Ligand (S)-methylmalonyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of (S)-methylmalonyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C25H40N7O19P3S
(S)-methylmalonyl-CoA
MZFOKIKEPGUZEN-IBNUZSNCSA-N
Synonyms:
(2S)-methylmalonyl-CoA, (2S)-methylmalonyl-coenzyme A, L-methylmalonyl-CoA

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-methylmalonyl-CoA + pyruvate = propanoyl-CoA + oxaloacetate
show the reaction diagram
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malonyl-CoA + 5 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = 10-deoxymethynolide + 6 CoA + 6 CO2 + 5 NADP+ + 2 H2O
show the reaction diagram
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malonyl-CoA + 6 (2S)-methylmalonyl-CoA + 5 NADPH + 5 H+ = narbonolide + 7 CoA + 7 CO2 + 5 NADP+ + 2 H2O
show the reaction diagram
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propanoyl-CoA + 6 (2S)-methylmalonyl-CoA + 6 NADPH + 6 H+ = 6-deoxyerythronolide B + 7 CoA + 6 CO2 + H2O + 6 NADP+
show the reaction diagram
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(S)-methylmalonyl-CoA + H2O = methylmalonate + CoA
show the reaction diagram
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(S)-methylmalonyl-CoA = (R)-methylmalonyl-CoA
show the reaction diagram
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(S)-methylmalonyl-CoA + Na+[side 1] + H+[side 2] = propanoyl-CoA + CO2 + Na+[side 2]
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
propionyl-CoA + oxaloacetate = (S)-methylmalonyl-CoA + pyruvate
show the reaction diagram
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(R)-methylmalonyl-CoA = (S)-methylmalonyl-CoA
show the reaction diagram
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ATP + propanoyl-CoA + HCO3- = ADP + phosphate + (S)-methylmalonyl-CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-methylmalonyl-CoA + pyruvate = propanoyl-CoA + oxaloacetate
show the reaction diagram
-
(S)-methylmalonyl-CoA + H2O = methylmalonate + CoA
show the reaction diagram
-
(S)-methylmalonyl-CoA + H2O = CoA + methylmalonate
show the reaction diagram
-
(S)-methylmalonyl-CoA = (R)-methylmalonyl-CoA
show the reaction diagram
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(S)-methylmalonyl-CoA = succinyl-CoA
show the reaction diagram
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(S)-methylmalonyl-CoA + Na+[side 1] + H+[side 2] = propanoyl-CoA + CO2 + Na+[side 2]
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
propionyl-CoA + oxaloacetate = (S)-methylmalonyl-CoA + pyruvate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight activation
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Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition above 0.014 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (9 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.08
-
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Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00004
-
-

References & Links

Links to other databases for (S)-methylmalonyl-CoA

ChEBI
PubChem
ChEBI
PubChem