Ligand trans-2-hexenoyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of trans-2-hexenoyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H44N7O17P3S
trans-2-hexenoyl-CoA
OINXHIBNZUUIMR-IXUYQXAASA-N
Synonyms:
(2E)-2-hexenoyl-CoA, (2E)-hex-2-enoyl-CoA, (2E)-hexenoyl-CoA, (E)-2-hexanoyl-CoA, 2-hexenoyl-CoA, 2-trans-hexenoyl-CoA, a medium-chain trans-2,3-dehydroacyl-CoA, hex-2-enoyl-CoA, hexenoyl-CoA, trans-hex-2-enoyl-CoA


Show all pahtways known for Show all BRENDA pathways known for trans-2-hexenoyl-CoA

Roles as Enzyme Ligand

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

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
trans-2-hexenoyl-CoA + NADPH + H+ = hexanoyl-CoA + NADP+
-
show the reaction diagram
2-hexenoyl-CoA + reduced electron transfer flavoprotein = hexanoyl-CoA + electron transfer protein
-

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

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
hexanoyl-CoA + acceptor = hex-2-enoyl-CoA + reduced acceptor
-

Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
2-trans-hexenoyl-CoA + NAD(P)H = hexanoyl-CoA + NADP+
-
show the reaction diagram
(2E)-hex-2-enoyl-CoA + NADPH + CO2 + H+ = (S)-2-butylpropanedioyl-CoA + NADP+
-
show the reaction diagram
2-hexenoyl-CoA + reduced electron transfer flavoprotein = hexanoyl-CoA + electron transfer protein
-
show the reaction diagram
hexenoyl-CoA + H2O = ?
-
show the reaction diagram
trans-2-Hexenoyl-CoA + H2O = ?
-
show the reaction diagram
trans-2-hexenoyl-CoA + H2O = (3S)-3-hydroxyhexanoyl-CoA
-
show the reaction diagram
trans-2-hexenoyl-CoA + H2O = 3-hydroxyhexanoyl-CoA

Product in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
hexanoyl-CoA + O2 = (2E)-hex-2-enoyl-CoA + H2O2
-
-
show the reaction diagram
hexanoyl-CoA + electron-transfer flavoprotein = hex-2-enoyl-CoA + reduced electron-transfer flavoprotein
-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition of crotonoyl-CoA reduction, but not of 2-trans-hexadecenoyl-CoA and 2-trans-decenoyl-CoA reduction
-

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

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (20 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
mutant F295A, pH not specified in the publication, temperature not specified in the publication
64
-
wild-type, pH not specified in the publication, temperature not specified in the publication
112
-
mutant Y370A, pH not specified in the publication, temperature not specified in the publication
48
-
mutant L291A, pH not specified in the publication, temperature not specified in the publication
50
-
mutant L276A/V277A/F295A, pH not specified in the publication, temperature not specified in the publication
22.4
-
mutant L276A/V277A, pH not specified in the publication, temperature not specified in the publication
19
-
mutant I287A, pH not specified in the publication, temperature not specified in the publication
15.3
-
pH 7.5, 22°C, recombinant full-length enzyme
210
-
-
22.8
-
pH 8
180
-
pH 8.0, 22°C, mutant enzyme E144A
0.43
-
pH 8.0, 22°C, mutant enzyme E144A/Q162L
0.06
-
pH 8.0, 22°C, mutant enzyme E164A
0.44
-
pH 8.0, 22°C, mutant enzyme Q162A
607
-
pH 8.0, 22°C, mutant enzyme Q162L
561
-
pH 8.0, 22°C, mutant enzyme Q162M
601
-
pH 8.0, 22°C, wild-type enzyme
745
-
pH 8, hydratase activity, mutant enzyme K242C
1
-
pH 8, hydratase activity, mutant enzyme K242D
0.013
-
pH 8, hydratase activity, mutant enzyme K242T
0.021
-

KM Value (35 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
-
0.048
-
wild-type, pH not specified in the publication, temperature not specified in the publication
0.012
-
recombinant enzyme, pH 6.2, 30°C, with NADH as cofactor
0.091
-
pH 6.2, 30°C
0.091
-
mutant Y370A, pH not specified in the publication, temperature not specified in the publication
0.018
-
mutant L291A, pH not specified in the publication, temperature not specified in the publication
0.038
-
mutant L276A/V277A/F295A, pH not specified in the publication, temperature not specified in the publication
0.015
-
mutant L276A/V277A, pH not specified in the publication, temperature not specified in the publication
0.007
-
mutant I287A, pH not specified in the publication, temperature not specified in the publication
0.0034
-
mutant F295A, pH not specified in the publication, temperature not specified in the publication
0.019
-
pH 8.0, 30°C
0.034
-
pH 8, 30°C, wild-type
0.04
-
pH 8, 30°C, V130G mutant
0.102
-
pH 7.5, 22°C, recombinant full-length enzyme
0.0667
-
pH 8, 30°C, L65A mutant
0.018
-
25°C, pH 7.5
0.13
-
at pH 8.0 and 25°C
0.13
-
pH 8.0, 22°C, mutant enzyme E144A
0.0152
-
pH 8.0, 22°C, mutant enzyme E144A/Q162L
0.021
-
pH 8.0, 22°C, mutant enzyme E164A
0.024
-
pH 8.0, 22°C, mutant enzyme Q162A
0.0143
-
pH 8.0, 22°C, mutant enzyme Q162L
0.027
-
pH 8.0, 22°C, mutant enzyme Q162M
0.0229
-
pH 8.0, 22°C, wild-type enzyme
0.025
-
25°C
0.13
-
pH 9.0
0.029
-
25°C
0.045
-
pH 8, hydratase activity, mutant enzyme K242C
0.31
-
pH 8, hydratase activity, mutant enzyme K242D
0.0026
-
pH 8, hydratase activity, mutant enzyme K242T
0.00062
-

Ki Value (1 result)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
pH 7.5, 25°C
0.00024
-

References & Links

Links to other databases for trans-2-hexenoyl-CoA

ChEBI
PubChem
-
PubChem