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Ligand trehalose phosphate

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

BRENDA

metabolism of disaccharids

KEGG

Biosynthesis of secondary metabolites, Phosphotransferase system (PTS), Retrograde endocannabinoid signaling, Starch and sucrose metabolism

MetaCyc

glycogen biosynthesis III (from alpha-maltose 1-phosphate), mycolate biosynthesis, trehalose biosynthesis I, trehalose biosynthesis II, trehalose biosynthesis III, trehalose degradation I (low osmolarity), trehalose degradation III more

Show all BRENDA pathways known for trehalose phosphate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

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Show Natural Substrate (6 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.216

alpha,alpha-trehalose 6-phosphate + phosphate = D-glucose 6-phosphate + beta-D-glucose 1-phosphate

736176

-

2.4.1.216

trehalose 6-phosphate + phosphate = glucose 6-phosphate + beta-D-glucose 1-phosphate

395985, 395984

-

3.1.3.12

alpha,alpha-trehalose 6-phosphate + H2O = alpha,alpha-trehalose + phosphate

752047, 750508, 752217, 750363, 751641, 750320, 750507, 750627, 750510, 751840, 751680

-

3.1.3.12

trehalose 6-phosphate + H2O = trehalose + phosphate

666201, 692676, 658670, 666612, 653540, 731023, 730747, 730665, 730106, 488614, 649392, 649561, 729783, 652396, 694585, 728980, 651667, 664716, 663760, 728859, 651481, 729789, 651386, 730793

-

3.1.3.12

trehalose-6-phosphate + H2O = trehalose + phosphate

134589, 649561, 653157, 134593

-

2.4.1.216

2 entries

3.1.3.12

3 entries

3.2.1.93

alpha,alpha-trehalose 6-phosphate + H2O = D-glucose + D-glucose 6-phosphate

137014, 134592, 137013

-

In Vivo Product in Enzyme-catalyzed Reactions (10 results)

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Show Natural Product (10 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.15

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

ADP-alpha-D-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

UDP-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

UDPglucose + glucose 6-phosphate = trehalose 6-phosphate + UDP

488618, 488595, 488606, 488612, 488608, 488617, 488613, 488611, 488619

-

2.4.1.15

5 entries

2.4.1.216

glucose 6-phosphate + beta-D-glucose 1-phosphate = alpha,alpha-trehalose 6-phosphate + phosphate

-

-

2.4.1.347

ADP-alpha-D-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

488618

-

2.4.1.347

2 entries

2.4.1.36

GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

489111,

-

2.7.1.201

[protein]-Npi-phospho-L-histidine + alpha,alpha-trehalose[side 1] = [protein]-L-histidine + alpha,alpha-trehalose 6-phosphate[side 2]

-

-

Substrate in Enzyme-catalyzed Reactions (13 results)

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Show Substrate (13 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.15

alpha,alpha-trehalose 6-phosphate + H2O = alpha,alpha-trehalose + phosphate

728601

-

2.4.1.216

alpha,alpha-trehalose 6-phosphate + phosphate = D-glucose 6-phosphate + beta-D-glucose 1-phosphate

736176

-

2.4.1.216

alpha,alpha-trehalose 6-phosphate + phosphate = glucose 6-phosphate + beta-D-glucose 1-phosphate

758932

-

2.4.1.216

trehalose 6-phosphate + phosphate = glucose 6-phosphate + beta-D-glucose 1-phosphate

395984, 395985

-

2.4.1.216

3 entries

3.1.3.1

trehalose 6-phosphate + H2O = trehalose + phosphate

94634

-

3.1.3.101

trehalose 6-phosphate + H2O = trehalose + phosphate

736302

-

3.1.3.12

alpha,alpha-1,1-trehalose 6-phosphate = alpha,alpha-1,1-trehalose + phosphate

728601

-

3.1.3.12

alpha,alpha-trehalose 6-phosphate + H2O = alpha,alpha-trehalose + phosphate

750363, 716257, 750508, 752217, 752047, 749237, 750320, 751641, 750507, 750627, 750510, 751840, 751680

-

3.1.3.12

trehalose 6-phosphate + H2O = trehalose + phosphate

682140, 679760, 673990, 682142, 687429, 730747, 730793, 658670, 666165, 692676, 731023, 666201, 730665, 730106, 488614, 649392, 649561, 653540, 677954, 705653, 682472, 729783, 652396, 682433, 694585, 728980, 682725, 651386, 729789, 666612, 651481, 728859, 679880, 663760, 675853, 664716, 651667

-

3.1.3.12

trehalose-6-phosphate + H2O = trehalose + phosphate

134592, 134590, 134586, 134587, 134588, 134594, 653157, 649561, 134593, 134591, 134589

-

3.1.3.12

4 entries

3.2.1.122

trehalose 6-phosphate + H2O = ?

646681, 646683, 646685, 646682

-

3.2.1.93

alpha,alpha-trehalose 6-phosphate + H2O = alpha-D-glucose + alpha-D-glucose 6-phosphate

654484

-

3.2.1.93

alpha,alpha-trehalose 6-phosphate + H2O = D-glucose + D-glucose 6-phosphate

137014, 134592, 749495, 137013

-

3.2.1.93

2 entries

Product in Enzyme-catalyzed Reactions (31 results)

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Show Product (31 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.15

ADP-alpha-D-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

GDP-alpha-D-glucose + D-glucose 6-phosphate = GDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

TDP-alpha-D-glucose + D-glucose 6-phosphate = TDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

UDP-alpha-D-glucose + D-fructose 6-phosphate = UDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

UDP-alpha-D-glucose + D-mannose 6-phosphate = UDP + alpha,alpha-1,1-trehalose 6-phosphate

-

-

2.4.1.15

ADP-alpha-D-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

ADP-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

GDP-alpha-D-glucose + D-glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

TDP-alpha-D-glucose + D-glucose 6-phosphate = TDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

UDP-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.15

CDP-glucose + D-glucose 6-phosphate = trehalose 6-phosphate + CDP

-

-

2.4.1.15

dTDP-glucose + glucose 6-phosphate = trehalose 6-phosphate + dTDP

-

-

2.4.1.15

GDP-glucose + D-glucose 6-phosphate = trehalose 6-phosphate + GDP

-

-

2.4.1.15

TDP-glucose + glucose 6-phosphate = trehalose 6-phosphate + TDP

-

-

2.4.1.15

UDPglucose + glucose 6-phosphate = trehalose 6-phosphate + UDP

488619, 488612, 488613, 488611, 488594, 488606, 488618, 488595, , 488617, 488608

-

2.4.1.15

18 entries

2.4.1.216

glucose 6-phosphate + beta-D-glucose 1-phosphate = alpha,alpha-trehalose 6-phosphate + phosphate

-

-

2.4.1.347

ADP-alpha-D-glucose + D-glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

CDP-alpha-D-glucose + D-glucose 6-phosphate = CDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

CDP-glucose + glucose 6-phosphate = CDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

GDP-alpha-D-glucose + D-glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

, 488618

-

2.4.1.347

TDP-alpha-D-glucose + D-glucose 6-phosphate = TDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

TDP-glucose + glucose 6-phosphate = TDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.347

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.36

ADP-glucose + glucose 6-phosphate = ADP + alpha,alpha-trehalose 6-phosphate

-

-

2.4.1.36

GDP-glucose + glucose 6-phosphate = GDP + alpha,alpha-trehalose 6-phosphate

489111,

-

2.4.1.347

8 entries

2.4.1.36

2 entries

2.7.1.201

[protein]-Npi-phospho-L-histidine + alpha,alpha-trehalose[side 1] = [protein]-L-histidine + alpha,alpha-trehalose 6-phosphate[side 2]

-

-

3.1.3.12

UDP-alpha-D-glucose + D-glucose 6-phosphate = UDP + alpha,alpha-trehalose 6-phosphate

-

-

Inhibitor in Enzyme-catalyzed Reactions (9 results)

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Show Inhibitors (9 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.11

59% inhibition at 10 mM

488405

-

2.4.1.13

more than 90% inhibition at 1 mM

756724

-

2.7.1.1

-

675854

-

2.7.1.1

90.9% decreased activity

661952

-

2.7.1.1

competitive to D-glucose

661535

-

2.7.1.1

3 entries

2.7.1.2

-

675854

-

2.7.7.27

-

643144

-

2.7.7.27

at high concentrations

643130

-

2.7.7.27

feed-back inhibition

643144

-

2.7.7.27

3 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (32 results)

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Show Turnover Number (32 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.1.3.12

0.03

0.55

in 50mM Tris /HCl buffer with 2mM MgCl2, at 37°C

679760

3.1.3.12

0.06

-

mutant enzyme K334A, at pH 7.5 and 22°C

730793

3.1.3.12

0.094

-

mutant enzyme D336A, at pH 7.5 and 22°C

730793

3.1.3.12

0.22

-

mutant enzyme Q332A, at pH 7.5 and 22°C

730793

3.1.3.12

0.28

-

mutant enzyme R337A, at pH 7.5 and 22°C

730793

3.1.3.12

1

-

mutant enzyme Y221A, at pH 7.5 and 22°C

730793

3.1.3.12

1.49

-

at pH 7.4 and 4°C

731023

3.1.3.12

2

-

mutant enzyme E386A, at pH 7.5 and 22°C

730793

3.1.3.12

2

8

mutant enzyme DELTA59, at pH 7.5 and 22°C

730793

3.1.3.12

3

-

mutant enzyme E384A, at pH 7.5 and 22°C

730793

3.1.3.12

3.9

-

at pH 7.4 and 20°C

731023

3.1.3.12

3.94

-

at pH 7.4 and 10°C

731023

3.1.3.12

4

-

mutant enzyme S329A, at pH 7.5 and 22°C

730793

3.1.3.12

6

-

mutant enzyme Y225A, at pH 7.5 and 22°C

730793

3.1.3.12

6.52

-

in 50mM Tris /HCl buffer with 2mM MgCl2, at 37°C

679760

3.1.3.12

8

-

pH 7.0, 22°C, recombinant enzyme

664716

3.1.3.12

10

-

in 50 mM Tris-HCl (pH 8.0), 5 mM dithiothreitol, and 20 mM MgCl2, at 50°C

682725

3.1.3.12

11

-

mutant enzyme D378A, at pH 7.5 and 22°C

730793

3.1.3.12

12.65

-

at pH 7.4 and 37°C

731023

3.1.3.12

13.4

-

in 50 mM Tris/HCl buffer with 2 mM MgCl2, at 37°C

679760

3.1.3.12

14.3

-

pH 7.5, 30°C

488614

3.1.3.12

14.6

-

pH 7.5, 30°C, chimeric enzyme

488614

3.1.3.12

14.79

-

at pH 7.4 and 30°C

731023

3.1.3.12

15

-

mutant enzyme T339A, at pH 7.5 and 22°C

730793

3.1.3.12

18

-

mutant enzyme N228A, at pH 7.5 and 22°C

730793

3.1.3.12

19

-

mutant enzyme W280A, at pH 7.5 and 22°C

730793

3.1.3.12

24

-

wild type enzyme, at pH 7.5 and 22°C

730793

3.2.1.93

0.4

-

pH 8.0, 30°C, mutant enzyme K292A

749495

3.2.1.93

19.1

-

pH 8.0, 30°C, mutant enzyme H281A

749495

3.2.1.93

34.8

-

pH 8.0, 30°C, mutant enzyme H282A

749495

3.2.1.93

39.5

-

pH 8.0, 30°C, mutant enzyme K284A

749495

3.2.1.93

46.7

-

pH 8.0, 30°C, wild-type enzyme

749495

3.1.3.12

27 entries

3.2.1.93

5 entries

K_M Value (46 results)

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Show KM Value (46 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.1.216

6

-

-

395985

3.1.3.1

1.47

-

-

94634

3.1.3.12

0.04

-

mutant enzyme N228A, at pH 7.5 and 22°C

730793

3.1.3.12

0.046

-

mutant enzyme D336A, at pH 7.5 and 22°C

730793

3.1.3.12

0.082

-

pH 8.0, 37°C, recombinant enzyme

750320

3.1.3.12

0.082

-

mutant enzyme E386A, at pH 7.5 and 22°C

730793

3.1.3.12

0.0921

-

in 50mM Tris /HCl buffer with 2mM MgCl2, at 37°C

679760

3.1.3.12

0.1

-

mutant enzyme E384A, at pH 7.5 and 22°C

730793

3.1.3.12

0.1

0.15

pH 7.0, 22°C, recombinant enzyme

664716

3.1.3.12

0.13

-

pH 8.0, 37°C, recombinant enzyme

750320

3.1.3.12

0.14

-

at pH 7.4 and 20°C

731023

3.1.3.12

0.15

-

mutant enzyme W280A, at pH 7.5 and 22°C

730793

3.1.3.12

0.15

-

mutant enzyme Y225A, at pH 7.5 and 22°C

730793

3.1.3.12

0.186

-

in 50 mM Tris/HCl buffer with 2 mM MgCl2, at 37°C

679760

3.1.3.12

0.2

-

mutant enzyme Q332A, at pH 7.5 and 22°C

730793

3.1.3.12

0.2

-

mutant enzyme T339A, at pH 7.5 and 22°C

730793

3.1.3.12

0.25

-

mutant enzyme S329A, at pH 7.5 and 22°C

730793

3.1.3.12

0.26

-

mutant enzyme DELTA59, at pH 7.5 and 22°C

730793

3.1.3.12

0.27

-

mutant enzyme D378A, at pH 7.5 and 22°C

730793

3.1.3.12

0.28

-

at pH 7.4 and 10°C

731023

3.1.3.12

0.33

-

mutant enzyme Y221A, at pH 7.5 and 22°C

730793

3.1.3.12

0.36

-

wild type enzyme, at pH 7.5 and 22°C

730793

3.1.3.12

0.39

-

at pH 7.4 and 30°C

731023

3.1.3.12

0.4

-

mutant enzyme R337A, at pH 7.5 and 22°C

730793

3.1.3.12

0.4

0.7

-

134587

3.1.3.12

0.46

-

at pH 7.4 and 4°C

731023

3.1.3.12

0.5

-

mutant enzyme K334A, at pH 7.5 and 22°C

730793

3.1.3.12

0.51

-

at pH 7.4 and 37°C

731023

3.1.3.12

0.647

-

pH 8.0, 37°C, recombinant enzyme

750320

3.1.3.12

0.7

-

in MES buffer (50 mM, pH 6.5), 10 mM MgCl2, and 5 mM trehalose 6-phosphate, at 37°C

675853

3.1.3.12

0.82

-

native enzyme, at pH 8.5 and 30°C

730106

3.1.3.12

0.9

-

recombinant enzyme, at pH 8.5 and 30°C

730106

3.1.3.12

1.5

-

-

134586

3.1.3.12

1.5

-

pH 7.0, 70°C, recombinant enzyme

658670

3.1.3.12

1.6

-

pH 7.5, 30°C

652396

3.1.3.12

2.5

-

pH 7.5, 30°C

488614

3.1.3.12

2.6

-

pH 7.5, 30°C, chimeric enzyme

488614

3.1.3.12

2.7

-

in 50 mM Tris-HCl (pH 8.0), 5 mM dithiothreitol, and 20 mM MgCl2, at 50°C

682725

3.1.3.12

6.1

-

Vmax: 225 microgram/min/mg protein

687429

3.1.3.12

37 entries

3.2.1.122

1.16

-

pH 7.5

646685

3.2.1.93

1.8

-

-

137013

3.2.1.93

2.5

-

pH 8.0, 30°C, wild-type enzyme

749495

3.2.1.93

3.2

-

pH 8.0, 30°C, mutant enzyme K284A

749495

3.2.1.93

4.9

-

pH 8.0, 30°C, mutant enzyme H282A

749495

3.2.1.93

5.3

-

pH 8.0, 30°C, mutant enzyme H281A

749495

3.2.1.93

5.9

-

pH 8.0, 30°C, mutant enzyme K292A

749495

3.2.1.93

6 entries

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.1.1

0.012

-

pH 7.5, 37°C

661535

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.4.1.13

0.201

-

at pH 7.0 and 25°C

756724

References & Links

Literature References (93)

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Show Reference (93 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

94634

100448773

Specific inhibitor and substrate specificity of alkaline phosphatase expressed in the symbiotic phase of the arbuscular mycorrhizal fungus Glomus etunicatum

1999

Ezawa, T.; Kuwahara, S.; Sakamoto, K.; Yoshida, T.; Saito, M.

Mycologia

91

636-641

134586

4327508

Partial purification and properties of a highly specific trehalose phosphate phosphatase from Mycobacterium smegmatis

1971

Matula, M.; Mitchell, M.; Elbein, A.D.

J. Bacteriol.

107

217-222

134587

4326209

Interactions among sites responsible for trehalose 6-phosphate and trehalose-activated glucose 6-phosphate hydrolysis on trehalose phosphatase isolated from Phormia regina

1971

Friedman, S.

J. Biol. Chem.

246

4122-4130

134588

-

Trehalose-6-phosphate phosphatase from insects

1966

Friedman, S.

Methods Enzymol.

8

372-374

134589

8809779

The orlA gene from Aspergillus nidulans encodes a trehalose-6-phosphate phosphatase necessary for normal growth and chitin synthesis at elevated temperatures

1996

Borgia, P.T.; Miao, Y.; Dodge, C.L.

Mol. Microbiol.

20

1287-1296

134590

1849964

Trehalose-6-phosphate synthase/phosphatase complex from bakers' yeast: purification of a proteolytically activated form

1991

Londesborough, J.; Vuorio, O.

J. Gen. Microbiol.

137

323-330

134591

1662849

The control of trehalose biosynthesis in Saccharomyces cerevisiae: evidence for a catabolite inactivation and repression of trehalose-6-phosphate synthase and trehalose-6-phosphate phosphatase

1991

Francois, J.; Neves, M.J.; Hers, H.G.

Yeast

7

575-587

134592

16664852

Enzymes of alpha,alpha-trehalose metabolism in soybean nodules

1986

Salminen, S.O.; Streeter, J.G.

Plant Physiol.

81

538-541

134593

-

A temperature-sensitive mutant of Saccharomyces cerevisiae defective in the specific phosphatase of trehalose biosynthesis

1988

Piper, P.W.; Lockheart, A.

FEMS Microbiol. Lett.

49

245-250

134594

13825148

Occurence of trehalose-6-phosphatase in Phormia regina Meig.

1960

Friedman, S.

Arch. Biochem. Biophys.

88

339-343

137013

4369400

Trehalose metabolism by Bacillus popillae

1974

Bhumiratana, A.; Anderson, R.L.; Costilow, R.N.

J. Bacteriol.

119

484-493

137014

7651129

Cleavage of trehalose-phosphate in Bacillus subtilis is catalysed by a phospho-alpha(1,1)-glucosidase encoded by the treA gene

1995

Helfert, C.; Gotsche, S.; Dahl, M.K.

Mol. Microbiol.

16

111-120

395984

11972617

beta-Glucose 1-phosphate-interconverting enzymes in maltose- and trehalose-fermenting lactic acid bacteria

2002

Andersson U.; Radström, P.

Environ. Microbiol.

4

81-88

395985

11553642

Trehalose-6-phosphate phosphorylase is part of a novel metabolic pathway for trehalose utilization in Lactococcus lactis

2001

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Cloning, expression and characterization of trehalose-6-phosphate phosphatase from a psychrotrophic bacterium, Arthrobacter strain A3

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Expression of trehalose-6-phosphate phosphatase in maize ears improves yield in well-watered and drought conditions

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Links to other databases for trehalose phosphate

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