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Enzyme Kinetic Parameters
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Ligand 1-(5-phospho-beta-D-ribosyl)-ATP

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Basic Ligand Information

Molecular Structure

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Molecular Formula

BRENDA Name

InChIKey

Molfile

C₁₅H₂₅N₅O₂₀P₄

1-(5-phospho-beta-D-ribosyl)-ATP

RKNHJBVBFHDXGR-KEOHHSTQSA-N

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Synonyms:

1-(5-phospho-alpha-D-ribosyl)-ATP, 1-(5-phospho-D-ribosyl)-ATP, 1-(5-phosphoribosyl)-ATP, N-1-(5'-phosphoribosyl)-ATP, N1-(5-phospho-beta-D-ribosyl)-ATP

Related pathways

Pathway Source

Pathways

BRENDA

histidine metabolism

KEGG

Biosynthesis of amino acids, Biosynthesis of secondary metabolites, Histidine metabolism

MetaCyc

L-histidine biosynthesis

Show all BRENDA pathways known for 1-(5-phospho-beta-D-ribosyl)-ATP

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Roles as Enzyme Ligand

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

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Show Natural Substrate (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.17

1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate = ATP + 5-phospho-alpha-D-ribose 1-diphosphate

737208, 736541, 758921, 758560, 758630, 758757, 758758, 758806, 777101, 778695

2.4.2.17

N1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate = ATP + 5-phospho-alpha-D-ribose 1-diphosphate

758815

3.6.1.31

1-(5-phosphoribosyl)-ATP + H2O = 1-(5-phosphoribosyl)-AMP + diphosphate

695322

3.6.1.31

N-1-(5'-phosphoribosyl)-ATP + H2O = N-1-(5'-phosphoribosyl)-AMP + diphosphate

210040, 210041, 210042

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

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = 1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = 1-(5-phospho-D-ribosyl)-ATP + diphosphate

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = diphosphate + N-1-(5'-phosphoribosyl)-ATP

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = N1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate

2.4.2.17

4 entries

Substrate in Enzyme-catalyzed Reactions (5 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.17

1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate = ATP + 5-phospho-alpha-D-ribose 1-diphosphate

737208, 736541, 758921, 758560, 758630, 758757, 758758, 758806, 777101, 778695

2.4.2.17

N1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate = ATP + 5-phospho-alpha-D-ribose 1-diphosphate

758815

3.6.1.31

1-(5-phospho-beta-D-ribosyl)-ATP + H2O = 1-(5-phospho-beta-D-ribosyl)-AMP + diphosphate

768178

3.6.1.31

1-(5-phosphoribosyl)-ATP + H2O = 1-(5-phosphoribosyl)-AMP + diphosphate

695322

3.6.1.31

N-1-(5'-phosphoribosyl)-ATP + H2O = N-1-(5'-phosphoribosyl)-AMP + diphosphate

210040, 210041, 210042

Product in Enzyme-catalyzed Reactions (5 results)

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Show Product (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = 1-(5-phospho-alpha-D-ribosyl)-ATP + diphosphate

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = 1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = 1-(5-phospho-D-ribosyl)-ATP + diphosphate

637661, 637663, -

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = diphosphate + N-1-(5'-phosphoribosyl)-ATP

2.4.2.17

ATP + 5-phospho-alpha-D-ribose 1-diphosphate = N1-(5-phospho-beta-D-ribosyl)-ATP + diphosphate

2.4.2.17

5 entries

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.17

product inhibition, competitive to both substrates

product inhibition

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (4 results)

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Show Turnover Number (4 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.4.2.17

2.95

at pH 8.5 and 5°C

777101

3.6.1.31

2.8

pH 7.0, temperature not specified in the publication

768178

3.6.1.31

5.6

pH 7.5, temperature not specified in the publication

768178

3.6.1.31

9.6

pH 8.0, temperature not specified in the publication

768178

3.6.1.31

3 entries

K_M Value (5 results)

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Show KM Value (5 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.2.17

0.111

at pH 8.5 and 5°C

777101

3.6.1.31

0.004

pH 7.5, temperature not specified in the publication

768178

3.6.1.31

0.008

pH 7.0, temperature not specified in the publication

768178

3.6.1.31

0.01

pH 8.0, temperature not specified in the publication

0.022

IC₅₀ Value (2 results)

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Show IC50 Value (2 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

2.4.2.17

0.0068

truncated long-form enzyme devoid of its regulatory domain, at pH 8.5 and 25°C

758757

2.4.2.17

0.04

wild type long-form enzyme, at pH 8.5 and 25°C

758757

2.4.2.17

2 entries

References & Links

Literature References (22)

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Show Reference (22 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

210040

14342333

Phosphoribosyladenosine monophosphate, an intermediate in histidine biosynthesis

1965

Smith, D.W.E.; Ames, B.N.

J. Biol. Chem.

240

3056-3063

210041

379004

The product of the his4 gene cluster in Saccharomyces cerevisiae. A trifunctional polypeptide

1979

Keesey, J.K.; Bigelis, R.; Fink, G.R.

J. Biol. Chem.

254

7427-7433

210042

9733547

Isolation and characterization of a histidine biosynthetic gene in Arabidopsis encoding a polypeptide with two separate domains for phosphoribosyl-ATP pyrophosphohydrolase and phosphoribosyl-AMP cyclohydrolase

1998

Fujimori, K.; Ohta, D.

Plant Physiol.

118

275-283

637661

The first enzyme in histidine biosynthesis: the nature of feedback inhibition by histidine

1963

Martin, R.G.

J. Biol. Chem.

238

257-268

637663

13682989

The first step in histidine biosynthesis

1961

Ames, B.N.; Martin, R.G.; Garry, B.J.

J. Biol. Chem.

236

2019-2026

637670

183121

Biosynthetic direction substrate kinetics and product inhibition studies on the first enzyme of histidine biosynthesis, adenosine triphosphate phosphoribosyltransferase

1976

Morton, D.P.; Parsons, S.M.

Arch. Biochem. Biophys.

175

677-686

695322

18560150

The 1.25 A resolution structure of phosphoribosyl-ATP pyrophosphohydrolase from Mycobacterium tuberculosis

2008

Javid-Majd, F.; Yang, D.; Ioerger, T.R.; Sacchettini, J.C.

Acta Crystallogr. Sect. D

627-635

736541

25892668

Corynebacterium glutamicum ATP-phosphoribosyl transferases suitable for L-histidine production - Strategies for the elimination of feedback inhibition

2015

Kulis-Horn, R.K.; Persicke, M.; Kalinowski, J.

J. Biotechnol.

206

26-37

737208

27191057

Campylobacter jejuni adenosine triphosphate phosphoribosyltransferase is an active hexamer which is allosterically controlled by the twisting of a regulatory tail

2016

Mittelstaedt, G.; Moggre, G.J.; Panjikar, S.; Nazmi, A.R.; Parker, E.J.

Protein Sci.

1492-1506

758560

28872824

Transition state analysis of adenosine triphosphate phosphoribosyltransferase

2017

Moggre, G.J.; Poulin, M.B.; Tyler, P.C.; Schramm, V.L.; Parker, E.J.

ACS Chem. Biol.

2662-2670

758560

28872824

Transition state analysis of adenosine triphosphate phosphoribosyltransferase

2017

Moggre, G.J.; Poulin, M.B.; Tyler, P.C.; Schramm, V.L.; Parker, E.J.

ACS Chem. Biol.

2662-2670

758630

27373692

ATP phosphoribosyltransferase from symbiont Entomomyces delphacidicola invovled in histidine biosynthesis of Nilaparvata lugens (Stal)

2016

Wan, P.J.; Tang, Y.H.; Yuan, S.Y.; Wang, W.X.; Lai, F.X.; Yu, X.P.; Fu, Q.

Amino Acids

2605-2617

758630

27373692

ATP phosphoribosyltransferase from symbiont Entomomyces delphacidicola invovled in histidine biosynthesis of Nilaparvata lugens (Stal)

2016

Wan, P.J.; Tang, Y.H.; Yuan, S.Y.; Wang, W.X.; Lai, F.X.; Yu, X.P.; Fu, Q.

Amino Acids

2605-2617

A dimeric catalytic core relates the short and long forms of ATP-phosphoribosyltransferase

2018

Mittelstaedt, G.; Jiao, W.; Livingstone, E.K.; Moggre, G.J.; Nazmi, A.R.; Parker, E.J.

Biochem. J.

475

247-260

758758

30072492

Guarding the gateway to histidine biosynthesis in plants Medicago truncatula ATP-phosphoribosyltransferase in relaxed and tense states

2018

Ruszkowski, M.

Biochem. J.

475

2681-2697

758758

30072492

Guarding the gateway to histidine biosynthesis in plants Medicago truncatula ATP-phosphoribosyltransferase in relaxed and tense states

2018

Ruszkowski, M.

Biochem. J.

475

2681-2697

Kinetics and structure of a cold-adapted hetero-octameric ATP phosphoribosyltransferase

2017

Stroek, R.; Ge, Y.; Talbot, P.D.; Glok, M.K.; Bernas, K.E.; Thomson, C.M.; Gould, E.R.; Alphey, M.S.; Liu, H.; Florence, G.J.; Naismith, J.H.; da Silva, R.G.

Biochemistry

793-803

758815

29940105

Allosteric activation shifts the rate-limiting step in a short-form ATP phosphoribosyltransferase

2018

Fisher, G.; Thomson, C.M.; Stroek, R.; Czekster, C.M.; Hirschi, J.S.; da Silva, R.G.

Biochemistry

4357-4367

758921

31053263

Hinge twists and population shifts deliver regulated catalysis for ATP-PRT in histidine biosynthesis

2019

Jiao, W.; Mittelstaedt, G.; Moggre, G.J.; Parker, E.J.

Biophys. J.

116

1887-1897

768178

37288093

Catalytic cycle of the bifunctional enzyme phosphoribosyl-ATP pyrophosphohydrolase/phosphoribosyl-AMP cyclohydrolase

2023

Fisher, G.; Pecaver, E.; Read, B.J.; Leese, S.K.; Laing, E.; Dickson, A.L.; Czekster, C.M.; da Silva, R.G.

ACS Catal.

7669-7679

777101

38582930

Allosteric activation unveils protein-mass modulation of ATP phosphoribosyltransferase product release

2024

Read, B.J.; Mitchell, J.B.O.; da Silva, R.G.

Commun. Chem.

778695

36494361

Allosteric rescue of catalytically impaired ATP phosphoribosyltransferase variants links protein dynamics to active-site electrostatic preorganisation

2022

Fisher, G.; Corbella, M.; Alphey, M.S.; Nicholson, J.; Read, B.J.; Kamerlin, S.C.L.; da Silva, R.G.

Nat. Commun.

7607

Links to other databases for 1-(5-phospho-beta-D-ribosyl)-ATP

EXTERNAL LINKS

Ligand 1-(5-phospho-beta-D-ribosyl)-ATP

Basic Ligand Information

Related pathways

Roles as Enzyme Ligand

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

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

Substrate in Enzyme-catalyzed Reactions (5 results)

Product in Enzyme-catalyzed Reactions (5 results)

Inhibitor in Enzyme-catalyzed Reactions (2 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

KM Value (5 results)

IC50 Value (2 results)

References & Links

Literature References (22)

Links to other databases for 1-(5-phospho-beta-D-ribosyl)-ATP

k_cat Value (Turnover Number) (4 results)

K_M Value (5 results)

IC₅₀ Value (2 results)