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• • Molecular Structure
  • Sum Formula
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  • InChIKey
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• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
  • Links

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Ligand 5-hydroxylysine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.81

GTP + 5-hydroxy-L-lysine = GDP + O-phosphohydroxy-L-lysine

642035, 642034

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.13.12.2

5-hydroxylysine + O2 = ?

440264

-

1.14.13.59

DL/DL-Allo-delta-hydroxylysine + NADPH + O2 = ?

207904

-

1.4.1.15

5-hydroxylysine + NADP+ = alpha-amino-delta-hydroxyadipate-semialdehyde + NADPH

391500

-

2.7.1.81

ATP + 5-hydroxy-L-lysine = ADP + O-phosphohydroxy-L-lysine

720057

-

2.7.1.81

GTP + 5-hydroxy-L-lysine = GDP + O-phosphohydroxy-L-lysine

642035, 642034, 720057

-

2.7.1.81

GTP + allohydroxy-L-lysine = ?

642034

-

2.7.1.81

3 entries

4.1.1.18

delta-Hydroxylysine = 1,5-Diamino-2-hydroxypentane + CO2

37294, 37295, 37300, 37289, 37293

-

4.3.1.28

5-hydroxylysine = ?

719006

-

6.3.2.11

ATP + 5-hydroxylysine + beta-Ala = AMP + phosphate + beta-Ala-5-hydroxylysine

998, 1001

-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

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Show Inhibitors (6 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.31

competitive with respect to alpha-aminoadipate, non-competitive with respect to both ATP and NADPH

288185

-

2.3.3.14

5 mM, 75% inhibition

488136

-

2.3.3.14

20 mM, 69% inhibition

488134

-

2.3.3.14

DL-hydroxylysine

488138

-

2.3.3.14

3 entries

2.4.1.50

weak

489284

-

2.6.1.36

DL-

637018

-

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

4.3.3.7

3tce, 3D-view

Enzyme Kinetic Parameters

K_M Value (6 results)

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Show KM Value (6 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.1.81

0.0056

-

pH 8.0, 37°C

642034

2.7.1.81

0.0062

-

pH 8.0, 37°C

642034

2.7.1.81

0.0076

-

cosubstrate GTP, pH 7.1, 30°C

720057

2.7.1.81

0.0238

-

-

642035

2.7.1.81

0.28

-

cosubstrate ATP, pH 7.1, 30°C

720057

2.7.1.81

5 entries

4.1.1.18

7

-

-

37289

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

1.2.1.31

1.65

-

-

288185

References & Links

Literature References (20)

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Show Reference (20 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

998

-

Carnosine synthetase (chick muscle)

1971

Kalyankar, G.D.; Meister, A.

Methods Enzymol.

17

102-105

1001

14404206

Enzymatic synthesis of carnosine and related beta-alanyl and gamma-aminobutyryl peptides

1959

Kalyankar, G.D.; Meister, A.

J. Biol. Chem.

234

3210-3218

37289

6353151

Lysine decarboxylase (Escherichia coli B)

1983

Boeker, E.A.; Fischer, E.H.

Methods Enzymol.

94

180-184

37293

4590109

Purification and physical properties of inducible Escherichia coli lysine decarboxylase

1974

Sabo, D.L.; Boeker, E.A.; Byers, B.; Waron, H.; Fischer, E.H.

Biochemistry

13

662-670

37294

-

L-Lysine decarboxylase (Bacterium cadaveris)

1971

Soda, K.; Moriguchi, M.

Methods Enzymol.

17B

677-681

37295

5762458

Crystalline lysine decarboxylase

1969

Soda, K.; Moriguchi, M.

Biochem. Biophys. Res. Commun.

34

34-39

37300

1799949

Purification and some properties of inducible lysine decarboxylase from Vibrio parahaemolyticus

1991

Yamamoto, S.; Imamura, T.; Kusaba, K.; Shinoda, S.

Chem. Pharm. Bull.

39

3067-3070

207904

2518519

Isolation and some properties of lysine N6-hydroxylase from Escherichia coli strain EN222

1989

Plattner, H.J.; Pfefferle, P.; Romaguera, A.; Waschutza, S.; Dieckman, H.

Biol. Met.

2

1-5

288185

1975789

Inhibition of alpha-aminoadipate-semialdehyde dehydrogenase from Trichosporon adeninovorans by lysine and lysine analogues

1990

Schmidt, H.; Bode, R.; Birnbaum D.

FEMS Microbiol. Lett.

70

41-44

391500

1509828

Enzymic production of alpha-aminoadipate-delta-semialdehyde and related compounds by lysine epsilon-dehydrogenase from Candida albicans

1992

Hammer, T.; Bode, R.

Zentralbl. Mikrobiol.

147

65-70

440264

970964

Studies on the reaction specificity of the flavoprotein lysine monooxygenase with modified substrates

1976

Ohnishi, T.; Yamamoto, S.; Hayaishi, O.; Izumi, T.; Shiba, T.

Arch. Biochem. Biophys.

176

358-365

488134

4575437

Homocitrate synthase from yeast

1972

Tucci, A.F.; Ceci, L.N.

Arch. Biochem. Biophys.

153

742-750

488136

1247600

A kinetic study of homocitrate synthetase activity in the yeast Saccharomyces lipolytica

1976

Gaillardin, C.M.; Poirier, L.; Heslot, H.

Biochim. Biophys. Acta

422

390-406

488138

792390

Biosynthesis of lysine in Saccharomyces cerevisiae: Regulation of homocitrate synthase in analogue-resistant mutants

1976

Gray, G.S.; Bhattacharjee, J.K.

J. Gen. Microbiol.

97

117-120

489284

629745

Further characterization of collagen galactosyltransferase from chick embryos

1978

Risteli, L.

Biochem. J.

169

189-196

637018

-

L-Lysine-ketoglutarate aminotransferase (Acetobacter liquidum)

1971

Soda, K.; Misono, H.

Methods Enzymol.

17B

222-228

642034

4621658

The partial purification and properties of hydroxylysine kinase from rat liver

1972

Hiles, R.A.; Henderson, LaVell M.

J. Biol. Chem.

247

646-651

642035

18339

Guanosine triphosphate: 5-hydroxylysine phosphotransferase in rat kidney cortex

1977

Chang, A.Y.

Enzyme

22

230-234

719006

17291665

Biochemical characterisation of recombinant Streptomyces pristinaespiralis L-lysine cyclodeaminase

2007

Tsotsou, G.E.; Barbirato, F.

Biochimie

89

591-604

720057

22241472

Molecular identification of hydroxylysine kinase and of ammoniophospholyases acting on 5-phosphohydroxy-L-lysine and phosphoethanolamine

2012

Veiga-da-Cunha, M.; Hadi, F.; Balligand, T.; Stroobant, V.; Van Schaftingen, E.

J. Biol. Chem.

287

7246-7255

Links to other databases for 5-hydroxylysine

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Show Links (1 entry)

ChEBI

PubChem

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