Ligand homovanillic acid
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Basic Ligand Information
Molecular Structure
C9H10O4
homovanillic acid
JSNFRYBHBVDHSG-NEPJUHHUSA-N
2-(4-hydroxy-3-methoxyphenyl)ethanoic acid, 3-methoxy-4-hydroxyphenylacetate, 3-methoxy-4-hydroxyphenylacetic acid, 4-hydroxy-3-methoxy-phenylacetic acid, 4-hydroxy-3-methoxyphenylacetate, 4-hydroxy-3-methoxy phenyl acetic acid, homovanillate
Roles as Enzyme Ligand
Substrate in Enzyme-catalyzed Reactions (2 results)
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homovanillic acid + O2 = ?
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3'-phosphoadenylylsulfate + homovanillic acid = adenosine 3',5'-bisphosphate + ?
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Product in Enzyme-catalyzed Reactions (2 results)
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3-methoxy-4-hydroxyphenylacetaldehyde + NAD+ + H2O = 3-methoxy-4-hydroxyphenylacetate + NADH + H+
-
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methyl 4-hydroxy-3-methoxyphenylacetate + H2O = methanol + 4-hydroxy-3-methoxyphenylacetate
-
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Inhibitor in Enzyme-catalyzed Reactions (6 results)
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derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes
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0.25 mM, 50% inhibition, competitive
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5% inhibition at 4.5 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)
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Enzyme Kinetic Parameters
kcat Value (Turnover Number) (1 result)
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KM Value (1 result)
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IC50 Value (1 result)
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0.0185
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derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes
References & Links
Literature References (8)
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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
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
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
Studies on the specificity of tyrosine-alpha-ketoglutarate transaminase
1964
Jacoby, G.A.; La Du, B.N.
J. Biol. Chem.
239
419-424
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
Rat brain phenolsulfotransferase: partial purification and some properties
1973
Foldes, A.; Meek, J.L.
Biochim. Biophys. Acta
327
365-374
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
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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
Links to other databases for homovanillic acid
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