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Ligand 4-(phosphonooxy)-L-threonine

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for 4-(phosphonooxy)-L-threonine

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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

1.1.1.262

4-(phosphohydroxy)-L-threonine + NAD+ = 2-amino-3-oxo-4-phosphohydroxybutyrate + NADH

207962, 207964

1ps6, 3D-view

1.1.1.262

4-(phosphohydroxy)-L-threonine + NAD+ = 3-phosphohydroxy-1aminoacetone + CO2 + NADH + H+

207963

1ps6, 3D-view

1.1.1.262

4-(phosphonooxy)threonine + NAD(P)+ = 2-amino-3-oxo-4-phosphonooxybutyrate + NAD(P)H

656172

1ps6, 3D-view

1.1.1.262

4-(phosphonooxy)threonine + NAD(P)+ = 3-amino-1-hydroxyacetone 1-phosphate + CO2 + NAD(P)H

654972

1ps6, 3D-view

1.1.1.262

4 entries

Substrate in Enzyme-catalyzed Reactions (5 results)

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Show Substrate (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.262

4-(phosphohydroxy)-L-threonine + NAD+ = 2-amino-3-oxo-4-phosphohydroxybutyrate + NADH

207962, 207964

1ps6, 3D-view

1.1.1.262

4-(phosphohydroxy)-L-threonine + NAD+ = 3-phosphohydroxy-1aminoacetone + CO2 + NADH + H+

207963

1ps6, 3D-view

1.1.1.262

4-(phosphonooxy)threonine + NAD(P)+ = 2-amino-3-oxo-4-phosphonooxybutyrate + NAD(P)H

656172

1ps6, 3D-view

1.1.1.262

4-(phosphonooxy)threonine + NAD(P)+ = 3-amino-1-hydroxyacetone 1-phosphate + CO2 + NAD(P)H

654972

1ps6, 3D-view

1.1.1.262

4 entries

1.1.1.408

4-hydroxy-L-threonine 4-phosphate + NAD+ = 3-amino-2-oxopropyl phosphate + CO2 + NADH + H+

741345

-

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.52

2-oxo-3-hydroxy-4-phosphobutanoate + L-glutamate = 4-(phosphonooxy)-L-threonine + 2-oxoglutarate

0

-

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

1.1.1.262

1ps6, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (5 results)

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Show Turnover Number (5 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.262

1.4

-

-

207962

1.1.1.408

0.35

-

pH 8.0, 25°C

741345

1.1.1.408

0.37

-

pH 8.0, 25°C

741345

2.6.1.52

0.08

-

MalE/PdxC(SerC) fusion protein, pH 8.2, 37°C

722253

2.6.1.52

0.15

-

PdxC(SerC) protein, pH 8.2, 37°C

722253

1.1.1.408

2 entries

2.6.1.52

2 entries

K_M Value (4 results)

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Show KM Value (4 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.408

0.19

-

pH 8.0, 25°C

741345

1.1.1.408

0.2

-

pH 8.0, 25°C

741345

2.6.1.52

0.11

-

MalE/PdxC(SerC) fusion protein, pH 8.2, 37°C

722253

2.6.1.52

0.11

-

PdxC(SerC) protein, pH 8.2, 37°C

722253

1.1.1.408

2 entries

2.6.1.52

2 entries

References & Links

Literature References (7)

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Show Reference (7 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

207962

10225425

Vitamin B6 biosynthesis: formation of pyridoxine 5'-phosphate from 4-(phosphohydroxy)-L-threonine and 1-deoxy-D-xylulose-5-phosphate by PdxA and PdxJ protein

1999

Laber, B.; Maurer, W.; Scharf, S.; Stepusin, K.; Schmidt, F.S.

FEBS Lett.

449

45-48

207963

-

Biosynthesis of vitamin B6: enzymatic conversion of 1-deoxy-D-xylulose-5-phosphate to pyridoxol phosphate

1999

Cane, D.E.; Du, S.; Robinson, J.K.; Hsiung, Y.; Spenser, I.D.

J. Am. Chem. Soc.

121

7722-7723

207964

-

Biosynthesis of vitamin B6: the oxidation of 4-(phosphohydroxy)-L-threonine by PdxA

1998

Cane, D.E.; Hsiung, Y.; Cornish, J.A.; Robinson, J.K.; Spenser, I.D.

J. Am. Chem. Soc.

120

1936-1937

654972

15026039

Biosynthesis of vitamin B6: direct identification of the product of the PdxA-catalyzed oxidation of 4-hydroxy-L-threonine-4-phosphate using electrospray ionization mass spectrometry

2004

Banks, J.; Cane, D.E.

Bioorg. Med. Chem. Lett.

14

1633-16367

656172

12896974

Crystal structure of Escherichia coli PdxA, an enzyme involved in the pyridoxal phosphate biosynthesis pathway

2003

Sivaraman, J.; Li, Y.; Banks, J.; Cane, D.E.; Matte, A.; Cygler, M.

J. Biol. Chem.

278

43682-43690

722253

8706854

4-O-phosphoryl-L-threonine, a substrate of the pdxC(serC) gene product involved in vitamin B6 biosynthesis

1996

Drewke, C., Klein, M.; Clade, D.; Arenz, A.; Muller, R.; Leistner, E.

FEBS Lett.

390

179-82

741345

27402745

Assignment of function to a domain of unknown function: DUF1537 is a new kinase family in catabolic pathways for acid sugars

2016

Zhang, X.; Carter, M.; Vetting, M.; Francisco, B.; Zhao, S.; Al-Obaidi, N.; Solbiati, J.; Thiaville, J.; Crecy-Lagard, V.; Jacobson, M.; Almo, S.; Gerlt, J.

Proc. Natl. Acad. Sci. USA

113

E4161-E4169

Links to other databases for 4-(phosphonooxy)-L-threonine

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Show Links (1 entry)

ChEBI

PubChem