Ligand isovaleryl-CoA

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Basic Ligand Information

Molecular Structure
Picture of isovaleryl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C26H44N7O17P3S
isovaleryl-CoA
UYVZIWWBJMYRCD-ZMHDXICWSA-N
Synonyms:
3-methyl-butanoyl-CoA, 3-methylbutanoyl-CoA, 3-methylbutyryl-CoA, isopentanoyl-CoA, isovaleryl CoA, S-(3-methylbutanoyl)-CoA


Show all pahtways known for Show all BRENDA pathways known for isovaleryl-CoA

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isovaleryl-CoA + malonyl-CoA = phloroisovalerophenone + CO2 + CoA
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isovaleryl-CoA + malonyl-[acyl-carrier protein] = 3-oxo-5-methylhexanoyl-[acyl-carrier protein] + CoA + CO2
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isovaleryl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-isovaleryl-L-homoserine lactone
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoisocaproate + NAD+ + CoA = 3-methylbutanoyl-CoA + CO2 + NADH + H+
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Substrate in Enzyme-catalyzed Reactions (36 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isovaleryl-CoA + 2-oxoglutarate + O2 = ?
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isovaleryl-CoA + acceptor = ? + reduced acceptor
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isovaleryl-CoA + phenazine methosulfate = ?
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isovaleryl-CoA + glycine = CoA + N-isovalerylglycine
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isovaleryl-CoA + dihydrolipoamide = CoA + S-isovaleryldihydrolipoamide
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isovaleryl-CoA + pseudotropine = CoA + O-isovalerylpseudotropine
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3 malonyl-CoA + isovaleryl-CoA = 4 CoA + phloroisovalerophenone + 3 CO2
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isovaleryl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-isovaleryl-L-homoserine lactone
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isovaleryl-CoA = 4-hydroxy-6-isobutyl-2-pyrone + 4-hydroxy-6-(4'-methyl-2'-oxopentyl)-2-pyrone + CoA + CO2 + H2O
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isovaleryl-CoA + an [acyl-carrier protein] = CoA + an isovaleryl-[acyl carrier protein]
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isovaleryl-CoA + L-arginine = N-[(4S)-4-amino-7-methyl-5-oxooctyl]guanidine + CO2 + CoA
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isovaleryl-CoA + carnitine = isovalerylcarnitine + CoASH
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isovaleryl-CoA + glycine = CoA + N-isovalerylglycine
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3-methylbutyryl-CoA + 13-hydroxylupanine = CoA + 13-(3-methylbutyryl)oxylupanine
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isovaleryl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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isovaleryl-CoA + H2O = CoA + isovalerate
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isovaleryl-CoA = pivalyl-CoA
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ADP + phosphate + isovaleryl-CoA = ATP + isovalerate + CoA
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Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-methyl-2-oxopentanoate + CoA + NAD+ = 3-methyl-butanoyl-CoA + CO2 + NADH
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2-ketoisocaproate + CoA + oxidized ferredoxin = CO2 + reduced ferredoxin + isovaleryl-CoA
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3-methyl-crotonyl-CoA + NADPH = 3-methylbutanoyl-CoA + NADP+
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isovalerylcarnitine + CoASH = isovaleryl-CoA + carnitine
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acetyl-CoA + isovalerate = acetate + isovaleryl-CoA
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isopentanoate + acetoacetyl-CoA = isopentanoyl-CoA + acetoacetate
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ATP + isopentanoate = AMP + diphosphate + isopentanoyl-CoA
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ATP + 3-methylbutanoate + CoA = AMP + diphosphate + 3-methylbutanoyl-CoA
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ATP + isovalerate + CoA = ADP + phosphate + isovaleryl-CoA
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Inhibitor in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
about 50% residual activity at 2.5 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (30 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.021
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pH 7.3, temperature not specified in the publication
30
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pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay

KM Value (58 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.004
-
-
0.05
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pH 7.4, 37°C
0.007
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pH 7.3, temperature not specified in the publication
0.008
-
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0.014
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pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.9
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at pH 8.5 and 30°C

References & Links

Links to other databases for isovaleryl-CoA

ChEBI
PubChem
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PubChem