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Ligand prostaglandin H2

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

arachidonic acid metabolism

KEGG

Arachidonic acid metabolism, Eicosanoids, Oxytocin signaling pathway, Platelet activation, Prostaglandins, Retrograde endocannabinoid signaling, Serotonergic synapse more

MetaCyc

arachidonate metabolites biosynthesis, C20 prostanoid biosynthesis

Show all BRENDA pathways known for prostaglandin H2

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (29 results)

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Show Natural Substrate (29 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.188

prostaglandin H2 + NADP+ = prostaglandin F2alpha + NADPH + H+

741012, 741357, 740130, 726469

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = 9alpha,11alpha-prostaglandin F2alpha + NADP+

667713

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = 9alpha,11beta-prostaglandin F2 + NADP+

655139

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = prostaglandin D2 + NADP+

657211

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = prostaglandin F2alpha + NADP+

654851, 655139, 657328, 657211, 655915

-

1.1.1.189

prostaglandin H2 + NAD(P)H + H+ = prostaglandin E2 + NAD(P)+

657211

-

1.1.1.189

prostaglandin H2 + NAD(P)H + H+ = prostaglandin F2alpha + NAD(P)+

657211

-

1.1.1.189

prostaglandin H2 + NADPH + H+ = prostaglandin F2alpha + NADP+

654851

-

1.11.1.20

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate = thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

707934, 743717

-

1.11.1.20

prostaglandin H2 + reduced thioredoxin = prostaglandin F2alpha + oxidized thioredoxin

765698

-

1.11.1.20

thioredoxin + prostaglandin H2 = thioredoxin disulfide + prostaglandin F2alpha

707934

-

1.1.1.188

5 entries

1.1.1.189

3 entries

1.11.1.20

3 entries

1.6.99.1

NADPH + H+ + prostaglandin H2 = NADP+ + prostaglandin F2alpha

725313

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + 2 GSH = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + GSSG + 2 H+

652044

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + glutathione = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + glutathione

651005, 653299

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

649547, 649720, 649905, 649654

-

5.3.99.2

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

728090, 747270

-

5.3.99.2

Prostaglandin H2 = Prostaglandin D2

714915, 702057, 705932, 705934, 748450, 701618, 704365, 705307, 713649, 748520, 748543, 705351, 704523, 705407, 746950, 749210, 746616, 747925, 748455, 748694, 703559, 704977, 747270, 747503, 747984, 746994

-

5.3.99.3

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate

691635, 692588, 693501, 694941, 694942, 660669, 690320, 690622, 691476, 692090, 693452, 693551, 693577, 693823, 690374, 693774, 690714, 692088, 693372, 693841, 694863, 691241, 693240

-

5.3.99.3

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate

726884, 727942

-

5.3.99.3

Prostaglandin H2 = Prostaglandin E2

706576, 713719, 714401, 716814, 746707, 747229, 748296, 667959, 670732, 702158, 702622, 703593, 706521, 715541, 715856, 747278, 748368, 748441, 748542, 748846, 667165, 749371, 747232, 746945, 747265, 747279, 747282, 747613, 749100, 749180, 668886, 662644, 747606, 667830

-

5.3.99.4

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-6,9alpha-epoxy-11a,15-dihydroxyprosta-5,13-dienoate

649730

-

5.3.99.4

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate

748466

-

5.3.99.4

Prostaglandin H2 = ?

37473, 37475, 37472

-

5.3.99.4

prostaglandin H2 = prostacyclin

662059, 702350

-

5.3.99.4

Prostaglandin H2 = Prostaglandin I2

660924, 701992, 705476, 661260, 662795, 701619, 702474, 704650, 749211, 749359, 661425, 662509, 715791, 705205, 701168, 701991, 716080, 660808

-

5.3.99.5

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-9alpha,11alpha-epoxy-15-hydroxythromboxa-5,13-dienoate

727320, 728292, 649094, 649095, 649437, 650205, 651184, 651899, 651979, 652105, 652714, 652716, 652719, 653003, 653424, 653579

-

5.3.99.5

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = 12-L-hydroxy-5,8,10-heptadecaotrienoic acid + malondialdehyde

652105, 652719

-

5.3.99.5

prostaglandin H2 = thromboxane A2

705219, 702474, 748300, 748790

-

5.3.99.5

prostaglandin H2 = thromboxane B2 + 12(S)-hydroxy-5,8,10-heptadecatrienoic acid

705275, 706861

-

5.3.99.2

5 entries

5.3.99.3

3 entries

5.3.99.4

5 entries

5.3.99.5

4 entries

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

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Show Natural Product (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.99.1

arachidonate + AH2 + 2 O2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

arachidonate + AH2 + O2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

arachidonate + reduced acceptor + O2 = prostaglandin H2 + acceptor + H2O

0

-

1.14.99.1

prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

4 entries

Substrate in Enzyme-catalyzed Reactions (38 results)

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Show Substrate (38 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.188

prostaglandin H2 + NADP+ = prostaglandin F2alpha + NADPH + H+

741012, 741357, 740130, 726469

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = (5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+

389448, 389444, 389449, 389450, 389451, 389452, 389453, 389454, 389455, 389456, 389460, 389446, 704349

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = 9alpha,11alpha-prostaglandin F2alpha + NADP+

667713, 389454

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = 9alpha,11beta-prostaglandin F2 + NADP+

724961, 655139

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = prostaglandin 9alpha,11beta-F2 + NADP+

654368

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = prostaglandin D2 + NADP+

657211

-

1.1.1.188

prostaglandin H2 + NADPH + H+ = prostaglandin F2alpha + NADP+

654851, 687797, 654368, 697271, 655139, 657328, 657211, 655915, 724504, 654740, 667713, 654159

-

1.1.1.189

prostaglandin H2 + NAD(P)H + H+ = prostaglandin E2 + NAD(P)+

657211

-

1.1.1.189

prostaglandin H2 + NAD(P)H + H+ = prostaglandin F2alpha + NAD(P)+

657211

-

1.1.1.189

prostaglandin H2 + NADPH + H+ = prostaglandin F2alpha + NADP+

654851

-

1.11.1.20

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate = thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

707934, 687797, 743717

-

1.11.1.20

prostaglandin H2 + reduced thioredoxin = prostaglandin F2alpha + oxidized thioredoxin

765698

-

1.11.1.20

thioredoxin + prostaglandin H2 = thioredoxin disulfide + prostaglandin F2alpha

707934, 687797

-

1.1.1.188

7 entries

1.1.1.189

3 entries

1.11.1.20

3 entries

1.14.14.94

prostaglandin H2 + [reduced NADPH-hemoprotein reductase] + O2 = 19-hydroxy-prostaglandin H2 + [oxidized NADPH-hemoprotein reductase] + H2O

660409

-

1.6.99.1

NADPH + H+ + prostaglandin H2 = NADP+ + prostaglandin F2alpha

725313

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + 2 GSH = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + GSSG + 2 H+

652044

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + glutathione = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + glutathione

651005, 653299

-

5.3.99.2

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

679990, 649547, 649720, 693254, 649905, 649654, 652044

-

5.3.99.2

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate

728090, 747270

-

5.3.99.2

Prostaglandin H2 = Prostaglandin D2

714915, 702057, 705932, 705934, 714066, 715626, 715845, 748450, 701618, 704365, 705307, 713649, 748520, 748543, 3098, 3099, 3100, 705351, 704523, 705407, 746950, 749210, 746616, 747925, 748455, 748694, 714938, 703559, 704977, 747270, 747503, 747984, 746994

-

5.3.99.3

(5Z,13E)-(15S)-9a,11a-epidioxy-15-hydroxyprosta-5,13-dienoate + GSH = (5Z,13E)-(15S)-11a,15-dihydroxyprosta-5,13-dienoate + GSSG

678584, 652399

-

5.3.99.3

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + GSH = (5Z,13E)-(15S)-11alpha,15-dihydroxyprosta-5,13-dienoate + GSSG

652244, 653633

-

5.3.99.3

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate + reduced glutathione = (5Z,13E)-(15S)-11alpha,15-dihydroxyprosta-5,13-dienoate + oxidized glutathione

653753

-

5.3.99.3

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate

691635, 692588, 693501, 694941, 694942, 660669, 690320, 690622, 691476, 692090, 693452, 693551, 693577, 693823, 690374, 693774, 690714, 692088, 693372, 693841, 694863, 691241, 693240

-

5.3.99.3

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate

727418, 726884, 727942

-

5.3.99.3

Prostaglandin H2 = Prostaglandin E2

662071, 667830, 702146, 702949, 703978, 705284, 706576, 713719, 714401, 714944, 716081, 716814, 746707, 747229, 748296, 660669, 667959, 668886, 670732, 702158, 702165, 702622, 703593, 706521, 714421, 714468, 715100, 715541, 715856, 715865, 747278, 748368, 748441, 748542, 748846, 660677, 660973, 663277, 667165, 749371, 661310, 747232, 705347, 746945, 747265, 747279, 747282, 747613, 749100, 749180, 706818, 660841, 662240, 662644, 747606, 3134, 3127, 3129, 3126, 3128, 662768

-

5.3.99.4

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-6,9alpha-epoxy-11a,15-dihydroxyprosta-5,13-dienoate

649730

-

5.3.99.4

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate

748466

-

5.3.99.4

prostaglandin H2 = 6-keto prostaglandin F1-alpha

661425

-

5.3.99.4

Prostaglandin H2 = ?

37473, 37475, 37472

-

5.3.99.4

prostaglandin H2 = prostacyclin

662059, 702350

-

5.3.99.4

Prostaglandin H2 = Prostaglandin I2

660924, 701992, 705476, 660808, 661260, 662795, 701619, 702474, 704650, 749211, 749359, 661425, 662509, 715791, 3200, 705205, 701168, 701991, 716080, 37465, 3127, 37473, 37475, 37483, 37481, 37458, 37462, 37463, 37464, 37466, 37467, 37470, 37474, 37460, 37461, 37468, 37469, 37472, 37476, 37477, 37478, 37479, 37480, 37482, 37459

-

5.3.99.5

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-9a,11a-epoxy-15-hydroxythromboxa-5,13-dienoate

653579

-

5.3.99.5

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = (5Z,13E)-(15S)-9alpha,11alpha-epoxy-15-hydroxythromboxa-5,13-dienoate

727320, 728292, 649094, 649095, 649437, 650205, 651184, 651899, 651979, 652105, 652714, 652716, 652719, 653003, 653424, 653579

-

5.3.99.5

(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate = 12-L-hydroxy-5,8,10-heptadecaotrienoic acid + malondialdehyde

652105, 652719

-

5.3.99.5

prostaglandin H2 = thromboxane A2

701992, 705219, 701976, 702474, 748300, 748790

-

5.3.99.5

Prostaglandin H2 = thromboxane B2 + 12(L)-hydroxy-5,8,10-heptadecatrienoic acid

3199, 3167, 3168, 3169, 3170, 3171, 3174, 3177, 3178, 3179, 3180, 3183, 3185, 3186, 3187, 3188, 3189, 3190, 3192, 3193, 3195, 3197, 3198, 3200, 37485, 3165, 3173, 3172, 3176, 3181, 3184, 3191, 3196, 3164, 3175, 3166, 3194, 3182

-

5.3.99.5

prostaglandin H2 = thromboxane B2 + 12(S)-hydroxy-5,8,10-heptadecatrienoic acid

703587, 703584, 705275, 706861

-

5.3.99.2

5 entries

5.3.99.3

6 entries

5.3.99.4

6 entries

5.3.99.5

6 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

1.14.99.1

arachidonate + AH2 + 2 O2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

arachidonate + AH2 + O2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

arachidonate + electron donor + O2 = prostaglandin H2 + oxidized electron donor + H2O

0

-

1.14.99.1

arachidonate + reduced acceptor + O2 = prostaglandin H2 + acceptor + H2O

0

-

1.14.99.1

arachidonate + reduced N,N,N',N'-tetramethylphenylenediamine + 2 O2 = prostaglandin H2 + oxidized N,N,N',N'-tetramethylphenylenediamine + H2O

0

-

1.14.99.1

arachidonic acid + reduced acceptor + O2 = prostaglandin H2 + acceptor + H2O

0

-

1.14.99.1

prostaglandin G2 + AH2 = prostaglandin H2 + A + H2O

0

-

1.14.99.1

7 entries

Inhibitor in Enzyme-catalyzed Reactions (5 results)

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Show Inhibitors (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.13.11.52

-

743716

-

5.3.99.4

9,11-azoprosta-5,13-dienoic acid prevents inactivation; inactivation originates primarily from a transition-state intermediate, not from malondialdehyde formed by hydrolysis of prostaglandin endoperoxides; rapid inactivation of purified enzyme during incubation with prostaglandin H2

37477

-

5.3.99.4

9,11-azoprosta-5,13-dienoic acid prevents inactivation; rapid inactivation of purified enzyme during incubation with prostaglandin H2

37468

-

5.3.99.4

rapid inactivation of purified enzyme during incubation with prostaglandin H2

37469

-

5.3.99.4

3 entries

5.3.99.5

suicide inactivation

3198

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (27 results)

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Show Turnover Number (27 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.188

0.2467

-

-

687797

1.1.1.188

0.2467

-

pH 7.0, 24°C

687797

1.11.1.20

0.25

-

pH 7.0, 24°C, i.e. prostaglandin H2

687797

1.11.1.20

0.25

-

in 0.1 M KPB (pH 7.0), at 24°C

687797

5.3.99.2

0.06

-

mutant enzyme L79A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.37

-

-

649547

5.3.99.2

0.5

-

in the presence of 1 M urea

649547

5.3.99.2

0.63

-

mutant enzyme M64A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.81

-

mutant enzyme L131A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.87

-

mutant enzyme F83A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.95

-

in the presence of 500 mM guanidinium hydrochloride

649547

5.3.99.2

2.23

-

mutant enzyme S45A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

2.24

-

mutant enzyme M94A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

2.4

-

mutant enzyme W54A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

2.64

-

wild type enzyme, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

2.91

-

mutant enzyme S81A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

3.67

-

mutant enzyme T147A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

5.73

-

mutant enzyme Y149A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

5.84

-

mutant enzyme K59A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

21.7

-

-

652044

5.3.99.3

7

-

dodecylmaltoside activated

653753

5.3.99.3

50

-

-

652399

5.3.99.3

50

-

-

662768

1.1.1.188

2 entries

1.11.1.20

2 entries

5.3.99.2

16 entries

5.3.99.3

3 entries

5.3.99.4

2.45

-

-

37472

5.3.99.5

0.017

-

recombinant TXAS

652105

5.3.99.5

26.7

-

-

3164

5.3.99.5

27.1

-

-

3168

5.3.99.5

3 entries

K_M Value (93 results)

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Show KM Value (93 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.188

0.0013

-

-

389446

1.1.1.188

0.0019

-

-

704349

1.1.1.188

0.003

-

recombinant liver-type isozyme, mutant H170C, 37°C

654159

1.1.1.188

0.0038

-

AKR1B7

704349

1.1.1.188

0.0069

-

pH 7.0, 24°C

687797

1.1.1.188

0.007

-

-

687797

1.1.1.188

0.008

-

expressed lung enzyme

389455

1.1.1.188

0.0093

-

AKR1B3

704349

1.1.1.188

0.01

-

native lung prostaglandin F synthase

389449, 389460

1.1.1.188

0.01

-

recombinant liver-type isozyme, mutants R91Q, R223L and N306Y, 37°C

654159

1.1.1.188

0.014

-

recombinant liver-type isozyme, mutant R27E, 37°C

654159

1.1.1.188

0.018

-

-

704349

1.1.1.188

0.025

-

-

389454

1.1.1.188

0.025

-

37°C, liver-type isozyme

389454

1.1.1.188

0.025

-

native and expressed liver prostaglandin F synthase

389449

1.1.1.188

0.025

-

recombinant wild-type liver-type isozyme, 37°C

654159

1.1.1.188

0.028

-

recombinant liver-type isozyme, mutant K225S, 37°C

654159

1.1.1.188

0.029

-

pH 5.5, 37°C

724961

1.1.1.188

0.03

-

recombinant liver-type isozyme, mutant S301R, 37°C

654159

1.1.1.188

0.033

-

pH 5.0, 37°C

724961

1.11.1.20

0.0069

-

pH 7.0, 24°C, i.e. prostaglandin H2

687797

1.11.1.20

0.0069

-

in 0.1 M KPB (pH 7.0), at 24°C

687797

1.11.1.20

0.007

-

i.e. prostaglandin H2, pH 7.0, 24°C

687797

5.3.99.2

0.0005

-

mutant DELTA1-24_L-PGDS+S45A

704523

5.3.99.2

0.0008

-

mutant DELTA1-24_L-PGDS

704523

5.3.99.2

0.0008

-

mutant DELTA1-24_L-PGDS+W54A/H111A

704523

5.3.99.2

0.0012

-

mutant DELTA1-24_L-PGDS+S45A/S81A

704523

5.3.99.2

0.0012

-

mutant DELTA1-24_L-PGDS+S45A/T67A/S81A

704523

5.3.99.2

0.0013

-

mutant DELTA1-24_L-PGDS+W45A

704523

5.3.99.2

0.0014

-

mutant DELTA1-24_L-PGDS+H111A

704523

5.3.99.2

0.0014

-

mutant DELTA1-24_L-PGDS+H116A

704523

5.3.99.2

0.0015

-

mutant DELTA1-24_L-PGDS+S81A

704523

5.3.99.2

0.0016

-

mutant DELTA1-24_L-PGDS+P110A

704523

5.3.99.2

0.0021

-

mutant DELTA1-24_L-PGDS+S45A/T67A

704523

5.3.99.2

0.0021

-

mutant DELTA1-24_L-PGDS+T67A/S81A

704523

5.3.99.2

0.0023

-

in the presence of 1 M urea

649547

5.3.99.2

0.0028

-

-

649547

5.3.99.2

0.0028

-

mutant DELTA1-24_L-PGDS+T67A

704523

5.3.99.2

0.004

-

-

3111

5.3.99.2

0.005

-

-

3118

5.3.99.2

0.008

-

-

3098, 3100

5.3.99.2

0.0083

-

in the presence of 500 mM guanidinium hydrochloride

649547

5.3.99.2

0.0102

-

mutant enzyme S81A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0123

-

mutant enzyme K59A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0127

-

mutant enzyme Y149A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0138

-

wild type enzyme, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.014

-

pH 8.0

693254

5.3.99.2

0.0154

-

mutant enzyme T147A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0161

-

mutant enzyme W54A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0202

-

mutant enzyme M94A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0204

-

mutant enzyme S45A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0245

-

mutant enzyme F83A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0252

-

mutant enzyme L131A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0325

-

mutant enzyme M64A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.0328

-

mutant enzyme L79A, in 100 mM Tris-HCl (pH 8.0), 100 mM NaCl, and 1 mM dithiothreitol, at 25°C

714938

5.3.99.2

0.2

-

-

649720

5.3.99.2

0.5

-

-

652044

5.3.99.3

0.0024

-

-

691476

5.3.99.3

0.014

-

-

653753

5.3.99.3

0.0149

-

cPGES plus casein kinase II plus Hsp90

660973

5.3.99.3

0.0257

-

GSH-dependent enzyme from deferent duct

3134

5.3.99.3

0.0357

-

cPGES plus casein kinase II

660973

5.3.99.3

0.04

-

IgG1(hei-7)-reactive protein

3126

5.3.99.3

0.0666

-

cPGES alone

660973

5.3.99.3

0.0826

-

GSH-independent enzyme from heart

3134

5.3.99.3

0.1

-

in the presence of 0.3 mM dodecylmaltoside

653753

5.3.99.3

0.13

-

wild-type, 0°C, pH 7.2

678584

5.3.99.3

0.15

-

IgG1(hei-26)-reactive protein

3126

5.3.99.3

0.16

-

-

652399

5.3.99.3

0.16

-

-

662768

5.3.99.3

0.215

-

wild type enzyme

705347

5.3.99.3

0.2832

-

mutant enzyme Y117S

705347

5.3.99.3

0.296

-

mutant enzyme R70A

705347

5.3.99.3

0.372

-

mutant enzyme R122A

705347

5.3.99.3

0.3842

-

mutant enzyme T129V

705347

5.3.99.3

0.4643

-

mutant enzyme N74A

705347

5.3.99.3

0.4737

-

mutant enzyme R70A/R122A

705347

5.3.99.3

0.5345

-

mutant enzyme Y117A

705347

5.3.99.3

0.734

-

mutant Q134E, 0°C, pH 7.2

678584

5.3.99.3

1.61

-

mutant Q36E, 0°C, pH 7.2

678584

5.3.99.4

0.0073

-

-

37472

5.3.99.4

0.009

-

-

37472

5.3.99.4

0.0133

-

-

661260

5.3.99.4

0.03

-

at 24°C

662059

5.3.99.5

0.002

-

immobilized enzyme

3191

5.3.99.5

0.004

-

-

3195

5.3.99.5

0.0053

-

soluble enzyme

3191

5.3.99.5

0.01

-

-

3194

5.3.99.5

0.02

-

23°C, pH 7.5

651979

5.3.99.5

0.0207

-

-

3198

5.3.99.5

0.021

-

recombinant TXAS

652105

5.3.99.5

0.022

-

native TXAS

652105

5.3.99.5

0.022

-

-

3164

1.1.1.188

20 entries

1.11.1.20

3 entries

5.3.99.2

34 entries

5.3.99.3

23 entries

5.3.99.4

4 entries

5.3.99.5

9 entries

IC₅₀ Value (2 results)

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Show IC50 Value (2 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.13.11.52

0.0072

-

pH not specified in the publication, 37°C, inhibition of human THP-1 cells

743716

1.13.11.52

0.0096

-

pH not specified in the publication, 37°C, inhibition of human monocytes

743716

1.13.11.52

2 entries

References & Links

Literature References (281)

top print hide

Show Reference (281 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

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Methods Enzymol.

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Isolation of PGH-PGS isomerase from rat spleen

1982

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Methods Enzymol.

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3100

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Purification and properties of prostaglandin D synthetase from rat brain

1979

Shimizu, T.; Yamamoto, S.; Hayaishi, O.

J. Biol. Chem.

254

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3111

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Identification of beta-trace as prostaglandin D synthase

1994

Watanabe, K.; Urade, Y.; Mäder, M.; Murphy, C.; Hayaishi, O.

Biochem. Biophys. Res. Commun.

203

1110-1116

3118

9188476

Lipocalin-type prostaglandin D synthase (beta-trace) is a newly recognized type of retinoid transporter

1997

Tanaka, T.; Urade, Y.; Kimura, H.; Eguchi, N.; Nishikawa, A.; Hayaishi, O.

J. Biol. Chem.

272

15789-15795

3126

3100531

Immunochemical and kinetic evidence for two different prostaglandin H-prostaglandin E isomerases in sheep vesicular gland microsomes

1987

Tanaka, Y.; Ward, S.L.; Smith, W.L.

J. Biol. Chem.

262

1374-1381

3127

6365099

Modulation of prostacyclin synthetase and unmasking of PGE2 isomerase in bovine coronary arterial microsomes

1984

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Biochem. Biophys. Res. Commun.

118

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3128

7132776

Purification of PGH-PGE isomerase from sheep vesicular glands

1982

Moonen, P.; Buytenhek, M.; Nugteren, D.H.

Methods Enzymol.

86

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3129

838703

Prostaglandin endoperoxide E isomerase from bovine vesicular gland microsomes, a glutathione-requiring enzyme

1977

Ogino, N.; Miyamoto, T.; Yamamoto, S.; Hayaishi, O.

J. Biol. Chem.

252

890-895

3134

9196052

Two types of microsomal prostaglandin E synthase: glutathione-dependent and -independent prostaglandin E synthases

1997

Watanabe, K.; Kurihara, K.; Tokunaga, Y.; Hayaishi, O.

Biochem. Biophys. Res. Commun.

235

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3164

3579292

Products, kinetics, and substrate specificity of homogeneous thromboxane synthase from human platelets: development of a novel enzyme assay

1987

Hecker, M.; Haurand, M.; Ullrich, V.; Diczfalusy, U.; Hammarström, S.

Arch. Biochem. Biophys.

254

124-135

3165

3745157

Monoclonal antibodies to thromboxane synthase from porcine lung. Production and application to development of a tandem immunoradiometric assay

1986

Shen, R.F.; Tai, H.H.

J. Biol. Chem.

261

11585-11591

3166

3745158

Immunoaffinity purification and characterization of thromboxane synthase from porcine lung

1986

Shen, R.F.; Tai, H.H.

J. Biol. Chem.

261

11592-11599

3167

3707514

Production of platelet thromboxane A2 inactivates purified human platelet thromboxane synthase

1986

Hall, E.R.; Tuan, W.; Venton, D.L.

Biochem. J.

233

637-641

3168

2999104

Isolation and characterization of thromboxane synthase from human platelets as a cytochrome P-450 enzyme

1985

Haurand, M.; Ullrich, V.

J. Biol. Chem.

260

15059-15067

3169

3691505

Thromboxane synthase catalyses hydroxylations of prostaglandin H2 analogs in the presence of iodosylbenzene

1987

Hecker, M.; Baader, W.J.; Weber, P.; Ullrich, V.

Eur. J. Biochem.

169

563-569

3170

6221529

Biology and biochemistry of thromboxane synthetase inhibitors

1983

Gorman, R.R.

Adv. Prostaglandin Thromboxane Leukot. Res.

11

235-240

3171

6221511

Thromboxane synthase as a cytochrome P450 enzyme

1983

Ullrich, V.; Haurand, M.

Adv. Prostaglandin Thromboxane Leukot. Res.

11

105-110

3172

6890138

Partial purification and assay of thromboxane A synthase from bovine platelets

1982

Yashimoto, T.; Yamamoto, S.

Methods Enzymol.

86

106-109

3173

7197552

Purification of thromboxane synthetase and evidence of two distinct mechanisms for the formation of 12-L-hydroxy-5,8,10-heptadecatrienoic acid by porcine lung microsomes

1981

Hall, E.R.; Tai, H.H.

Biochim. Biophys. Acta

665

498-503

3174

7356630

Enzymatic synthesis of 15-hydroperoxythromboxane A2 and 12-hydroperoxy-5,8,10-heptadecatrienoic acid

1980

Hammarstroem, S.

J. Biol. Chem.

255

518-521

3175

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Inhibition and properties of thromboxane synthetase

1979

Hammarstroem, S.; Diczfalusy, U.

Adv. Inflamm. Res.

1

431-438

3176

629787

Thromboxane synthase from bovine lung - solubilization and partial purification

1978

Wlodawer, P.; Hammarstroem, S.

Biochem. Biophys. Res. Commun.

80

525-532

3177

623654

On the inhibitory potency of imidazole and its derivatives on thromboxane synthetase

1978

Tai, H.H.; Yuan, B.

Biochem. Biophys. Res. Commun.

80

236-242

3178

598509

Conversion of prostaglandin endoperoxides to C17-hydroxy acids catalyzed by human platelet thromboxane synthase

1977

Diczfalusy, U.; Falardeau, P.; Hammarström, S.

FEBS Lett.

84

271-274

3179

913565

Inhibitors of thromboxane synthase in human platelets

1977

Diczfalusy, U.; Hammarström, S.

FEBS Lett.

82

107-110

3180

410024

Resolution of prostaglandin synthase and thromboxane synthase of human platelets

1977

Hammarstroem, S.; Falardeau, P.

Proc. Natl. Acad. Sci. USA

74

3691-3695

3181

885887

Solubilization and resolution of thromboxane synthesizing system from microsomes of bovine blood platelets

1977

Yoshimoto, T.; Yamamoto, S.; Okuma, M.; Hayaishi, O.

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252

5871-5874

3182

843369

Biosynthesis of thromboxanes in human platelets. I. Characterization and assay of thromboxane synthetase

1977

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Biochem. Biophys. Res. Commun.

74

1432-1440

3183

2260138

Thromboxane synthase. From isolation to function

1994

Ullrich, V.; Nusing, R.

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21

IV134-IV138

3184

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1996

Sone, H.; Okuda, Y.; Kawakami, Y.; Yamashita, K.

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Development of a screening assay for the in vitro evaluation of the thromboxane A2 synthase inhibitors

1995

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Improvement of renal function with selective thromboxane A2 synthetase inhibitor, DP-1904 in Lupus nephritis

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3188

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Characterization of the human gene (TBXAS1) encoding thromboxane synthase

1994

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Discovery of potent cyclic GMP phosphodiesterase inhibitors. 2-Pyridyl- and 2-imidazolylquinazolines possessing cyclic GMP phosphodiesterase and thromboxane synthesis inhibitory activities

1995

Lee, S.J.; Konishi, Y.; Yu, D.T.; Miskowski, T.A.; Riviello, C.M.; Macina, O.T.; Frierson, M.R.; Kondo, K.; Sugitani, M.; Suvar, J.C.; Blazejewski, K.M.

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3547-3557

3190

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Thromboxane modulating agents. 3. 1H-Imidazol-1-ylalkyl- and 3-pyridinylalkyl-substituted 3-[2-[(arylsulfonyl)amino]ethyl]benzenepropanoic acid derivatives as dual thromboxane synthase inhibitor/thromboxane receptor antagonists

1997

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40

3442-3452

3191

3406040

Immobilization of catalytically active thromboxane synthase

1988

Hall, E.R.; Townsend, G.L.; Tuan, W.M; Venton, D.L.

Prostaglandins Leukot. Essent. Fatty Acids

32

51-56

3192

8021921

Dual angiotensin converting enzyme/thromboxane synthase inhibitors

1994

Ksander, G.M.; Erion, M.; Yuan, A.M.; Diefenbacher, C.G.; El-Chebabi, L.; Cote, D.; Levens, N.

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Comparison of the construction of a 3-D model for human thromboxane synthase using P450cam and BM-3 as templates: implications for the substrate binding pocket

1994

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1345-1351

3194

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Immunoaffinity purification of human thromboxane synthase

1990

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280

325-330

3195

7811713

Thromboxane A2 synthase activity in platelet free human monocytes

1994

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Biochim. Biophys. Acta

1215

285-290

3196

8536342

Thromboxane A2 synthetase inhibitors with histamine H1-blocking activity: synthesis and evaluation of a new series of indole derivatives

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3197

8794987

Pharmacokinetic and pharmacodynamic properties of FK070(KDI-792), a novel thromboxane receptor antagonist/thromboxane synthetase inhibitor, after single and multiple oral administrations to healthy volunteers

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2243085

"Suicide" inactivation of thromboxane A2 synthase. Characteristics of mechanism-based inactivation with isolated enzyme and intact platelets

1990

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265

20166-20171

3199

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Design of new potential 5-lipoxygenase inhibitors. Dual thromboxane synthase inhibitors, and thromboxane A2 receptor antagonists by AM1

1995

Albuquerque, M.G.; Rodrigues.C.R.; Bicca de Alencastro, R.

Int. J. Quantum Chem.

22

181-190

3200

-

Thromboxane synthase and prostacyclin synthase as P-450 enzymes with regard to the mechanisms of PGI2 and TXA2 biosynthesis

1992

Haurand, M.; Ullrich, V.

Front. Biotransform.

6

183-199

37458

367815

Some properties of prostacyclin synthase from pig aorta

1979

Wlodawer, P.; Hammarström, S.

FEBS Lett.

97

32-36

37459

372178

Peroxidase-dependent deactivation of prostacyclin synthetase

1979

Ham, E.A.; Egan, R.W.; Soderman, D.D.; Gale, P.H.; Kuehl, F.A.

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254

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37460

117808

A specific prostaglandin I2 synthetase inhibitor, 3-hydroperoxy-3-methyl-2-phenyl-3H-indole

1979

Terashita, Z.i.; Nishikawa, K.; Terao, S.; Nakagawa, M.; Hino, T.

Biochem. Biophys. Res. Commun.

91

72-78

37461

6774728

Inactivation of vascular prostacyclin synthetase by platelet lipoxygenase products

1980

Turk, J.; Wyche, A.; Needlman, P.

Biochem. Biophys. Res. Commun.

95

1628-1634

37462

6786342

Influence of human low density and high density lipoprotein cholesterol on the in vitro prostaglandin I2 synthetase activity

1980

Beitz, J.; Forster, W.

Biochim. Biophys. Acta

620

352-355

37463

7023490

Spectral evidence for the cytochrome P450 nature of prostacyclin synthetase

1981

Ullrich, V.; Castle, L.; Weber, P.

Biochem. Pharmacol.

30

2033-2036

37464

6752646

Preparation and assay of prostacyclin synthase

1982

Salmon, J.A.; Flower, R.J.

Methods Enzymol.

86

91-99

37465

6752643

Monoclonal antibodies against PGI2 synthase: an immunoradiometric assay for quantitating the enzyme

1982

DeWitt, D.L.; Smith, W.L.

Methods Enzymol.

86

240-246

37466

6813652

Assay of prostacyclin synthase using [5,6-3H]PGH2

1982

Tai, H.H.; Sih, C.J.

Methods Enzymol.

86

99-105

37467

-

Prostacyclin synthase as a cytochrome P450 enzyme

1982

Graf, H.; Ullrich, V.

Dev. Biochem.

23

103-106

37468

6338016

Purification of prostacyclin synthase from bovine aorta by immunoaffinity chromatography. Evidence that the enzyme is a hemoprotein

1983

DeWitt, D.L.; Smith, W.L.

J. Biol. Chem.

258

3285-3293

37469

6221581

Purification, quantitation, and localization of PGI2 synthase using monoclonal antibodies

1983

Smith, W.L.; DeWitt, D.L.; Day, J.S.

Adv. Prostaglandin Thromboxane Leukot. Res.

11

87-92

37470

-

Die Prostacyclin-Synthase, ein Cytochrom-P450-Enzym

1983

Graf, H.; Ruf, H.H.; Ullrich, V.

Angew. Chem.

95

497-498

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