiol. Biochem.

33

423-431

486283

12226354

Hydroxycinnamoyltransferases Involved in the accumulation of caffeic acid esters in gametophytes and sporophytes of Equisetum arvense

1996

Hohlfeld, M.; Veit, M.; Strack, D.

Plant Physiol.

111

1153-1159

486284

12428018

Differential production of meta hydroxylated phenylpropanoids in sweet basil peltate glandular trichomes and leaves is controlled by the activities of specific acyltransferases and hydroxylases

2002

Gang, D.R.; Beuerle, T.; Ullmann, P.; Werck-Reichhart, D.; Pichersky, E.

Plant Physiol.

130

1536-1544

486285

12381722

Purification, cloning, and properties of an acyltransferase controlling shikimate and quinate ester intermediates in phenylpropanoid metabolism

2003

Hoffmann, L.; Maury, S.; Martz, F.; Geoffroy, P.; Legrand, M.

J. Biol. Chem.

278

95-103

486311

-

Polyamine metabolism in barley reacting hypersensitively to the powdery mildew fungus Blumeria graminis f. sp. hordei

2002

Cowley, T.; Walters, D.R.

Plant Cell Environ.

25

461-468

486312

-

Separation of putrescine and spermidine hydroxycinnamoyl transferases extracted from tobacco callus

1991

Negrel, J.; Javelle, F.; Paynot, M.

Phytochemistry

30

1089-1092

486313

16668786

Purification and properties of putrescine hydroxycinnamoyl transferase from tobacco (Nicotiana tabaccum) cell suspensions

1992

Negrel, J.; Paynot, M.; Javelle, F.

Plant Physiol.

98

1264-1269

486314

16666570

Hydroxycinnamoyl-CoA:putrescine hydroxycinnamoyltransferase in tobacco cell cultures with high and low levels of caffeoylputrescine

1989

Meurer-Grimes, B.; Berlin, J.; Strack, D.

Plant Physiol.

89

488-492

486315

-

The biosynthesis of cinnamoylputrescines in callus tissue cultures of Nicotiana tabaccum

1989

Negrel, J.

Phytochemistry

28

477-481

486319

-

Two new enzymes of rosmarinic acid biosynthesis from cell cultures of Coleus blumei: Hydroxyphenylpyruvate reductase and rosmarinic acid synthase

1988

Petersen, M.; Alfermann, A.W.

Z. Naturforsch. C

43c

501-504

486321

-

Characterization of rosmarinic acid synthase from cell cultures of Coleus blumei

1991

Petersen, M.S.

Phytochemistry

30

2877-2881

487361

-

Agmatine coumaroyltransferase (barley seedlings)

1983

Bird, C.R.; Smith, T.A.

Methods Enzymol.

94

344-347

487362

-

Agmatine coumaroyltransferase from barley seedlings

1983

Bird, C.R.; Smith, T.A.

Phytochemistry

22

2401-2403

487363

12582168

A new class of N-hydroxycinnamoyltransferases. Purification, cloning, and expression of barley agmatine coumaroyltransferase (EC 2.3.1.64)

2003

Burhenne, K.; Kristensen, B.K.; Rasmussen, S.K.

J. Biol. Chem.

278

13919-13927

487456

-

Biochemical and immunological characterization of chalcone synthase from rye leaves

1988

Peters, A.; Schneider-Poetsch, H.A.W.; Schwarz, H.; Weissenböck, G.

J. Plant Physiol.

133

178-182

487459

-

Purification and properties of chalcone synthase from cell suspension cultures of soybean

1987

Welle, R.; Grisebach, H.

Z. Naturforsch. C

42c

1200-1206

487460

3087289

Isolation and characterization of buckwheat (Fagopyrum esculentum M.) chalcone synthase and its polyclonal antibodies

1986

Hrazdina, G.; Lifson, E.; Weeden, N.F.

Arch. Biochem. Biophys.

247

414-419

487463

4015104

Chalcone synthase from cell suspension cultures of Daucus carota L

1985

Hinderer, W.; Seitz, H.U.

Arch. Biochem. Biophys.

240

265-272

487468

7396511

Chalcone synthesis with enzyme extracts from tulip anther tapetum using a biphasic enzyme assay

1980

Sutfeld, R.; Wiermann, R.

Arch. Biochem. Biophys.

201

64-72

487469

-

Purification of chalcone synthase from tulip anthers and comparison with the synthase from cosmos petals

1981

Sutfeld, R.; Wiermann, R.

Z. Naturforsch. C

36c

30-34

487470

-

Flavanone synthase from cell suspension cultures of Haplopappus gracilis and comparison with the synthase from parsely

1978

Saleh, N.A.M.; Fritsch, H.; Kreuzaler, F.; Grisebach, H.

Phytochemistry

17

183-186

487471

-

Characterization and development and localization of Flavanone synthase in tulip anthers

1978

Sutfeld, R.; Kehrel, B.; Wiermann, R.

Z. Naturforsch. C

33c

841-846

487474

9678580

A chalcone synthase with an unusual substrate preference is expressed in barley leaves in response to UV light and pathogen attack

1998

Christensen, A.B.; Gregersen, P.L.; Schroder, J.; Collinge, D.B.

Plant Mol. Biol.

37

849-857

487478

8225835

Structure, function, and regulation of the chalcone synthase

1993

Martin, C.R.

Int. Rev. Cytol.

147

233-284

487723

6427224

Purification and properties of a stilbene synthase from induced cell suspension cultures of peanut

1984

Schöppner, A.; Kindl, H.

J. Biol. Chem.

259

6806-6811

487783

-

The enzymic conversion of hydroxycinnamic acids to p-coumarylquinic and chlorogenic acids in tomato fruits

1976

Rhodes, M.J.C.; Wooltorton, L.S.C.

Phytochemistry

15

947-951

487784

-

Purification and properties of hydroxycinnamoyl CoA quinate hydroxycinnamoyl transferase from potatoes

1979

Rhodes, M.J.C.; Wooltorton, L.S.C.; Lourencq, E.J.

Phytochemistry

18

1125-1129

487785

16665274

Enzymic synthesis of caffeoylglucaric acid from chlorogenic acid and glucaric acid by a protein preparation from tomato cotyledons

1987

Strack, D.; Gross, W.; Wray, V.; Grotjahn, L.

Plant Physiol.

83

475-478

487788

11409982

Metabolism of phenolic compounds during loquat fruit development

2001

Ding, C.K.; Chachin, K.; Ueda, Y.; Imahori, Y.; Wang, C.Y.

J. Agric. Food Chem.

49

2883-2888

637806

7698342

Molecular and enzymic characterization of two stilbene synthases from Eastern white pine (Pinus strobus). A single Arg/His difference determines the activity and the pH dependence of the enzymes

1995

Raiber, S.; Schroeder, G.; Schroeder, J.

FEBS Lett.

361

299-302

651117

11856365

Divergent members of a soybean (Glycine max L.) 4-coumarate:coenzyme A ligase gene family

2002

Lindermayr, C.; Mollers, B.; Fliegmann, J.; Uhlmann, A.; Lottspeich, F.; Meimberg, H.; Ebel, J.

Eur. J. Biochem.

269

1304-1315

651262

10664468

Mutational analysis of 4-coumarate:CoA ligase identifies functionally important amino acids and verifies its close relationship to other adenylate-forming enzymes

2000

Stuible, H.; Buttner, D.; Ehlting, J.; Hahlbrock, K.; Kombrink, E.

FEBS Lett.

467

117-122

652146

11323416

Identification of the substrate specificity-conferring amino acid residues of 4-coumarate:coenzyme A ligase allows the rational design of mutant enzymes with new catalytic properties

2001

Stuible, H.P.; Kombrink, E.

J. Biol. Chem.

276

26893-26897

652422

12421821

Deletion of a single amino acid residue from different 4-coumarate:CoA ligases from soybean results in the generation of new substrate specificities

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