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Ligand D-Fructose 1-phosphate

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for D-Fructose 1-phosphate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Natural Substrate (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.2.1.11

methylglyoxal + D-fructose 1-phosphate = D-glyceraldehyde + 1-deoxy-D-threo-hexo-2,5-diulose 6-phosphate

718841

-

2.7.1.11

ATP + D-fructose 1-phosphate = ADP + D-fructose 1,6-bisphosphate

661508

-

2.7.1.56

ATP + D-fructose 1-phosphate = ADP + D-fructose 1,6-bisphosphate

641677, 641679, 641685, 661250, 687740, 722543

-

3.1.3.10

D-fructose 1-phosphate + H2O = D-fructose + phosphate

134576, 134579, 134585

-

3.1.3.23

D-fructose 1-phosphate + H2O = D-fructose + phosphate

730458

-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.3

ATP + D-fructose = ADP + D-fructose 1-phosphate

641278, 0, 641276, 641281, 641275, 641277

-

Substrate in Enzyme-catalyzed Reactions (30 results)

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Show Substrate (30 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.67

D-fructose 1-phosphate + NADH = ?

654295

-

2.2.1.11

methylglyoxal + D-fructose 1-phosphate = D-glyceraldehyde + 1-deoxy-D-threo-hexo-2,5-diulose 6-phosphate

718841

-

2.7.1.11

ATP + D-fructose 1-phosphate = ADP + D-fructose 1,6-bisphosphate

661508

-

2.7.1.11

ATP + fructose 1-phosphate = ADP + fructose 1,6-bisphosphate

640421, 640526

-

2.7.1.56

ATP + D-fructose 1-phosphate = ADP + D-fructose 1,6-bisphosphate

661250, 641686, 674240, 641685, 727057, 641681, 641682, 641683, 640483, 641677, 641680, 641679, 640495, 687740, 722543

-

2.7.1.56

CTP + D-fructose 1-phosphate = CDP + D-fructose 1,6-bisphosphate

640483, 641683, 727057

-

2.7.1.56

GTP + D-fructose 1-phosphate = GDP + D-fructose 1,6-bisphosphate

641685, 641679, 640483, 641683, 640495, 727057

-

2.7.1.56

ITP + D-fructose 1-phosphate = IDP + D-fructose 1,6-bisphosphate

641685, 641681, 641679, 640495, 640483

-

2.7.1.56

TTP + D-fructose 1-phosphate = TDP + D-fructose 1,6-bisphosphate

640483, 727057

-

2.7.1.56

UTP + D-fructose 1-phosphate = UDP + D-fructose 1,6-bisphosphate

641679, 640483, 641683, 727057

-

2.7.1.11

2 entries

2.7.1.56

6 entries

2.7.1.61

D-glucose + D-fructose 1-phosphate = D-glucose 6-phosphate + D-fructose

636972, 636973

-

2.7.7.30

GTP + D-fructose 1-phosphate = diphosphate + GDP-fructose

661161

-

3.1.3.10

D-fructose 1-phosphate + H2O = D-fructose + phosphate

134576, 134579, 134580, 663741, 134585

-

3.1.3.10

fructose 1-phosphate = fructose + phosphate

652437

-

3.1.3.10

2 entries

3.1.3.11

D-fructose 1-phosphate + H2O = D-fructose + phosphate

651666

-

3.1.3.2

Fructose 1-phosphate + H2O = Fructose + phosphate

134787, 134745, 134760

-

3.1.3.22

D-fructose 1-phosphate + H2O = D-fructose + phosphate

730126

-

3.1.3.23

D-fructose 1-phosphate + H2O = D-fructose + phosphate

94723, 94727, 94725, 750977, 730667, 730458, 94722

-

3.1.3.25

D-fructose 1-phosphate + H2O = D-fructose + phosphate

681812, 677696

-

3.1.3.25

fructose 1-phosphate + H2O = ?

114224

-

3.1.3.25

2 entries

3.1.3.37

Fructose 1-phosphate + H2O = Fructose + phosphate

134839

-

3.1.3.58

D-fructose-1-phosphate + H2O = D-fructose + phosphate

646416

-

3.1.3.68

Fructose 1-phosphate + H2O = Fructose + phosphate

25144, 25141

-

3.1.3.8

D-fructose 1-phosphate + H2O = D-fructose + phosphate

666841, 664984

-

4.1.2.13

D-Fructose 1-phosphate = Glycerone phosphate + D-glyceraldehyde

4920, 4955, 4902, 4964, 649476, 651985, 666852, 4945, 4922, 4934, 4924, 4909, 4942, 4926, 4947, 4908, 4915, 4960, 683012, 652386, 678238, 652150, 651313, 4917, 4946, 4904, 4943, 2572, 4933, 4927, 4912, 727401

-

4.1.2.17

D-Fructose 1-phosphate = ?

5047, 5048

-

4.1.2.19

D-Fructose 1-phosphate = ?

5066

-

5.4.2.2

D-fructose-1-phosphate = D-fructose-6-phosphate

662018

-

5.4.2.5

Fructose 1-phosphate + D-glucose = D-glucose 6-phosphate + fructose

3330

-

5.4.2.8

D-fructose-1-phosphate = D-fructose-6-phosphate

662018

-

Product in Enzyme-catalyzed Reactions (11 results)

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Show Product (11 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.124

5-keto-D-fructose 1-phosphate + NADPH + H+ = D-fructose 1-phosphate + NADP+

285816, 285817

-

2.7.1.11

ATP + fructose = ADP + fructose 1-phosphate

640513

-

2.7.1.3

ATP + D-fructose = ADP + D-fructose 1-phosphate

0, 641278, 641276, 641281, 641275, 641277

-

2.7.1.51

ATP + D-fructose = ADP + D-fructose 1-phosphate

0

-

2.7.1.61

D-fructose + acetyl phosphate = D-fructose 1-phosphate + D-fructose 6-phosphate + acetate

0, 636972

-

2.7.1.62

phosphoramidate + fructose = fructose 1-phosphate + NH3

636971

-

2.7.3.9

phosphoenolpyruvate + fructose = pyruvate + fructose 1-phosphate

642507

-

3.1.3.18

D-fructose-1,6-bisphosphate + H2O = D-fructose-1-phosphate + phosphate

652200

-

3.1.3.82

D-fructose 1,6-bisphosphate + H2O = D-fructose 1-phosphate + phosphate

0

-

4.1.2.13

Glycerone phosphate + D-glyceraldehyde = Fructose 1-phosphate

4964

-

5.4.2.2

D-glucose 1-phosphate + D-fructose 1,6-diphosphate = D-glucose 1,6-diphosphate + D-fructose 1-phosphate + D-fructose 6-phosphate

3284

-

Activator in Enzyme-catalyzed Reactions (5 results)

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Show Activating Compound (5 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.44

-

286885

-

1.2.1.90

-

727825

-

2.4.1.14

slight activation

638637

-

2.7.7.27

activation, less effective than D-fructose 6-phosphate

488901

-

2.7.7.64

2 mM, 78% activation

668028

-

Inhibitor in Enzyme-catalyzed Reactions (23 results)

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Show Inhibitors (23 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.44

-

286830, 286840

-

1.1.3.21

-

287564

-

2.4.1.1

-

671229

-

2.4.1.1

-

488242

-

2.4.1.1

2 entries

2.4.1.14

slight inhibition

729755

-

2.4.2.10

at higher concentrations

489718

-

2.4.2.28

-

637528

-

2.7.1.11

-

640421

-

2.7.1.3

competitive against D-fructose, noncompetitive to MgATP2-

641279

-

2.7.1.40

allosteric inhibitor with a 40% reduction in the Vmax

723520

-

2.7.6.1

19% inhibition at 1 mM

642717

-

2.7.6.1

no inhibition

642718

-

3.1.3.11

-

651666

-

3.1.3.11

-

649514

-

2.7.6.1

2 entries

3.1.3.11

2 entries

3.1.3.24

62% residual activity at 5 mM

729755

-

3.1.3.68

-

25144

-

4.1.1.31

10 mM, 26% inhibition

656978

-

5.3.1.8

competitive

2821

-

5.3.1.9

-

651319

-

5.3.1.9

2 mM, residual activities are 50% and 69% in the direction of fructose 6-phosphate and glucose 6-phosphate formation, respectively

652190

-

5.3.1.9

-

2624

-

5.3.1.9

1 mM, 10% inhibition

2843

-

5.3.1.9

4 entries

5.4.2.8

-

2821

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (40 results)

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Show Turnover Number (40 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.7.7.30

0.03

-

pH 7.0, 37°C

661161

3.1.3.10

0.00217

-

-

134585

3.1.3.10

95

-

-

652437

3.1.3.10

111

-

37°C, pH 5.0

663741

3.1.3.10

3 entries

3.1.3.8

1.6

-

pH 5.5, 37°C

666841

4.1.2.13

0.008

-

pH 7.4, 30°C, enzyme from patients with intolerance

649476

4.1.2.13

0.019

-

pH 7.4, 10°C, enzyme from patients with intolerance

649476

4.1.2.13

0.059

-

Q354E mutant, 22°C

651313

4.1.2.13

0.085

-

N334K mutant, 22°C

651313

4.1.2.13

0.12

-

pH 7.4, 10°C, wild-type enzyme

649476

4.1.2.13

0.167

-

pH 9.3

4955

4.1.2.13

0.183

-

pH 5.5

4955

4.1.2.13

0.25

-

W147R mutant, 22°C

651313

4.1.2.13

0.267

-

pH 7.6

4955

4.1.2.13

0.38

-

L256P mutant, 22°C

651313

4.1.2.13

0.45

-

pH 5.5

4955

4.1.2.13

0.583

-

pH 9.3

4955

4.1.2.13

0.63

-

30°C, aldolase A

652386

4.1.2.13

0.63

-

at 30°C

678238

4.1.2.13

0.67

-

wild-type enzyme, 22°C

651313

4.1.2.13

0.75

-

mutant aldolase C Y363S

4945

4.1.2.13

1.05

-

pH 7.6

4955

4.1.2.13

1.13

-

pH 5.5

4955

4.1.2.13

1.27

-

pH 9.2

4955

4.1.2.13

1.28

-

aldolase A

4945

4.1.2.13

1.38

-

muscle-type enzyme

4946

4.1.2.13

1.47

-

30°C, AB_All mutant

652386

4.1.2.13

1.48

-

aldolase C

4945

4.1.2.13

1.55

-

recombinant muscle-type enzyme

4946

4.1.2.13

1.7

-

pH 7.6

4955

4.1.2.13

2

-

pH 7.4, 30°C, wild-type enzyme

649476

4.1.2.13

2.67

-

aldolase C

4945

4.1.2.13

2.8

-

-

666852

4.1.2.13

3.6

-

non-muscle-type enzyme

4946

4.1.2.13

3.65

-

recombinant non-muscle-type enzyme

4946

4.1.2.13

6.08

-

30°C, AB_All mutant

652386

4.1.2.13

6.08

-

30°C, aldolase A

652386

4.1.2.13

6.08

-

30°C, aldolase B

652386

4.1.2.13

6.08

-

wild-type enzyme, 22°C

651313

4.1.2.13

10.8

-

aldolase B

4945

4.1.2.13

35 entries

K_M Value (82 results)

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Show KM Value (82 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.1.56

0.13

-

pH 7.1, 30°C, in the presence of 50 mM KCl

641686

2.7.1.56

0.16

-

pH 8.0, 25°C

641685

2.7.1.56

0.19

-

pH 9.0, 25°C

641685

2.7.1.56

0.25

-

pH 7.6, 37°C

641683

2.7.1.56

0.3

-

-

641677, 640495

2.7.1.56

0.3

-

pH 7.5, 25°C

641680

2.7.1.56

0.31

-

in 100 mM Tris-HCl, pH 7.5, 7 mM MgCl2, 0.5 M KCl, at 42°C

722543

2.7.1.56

0.36

-

pH 7.1, 30°C, in the absence of KCl

641686

2.7.1.56

0.62

-

pH 8.0, 25°C

641681

2.7.1.56

0.75

-

-

640483

2.7.1.56

0.8

-

pH 7.5, 37°C

727057

2.7.1.56

11 entries

2.7.7.30

0.823

-

pH 7.0, 37°C

661161

3.1.3.10

0.62

-

37°C, pH 5.0

663741

3.1.3.10

2.2

-

-

652437

3.1.3.10

12.2

-

-

134585

3.1.3.10

50

-

-

134576

3.1.3.10

4 entries

3.1.3.11

1

-

pH 7.7

651666

3.1.3.23

1.9

-

pH 6.5, 37°C

750977

3.1.3.23

2.8

-

-

94723

3.1.3.23

2 entries

3.1.3.8

1.9

-

pH 5.5, 37°C

666841

4.1.2.13

0.0017

-

W147R mutant, 22°C

651313

4.1.2.13

0.00173

-

L256P mutant, 22°C

651313

4.1.2.13

0.0022

-

wild-type enzyme, 22°C

651313

4.1.2.13

0.0024

-

wild-type, 22°C, pH 7.6

651985

4.1.2.13

0.0033

-

L256P, 22°C, pH 7.6

651985

4.1.2.13

0.007

-

chloroplastic enzyme

4909

4.1.2.13

0.008

-

cytoplasmic enzyme

4909

4.1.2.13

0.0098

-

A149P, 22°C, pH 7.6

651985

4.1.2.13

0.0103

-

chloroplastic enzyme

4922, 4934

4.1.2.13

0.022

-

N334K mutant, 22°C

651313

4.1.2.13

0.024

-

A337V, 22°C, pH 7.6

651985

4.1.2.13

0.0266

-

W147R, 22°C, pH 7.6

651985

4.1.2.13

0.05

-

Q354E mutant, 22°C

651313

4.1.2.13

0.24

-

pH 7.4, 10°C, wild-type enzyme

649476

4.1.2.13

0.6

-

chloroplastic enzyme

4934

4.1.2.13

0.71

-

50°C, pH 7

652150

4.1.2.13

0.723

-

30°C, aldolase B

652386

4.1.2.13

0.8

-

liver

4902

4.1.2.13

0.88

-

pH 7.4, 30°C, wild-type enzyme

649476

4.1.2.13

1

-

-

4927

4.1.2.13

1

-

cytosolic enzyme

4934

4.1.2.13

1.1

-

recombinant enzyme

4949

4.1.2.13

1.4

-

cytosolic enzyme

4934

4.1.2.13

1.5

-

-

4915

4.1.2.13

1.6

-

chloroplastic enzyme

4934

4.1.2.13

1.6

-

pH 5.5

4955

4.1.2.13

1.7

-

chloroplastic enzyme

4934

4.1.2.13

1.7

-

cytosolic enzyme

4934

4.1.2.13

1.7

-

mutant aldolase C Y363S

4945

4.1.2.13

1.9

-

pH 5.5

4955

4.1.2.13

2

-

-

4933, 4926

4.1.2.13

2.3

-

cytosolic enzyme

4934

4.1.2.13

2.3

-

liver enzyme

4949

4.1.2.13

2.6

-

30°C, AB_All mutant

652386

4.1.2.13

2.9

-

-

4947

4.1.2.13

3

-

-

4912, 4925

4.1.2.13

3.7

-

aldolase B

4945

4.1.2.13

3.8

-

pH 5.5

4955

4.1.2.13

4.2

-

pH 7.4, 10°C, enzyme from patients with intolerance

649476

4.1.2.13

4.48

-

50°C, pH 7

652150

4.1.2.13

5.3

-

pH 7.6

4955

4.1.2.13

6.1

-

-

4942

4.1.2.13

6.2

-

pH 7.6

4955

4.1.2.13

8.3

-

recombinant non-muscle-type enzyme

4946

4.1.2.13

9

-

pH 9.2

4955

4.1.2.13

9.3

-

muscle-type enzyme

4946

4.1.2.13

10

-

-

4924

4.1.2.13

10

-

muscle

4902

4.1.2.13

11

-

non-muscle-type enzyme and recombinant muscle-type enzyme

4946

4.1.2.13

11

-

pH 9.3

4955

4.1.2.13

11.3

-

pH 7.6

4955

4.1.2.13

16

-

-

666852

4.1.2.13

16.4

-

pH 7.4, 30°C, enzyme from patients with intolerance

649476

4.1.2.13

18

-

aldolase C

4945

4.1.2.13

18

-

pH 9.3

4955

4.1.2.13

18.8

-

-

4960

4.1.2.13

25

-

-

4920

4.1.2.13

25

-

aldolase C

4945

4.1.2.13

27

-

aldolase A

4945

4.1.2.13

28

-

pH 7.5, 37°C

727401

4.1.2.13

39.8

-

30°C, aldolase A

652386

4.1.2.13

40

-

at 30°C

678238

4.1.2.13

62 entries

K_i Value (3 results)

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Show KI Value (3 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.1.3.11

1

-

pH 7.7

651666

3.1.3.11

1.2

-

pH 7.7, 30°C

649514

3.1.3.11

2 entries

5.3.1.9

4

-

50°C, pH 7.5, D-fructose 6-phosphate as substrate

651319

References & Links

Literature References (125)

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Show Reference (125 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2572

6489338

Simultaneous purification of hexokinase, class-I fructose-bisphosphate aldolase, triosephosphate isomerase and phosphoglycerate kinase from Trypanosoma brucei

1984

Misset, O.; Opperdoes, F.R.

Eur. J. Biochem.

144

475-483

2624

-

Aldose-ketose isomerases

1972

Noltmann, E.A.

The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )

6

271-354

2821

8910943

Inhibition of phosphomannose isomerase by fructose 1-phosphate: an explanation for defective N-glycosylation in hereditary fructose intolerance

1996

Jaeken, J.; Pirard, M.; Adamowicz, M.; Pronicka, E.; van Schaftingen, E.

Pediatr. Res.

40

764-766

2843

-

Partial purification and characterization of glucose-6-phosphate isomerase from Dictyostelium discoideum

1981

Thomas, D.A.

J. Gen. Microbiol.

124

403-407

3284

-

Multifunctional properties of beef liver phosphoglucomutase

1976

Hirose, M.; Ueda, M.; Chiba, H.

Agric. Biol. Chem.

40

2433-2439

3330

14285271

D-Glucose-1-phosphate:D-glucose-6-phosphotransferase

1965

Fujimoto, A.; Ingram, P.; Smith, R.A.

Biochim. Biophys. Acta

96

91-101

4902

4880215

The mechanism of action of aldolases

1968

Morse, D.E.; Horecker, B.L.

Adv. Enzymol. Relat. Areas Mol. Biol.

31

125-181

4904

1134354

Fructose-diphosphate aldolase from lobster muscle

1975

Guha, A.

Methods Enzymol.

42C

223-228

4908

237182

The class I (Schiff base) fructose-diphosphate aldolase of Peptococcus aerogenes

1975

Lebherz, H.G.; Rutter, W.J.

Methods Enzymol.

42C

249-258

4909

1155947

Chloroplast and cytoplasmic enzymes

1975

Anderson, L.E.; Heinrikson, R.L.; Noyes, C.

Arch. Biochem. Biophys.

169

262-268

4912

889843

Purification and characterization of aldolase from human erythrocytes

1977

Yeltman, D.R.; Harris, B.G.

Biochim. Biophys. Acta

484

188-198

4915

28092

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Rangaswamy, V.; Altekar, W.

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An unusual class I (Schiff base) fructose-1,6-bisphosphate aldolase from the halophilic archaebacterium Haloarcula vallismortis

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Links to other databases for D-Fructose 1-phosphate

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