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BRENDA support

Ligand acrylic acid

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Basic Ligand Information

Molecular Structure
Picture of acrylic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
C3H4O2
acrylic acid
NIXOWILDQLNWCW-UHFFFAOYSA-N
Synonyms:
Acrylate, prop-2-enoic acid, Propenoate, Propenoic acid

Related pathways

Pathway Source
Pathways
MetaCyc
acrylate degradation I, acrylate degradation II, acrylonitrile degradation I, acrylonitrile degradation II, dimethylsulfoniopropanoate degradation I (cleavage) more


Show all pahtways known for Show all BRENDA pathways known for acrylic acid

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
acrylate + NADH + H+ = propanoate + NAD+
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S,S-dimethyl-beta-propiothetin = dimethyl sulfide + acrylate
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acrylic acid + NADH = propanoic acid + NAD+
show the reaction diagram
-
acrylic acid + methyl viologen = ?
show the reaction diagram
-
acetyl-CoA + acrylate = acrylyl-CoA + acetate
show the reaction diagram
-
acrylate + succinyl-CoA = ? + succinate
show the reaction diagram
-
acrylate + acetoacetyl-CoA = acrylyl-CoA + acetoacetate
show the reaction diagram
-
ATP + acrylate + CoA = AMP + diphosphate + acryloyl-CoA
show the reaction diagram
-
acrylate + ATP + coenzyme A = acryloyl-CoA + AMP + diphosphate
show the reaction diagram
-
ATP + acrylate + CoA = AMP + diphosphate + acryloyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (28 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acrylaldehyde + NAD+ + H2O = acrylate + NADH
show the reaction diagram
-
-
acrolein + H2O + O2 = acrylic acid + H2O2
show the reaction diagram
-
-
acrylamide + H2O = acrylic acid + NH3
show the reaction diagram
-
-
acrylamide + H2O = acrylic acid + NH3
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1.25 mM, catecholase activity: 342%
-
acrylate is absolutely required for NADH oxidation under anaerobic conditions and markedly accelerates the reaction under aerobic conditions wherein acrylate competes with oxygen as the alternative electron acceptor. Acrylate does not support NADH oxidation by the enzyme deficient in covalently bound flavin
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
irreversible inhibitor
-
43% inhibition at 11 mM
-
the initial rate of the reaction from 3-methylaspartate to glutamate decreases to 60%, 42%, and 20% in the presence of equimolar mixtures of acrylate and glycine (5, 10, and 15 mM, each). No significant inhibition is observed with glycine or acrylate alone
-

3D Structure of Enzyme-Ligand-Complex (PDB) (170 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
19
-
at pH 6.5, temperature not specified in the publication
5.4
-
pH 8.5, 45°C

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.016
-
at pH 6.5, temperature not specified in the publication
10
-
cosubstrate acetyl-CoA
39.3
-
37°C, pH 7.8
40
-
pH 7.5, 25°C
1.42
-
pH 8.5, 45°C

References & Links

Links to other databases for acrylic acid

EXTERNAL LINKS