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Ligand 5-hydroxyferulic acid

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Basic Ligand Information

Molecular Structure
Picture of 5-hydroxyferulic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H10O5
5-hydroxyferulic acid
YFXWTVLDSKSYLW-NSCUHMNNSA-N
Synonyms:
(2E)-3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoic acid, 4,5-dihydroxy-3-methoxycinnamate, 4,5-dihydroxy-3-methoxycinnamic acid, 5-hydroxy-3-methoxy-4-hydroxycinnamic acid, 5-hydroxy-ferulic acid, 5-hydroxyferulate

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + 5-hydroxyferulic acid = S-adenosyl-L-homocysteine + sinapic acid
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + 3,4,5-trihydroxycinnamic acid = S-adenosyl-L-homocysteine + 4,5-dihydroxy-3-methoxycinnamic acid
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + 5-hydroxyferulic acid = ?
show the reaction diagram
-
UDP-alpha-D-glucose + 5-hydroxyferulic acid = UDP + 1 O-(5-hydroxyferuloyl)-beta-D-glucose
show the reaction diagram
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5-hydroxyferulic acid + UDP-glucose = UDP + 5-hydroxyferuloyl-beta-D-glucoside
show the reaction diagram
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ATP + 5-hydroxyferulate + CoA = AMP + diphosphate + 5-hydroxyferuloyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ferulic acid + FADH2 + O2 = 5-hydroxyferulic acid + FAD + H2O
show the reaction diagram
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ferulate + [reduced NADPH-hemoprotein reductase] + O2 = 5-hydroxyferulate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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ferulic acid + O2 + AH2 = (2E)-3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoic acid + H2O + A
show the reaction diagram
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S-adenosyl-L-methionine + 3,4,5-trihydroxycinnamic acid = S-adenosyl-L-homocysteine + 4,5-dihydroxy-3-methoxycinnamic acid
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.143
-
pH 7.5, 37°C, in presence of 0.1 mM Co2+
1.3
-
pH 7.5, temperature not specified in the publication

KM Value (15 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.068
-
pH 7.5, 37°C, in presence of 0.1 mM Co2+
0.227
-
-
0.3157
-
-

References & Links

Links to other databases for 5-hydroxyferulic acid

ChEBI
PubChem
ChEBI
PubChem