Ligand methylmalonyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of methylmalonyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C25H40N7O19P3S
methylmalonyl-CoA
MZFOKIKEPGUZEN-FBMOWMAESA-N
Synonyms:
(2RS)-methylmalonyl-CoA, (R,S)-methylmalonyl-CoA, DL-methylmalonyl-CoA

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
eicosanoyl-CoA + 4 methylmalonyl-CoA + 8 NADPH + 8 H+ = tetramethyl-branched mycocerosoyl-CoA + 4 CoA + 4 CO2 + 8 NADP+ + 4 H2O
show the reaction diagram
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6 methylmalonyl-CoA + propionyl-CoA + 6 NADPH + 6 H+ = 6-deoxyerythronolide b + 7 CoA + 6 CO2 + H2O + 6 NADP+
show the reaction diagram
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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
ATP + propionyl-CoA + HCO3- = ADP + phosphate + methylmalonyl-CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (46 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methylmalonyl-CoA + shisonin = CoA + methylmalonylshisonin
show the reaction diagram
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methylmalonyl-CoA + dephospho-CoA = CoA + methylmalonyl-dephospho-CoA
show the reaction diagram
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acetoacetyl-CoA + methylmalonyl-CoA = 3,6-dimethyl-4-hydroxy-2-pyrone + CoA + CO2 + H2O
show the reaction diagram
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methylmalonyl-CoA + glycine = CoA + N-methylmalonylglycine
show the reaction diagram
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methylmalonyl-CoA + neomycin B = CoA + N3-methylmalonylneomycin B
show the reaction diagram
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methylmalonyl-CoA + an [acyl-carrier protein] = CoA + a methylmalonyl-[acyl-carrier protein]
show the reaction diagram
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6 methylmalonyl-CoA + propionyl-CoA + 6 NADPH + 6 H+ = 6-deoxyerythronolide b + 7 CoA + 6 CO2 + H2O + 6 NADP+
show the reaction diagram
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methylmalonyl-CoA + an [acyl-carrier protein] = CoA + a methylmalonyl-[acyl-carrier protein]
show the reaction diagram
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methylmalonyl-CoA + malonate = malonyl-CoA + methylmalonate
show the reaction diagram
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DL-methylmalonyl-CoA + H2O = CoA + methylmalonate
show the reaction diagram
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methylmalonyl-CoA + H2O = CoA + methylmalonate
show the reaction diagram
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methylmalonyl-CoA = propionyl-CoA + CO2
show the reaction diagram
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methylmalonyl-CoA = propanoyl-CoA + CO2
show the reaction diagram
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methylmalonyl-CoA = succinyl-CoA
show the reaction diagram
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methylmalonyl-CoA = succinyl-CoA
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acryloyl-CoA + CO2 + NADPH + H+ = methylmalonyl-CoA + NADP+
show the reaction diagram
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ATP + propanoyl-CoA + HCO3- = ADP + phosphate + methylmalonyl-CoA
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
i.e. tiglyl-CoA
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about 40% residual activity at 2.5 mM
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inhibition of MCT1 at 0.1 mM
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reversible mixed-type inhibition
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0.5 mM, 60% inhibition of propionyl-CoA carboxylase
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
4
-
didomain construct, pH not specified in the publication, 25°C
0.033
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pH 7.6, temperature not specified in the publication

KM Value (24 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
360
-
-
0.00062
-
didomain construct, pH not specified in the publication, 25°C
0.002
-
pH 7.6, temperature not specified in the publication
1.4
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pH 6.0, 30°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.26
-
recombinant enzyme, pH 8.0, 30°C

References & Links

Links to other databases for methylmalonyl-CoA

ChEBI
PubChem
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PubChem