Any feedback?
Please rate this page
(ligand.php)
(0/150)

BRENDA support

Ligand crotonaldehyde

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of crotonaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H6O
crotonaldehyde
MLUCVPSAIODCQM-NSCUHMNNSA-N
Synonyms:
(2E)-but-2-enal, (E)-2-butenal, 2-butene-1-al, but-2-enal, trans-2-butane-1-al, trans-2-buten-1-al, trans-2-butenal

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
crotyl alcohol + NAD+ = crotonaldehyde + NADH
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (40 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(2E)-but-2-enal + NADPH + H+ = (2E)-but-2-en-1-ol + NADP+
show the reaction diagram
-
crotonaldehyde + NADPH = 2-buten-1-ol + NADP+
show the reaction diagram
-
trans-2-buten-1-al + NADPH + H+ = ?
show the reaction diagram
-
crotonaldehyde + NADPH = (2Z)-but-2-en-1-ol + NADP+
show the reaction diagram
-
crotonaldehyde + NADPH + H+ = crotonyl alcohol + NADP+
show the reaction diagram
-
crotonaldehyde + NADPH + H+ = crotonyl alcohol + NADP+
show the reaction diagram
-
crotonaldehyde + NAD+ + H2O = crotonate + NADH
show the reaction diagram
-
crotonaldehyde + NAD+ + H2O = crotonate + NADH
show the reaction diagram
crotonaldehyde + NAD+ + H2O = crotonate + NADH
show the reaction diagram
-
crotonaldehyde + NAD+ + H2O = crotonic acid + NADH
show the reaction diagram
-
crotonaldehyde + H2O + oxidized methyl viologen = crotonate + reduced methyl viologen + H+
show the reaction diagram
-
formaldehyde + H2O + crotonaldehyde = formate + crotonyl alcohol
show the reaction diagram
-
trans-2-butenal + NAD(P)H = butanal + NAD(P)+
show the reaction diagram
-
trans-2-butenal + NAD(P)H = butanal + NAD(P)+
show the reaction diagram
-
glutathione + crotonaldehyde = ?
show the reaction diagram
-
crotonaldehyde + pyruvate = (3E,5E)-2-oxohepta-3,5-dienoate + H2O
show the reaction diagram
-
cyanide + crotonaldehyde = (2R)-2-hydroxy-3-pentenenitrile
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-butene-1-ol + NAD+ = 2-butene-1-al + NADH
show the reaction diagram
-
2-buten-2-ol + NADPH = but-2-enal
show the reaction diagram
-
cis-2-butenol + NAD(P)H = trans-2-butenal + NAD(P)+
show the reaction diagram
-
crotonyl alcohol + NADP+ = crotonaldehyde + NADPH + H+
show the reaction diagram
-
crotonyl alcohol + NADP+ = crotonaldehyde + NADPH + H+
show the reaction diagram
-
crotyl alcohol + O2 = (2E)-but-2-enal + H2O2
show the reaction diagram
-
trans-2-butene + duroquinol + O2 = trans-2,3-epoxybutane + trans-2-butane-1-al + duroquinone + H2O
show the reaction diagram
-
crotonyl mercuric bromide + H+ = crotonaldehyde + Hg2+ + Br-
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
25% inhibition at 10 mM
-
above 0.2 mM
-
85% remaining activity at 0.5 mM
-
the enzyme produces crotonaldehyde as side reaction from acetaldehyde which is then an irreversible inhibitor forming a covalent Michael-adduct within the active site in particular with cysteine 47
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (14 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
405
-
pH 6.5, 65°C
0.78
-
in 0.1 M potassium phosphate, pH 7.4, at 25°C
405
-
at pH 8.0 and 55°C
8.05
-
-

KM Value (21 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.3
-
pH 6.5, 65°C
0.25
-
in 0.1 M potassium phosphate, pH 7.4, at 25°C
3.3
-
at pH 8.0 and 55°C
0.032
-
-
0.8
-
-
3.9
-
-

References & Links

Links to other databases for crotonaldehyde

ChEBI
PubChem
ChEBI
PubChem