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Ligand homovanillic acid

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Substrate (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.10.3.2

homovanillic acid + O2 = ?

671404

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2.8.2.1

3'-phosphoadenylylsulfate + homovanillic acid = adenosine 3',5'-bisphosphate + ?

645654

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Product in Enzyme-catalyzed Reactions (3 results)

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Show Product (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.2.1.3

3-methoxy-4-hydroxyphenylacetaldehyde + NAD+ + H2O = 3-methoxy-4-hydroxyphenylacetate + NADH + H+

-

-

2.1.1.6

S-adenosyl-L-methionine + (3,4-dihydroxyphenyl)acetic acid = S-adenosyl-L-homocysteine + (4-hydroxy-3-methoxyphenyl)acetic acid + (3-hydroxy-4-methoxyphenyl)acetic acid

-

-

3.1.1.73

methyl 4-hydroxy-3-methoxyphenylacetate + H2O = methanol + 4-hydroxy-3-methoxyphenylacetate

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-

Inhibitor in Enzyme-catalyzed Reactions (7 results)

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Show Inhibitors (7 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.14

at pH 7.4

285889

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1.1.1.21

derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes

669030

-

1.1.1.21

able to prevent the formation of the tubulin/aldose reductase complex and the activation of aldose reductase by tubulin

760436

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1.1.1.21

2 entries

1.13.11.27

0.25 mM, 50% inhibition, competitive

395375

-

1.14.13.5

5% inhibition at 4.5 mM

390101

-

2.6.1.5

-

640109

-

2.8.2.1

-

645650

-

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

2.7.11.1

5moh, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.10.3.2

408

-

pH 4.5, 55°C

671404

K_M Value (1 result)

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Show KM Value (1 entry)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.8.2.1

0.014

-

pH 5.8, 37°C

645654

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.1.1.21

0.0185

-

derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes

669030

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

285889

8174565

Inhibition and activation studies on sheep liver sorbitol dehydrogenase

1994

Lindstad, R.I.; Hermansen, L.F.; McKinley-McKee, J.S.

Eur. J. Biochem.

221

847-854

390101

6869819

Method for enzymatic determination of imidazole acetic acid

1983

Watanabe, T.; Kambe, H.; Imamura, I.; Taguchi, Y.; Tamura, T.; Wada, H.

Anal. Biochem.

130

321-327

395375

7118918

Blue color, metal content, and substrate binding in 4-hydroxyphenylpyruvate dioxygenase from Pseudomonas sp. strain P. J. 874

1982

Lindstedt, S.; Rundgren, M.

J. Biol. Chem.

257

11922-11931

640109

14171223

Studies on the specificity of tyrosine-alpha-ketoglutarate transaminase

1964

Jacoby, G.A.; La Du, B.N.

J. Biol. Chem.

239

419-424

645650

787475

Inhibition of rat brain phenol sulphotransferase in vitro by noradrenaline and dopamine metabolites

1976

Pennings, E.J.M.; Vrielink, R.; Wolters, W.L.; van Kempen, G.M.J.

J. Neurochem.

27

915-920

645654

4778939

Rat brain phenolsulfotransferase: partial purification and some properties

1973

Foldes, A.; Meek, J.L.

Biochim. Biophys. Acta

327

365-374

669030

16939321

Inhibitory effects of Zingiber officinale Roscoe derived components on aldose reductase activity in vitro and in vivo

2006

Kato, A.; Higuchi, Y.; Goto, H.; Kizu, H.; Okamoto, T.; Asano, N.; Hollinshead, J.; Nash, R.J.; Adachi, I.

J. Agric. Food Chem.

54

6640-6644

671404

-

Laccase of the lignolytic fungus Trametes hirsuta: purification and characterization of the enzyme, and cloning and primary structure of the gene

2006

Rebrikov, D.N.; Stepanova, E.V.; Koroleva, O.V.; Budarina, Z.I.; Zakharova, M.V.; Yurkova, T.V.; Solonin, A.S.; Belova, O.V.; Pozhidaeva, Z.A.; Leontevsky, A.A.

Appl. Biochem. Microbiol.

42

564-572

760436

30009780

Regulation of aldose reductase activity by tubulin and phenolic acid derivates

2018

Rivelli, J.F.; Ochoa, A.L.; Santander, V.S.; Nigra, A.; Previtali, G.; Casale, C.H.

Arch. Biochem. Biophys.

654

19-26

Links to other databases for homovanillic acid

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Show Links (1 entry)

ChEBI

PubChem