Ligand Sinapic acid

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Basic Ligand Information

Molecular Structure
Picture of Sinapic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H12O5
Sinapic acid
PCMORTLOPMLEFB-ONEGZZNKSA-N
Synonyms:
(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)acrylic acid, 3,5-dimethoxy-4-hydroxycinnamic acid, 4-hydroxy-3,5-dimethoxycinnamate, 4-hydroxy-3,5-dimethoxy cinnamic acid, 4-hydroxy-3,5-dimethoxycinnamic acid, sinapate, sinapinate, sinapinic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

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
-
methyl sinapate + H2O = sinapic acid + methanol
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sinapic acid + H2O2 = ?
show the reaction diagram
-
sinapic acid + NADPH + ATP = 3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propen-1-al + NADP+ + AMP + H2O
show the reaction diagram
-
UDP-glucose + sinapic acid = 1-O-sinapoyl-beta-D-glucose + UDP
show the reaction diagram
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UDP-glucose + sinapic acid = UDP + ?
show the reaction diagram
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UDPglucose + sinapate = UDP + 1-O-sinapoyl-beta-D-glucose
show the reaction diagram
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UDP-galalctose + sinapic acid = UDP + sinapoyl 3-O-beta-D-galactoside
show the reaction diagram
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rutin + sinapic acid = quercetin + sinapic acid 4'-O-rutinoside
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + 4,5-dihydroxy-3-methoxycinnamate = S-adenosyl-L-homocysteine + 4-hydroxy-3,5-dimethoxycinnamate
show the reaction diagram
-
S-adenosyl-L-methionine + 5-hydroxyferulic acid = S-adenosyl-L-homocysteine + sinapic acid
show the reaction diagram
-
1-O-sinapoyl-beta-D-glucose + H2O = sinapic acid + D-glucose
show the reaction diagram
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1-O-sinapoyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = sinapate + cyanidin 3,5-di-O-beta-D-glucoside
show the reaction diagram
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N-sinapoylglycine + H2O = sinapate + glycine
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1.6% inhibition at 1 mM
-
inhibition of P-PST and M-PST
-
IC50 is above 6.7 mM
-
slight inhibition
-
weak
-

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (5 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (14 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.021
-
-
0.0025
-
-
0.3002
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1
-
IC50 above 1.0 mM in 0.1 M phosphate buffer (pH 7.0), at 37°C
6.7
-
IC50 is above 6.7 mM

References & Links

Links to other databases for Sinapic acid

ChEBI
PubChem
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PubChem