Ligand myo-inositol

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Basic Ligand Information

Molecular Structure
Picture of myo-inositol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H12O6
myo-inositol
CDAISMWEOUEBRE-GPIVLXJGSA-N
Synonyms:
1D-myo-inositol, D-Inositol, D-myo-inositol, DL-myo-inositol, i-inositol, Inositol, iso-inositol, L-myo-inositol, meso-Inositol, mesoinositol, myoinositol

Show all pahtways known for Show all pathways known for myo-inositol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (41 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + myo-inositol = S-adenosyl-L-homocysteine + 1D-3-O-methyl-myo-inositol + H+
show the reaction diagram
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S-adenosyl-L-methionine + myo-inositol = S-adenosyl-L-homocysteine + D-bornesitol
show the reaction diagram
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indole-3-acetyl-beta-1-D-glucoside + myo-inositol = D-glucose + indole-3-acetyl-myo-inositol
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glycerophosphoinositol + H2O = glycerol 3-phosphate + inositol
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (104 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
myo-inositol + NAD+ = keto-inositol + NADH
show the reaction diagram
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inositol + NAD+ = ? + NADH + H+
show the reaction diagram
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i-inositol + NAD+ = ?
show the reaction diagram
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myo-inositol + 2,6-dichlorophenol indophenol = ?
show the reaction diagram
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myo-inositol + S-adenosyl-L-methionine = ? + 5'-deoxyadenosine + L-methionine
show the reaction diagram
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myo-inositol + S-adenosyl-L-methionine = ? + CO2 + L-methionine + 5'-deoxyadenosine
show the reaction diagram
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S-adenosyl-L-methionine + myo-inositol = S-adenosyl-L-homocysteine + 1D-3-O-methyl-myo-inositol + H+
show the reaction diagram
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S-adenosyl-L-methionine + myo-inositol = S-adenosyl-L-homocysteine + D-bornesitol
show the reaction diagram
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indole-3-acetyl-beta-1-D-glucoside + myo-inositol = D-glucose + indole-3-acetyl-myo-inositol
show the reaction diagram
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sucrose + inositol = ?
show the reaction diagram
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soluble starch + myo-inositol = ?
show the reaction diagram
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beta-D-glucose 1-phosphate + myo-inositol = O-alpha-D-glucopyranosyl-(1,1)-myo-inositol + O-alpha-D-glucopyranosyl-(1,5)-myo-inositol + O-alpha-D-glucopyranosyl-(1,2)-O-alpha-D-glucopyranosyl-(1,1)-myo-inositol + O-alpha-D-glucopyranosyl-(1,2)-O-alpha-D-glucopyranosyl-(1,1)-myo-inositol
show the reaction diagram
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1-alpha-D-galactosyl-myo-inositol + myo-inositol = myo-inositol + 1-alpha-D-galactosyl-myo-inositol
show the reaction diagram
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myo-inositol + raffinose = 1-alpha-D-galactosyl-1D-myo-inositol + sucrose
show the reaction diagram
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CMP-N-acetylneuraminate + myo-inositol = ?
show the reaction diagram
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meso-inositol + phenyl alpha-D-galactoside = ?
show the reaction diagram
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di-N-acetylchitobiose + myoinositol = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-stearoyl-2-arachidonoylphosphatidylinositol + CMP = CDP-1-stearoyl-2-arachidonoylglycerol + myo-inositol
show the reaction diagram
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myo-inositol 1-phosphate + H2O = myo-inositol + phosphate
show the reaction diagram
inositol phosphate + H2O = inositol + phosphate
show the reaction diagram
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glycerophosphoinositol + H2O = inositol + glycerol 3-phosphate
show the reaction diagram
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phosphatidylinositol + H2O = inositol + phosphatidate
show the reaction diagram
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galactinol + H2O = alpha-D-galactopyranose + myoinositol
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates
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constant enzyme activation, values of relative activation about 40%
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enhances activity to 108%
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Inhibitor in Enzyme-catalyzed Reactions (39 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
strong, competitive
-
competitive against sucrose
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decreases gene EKI1 expression, involving the transcription factors Ino2p, Ino4p, and Opi1p, the UASINO element of the EKI promotor is required for the repressive regulation, the inhibitory effect on the enzyme is correlated with a decrease of ethanolamine incorporation into CDP-ethanolamine pathway intermediates and into phosphatidylethanolamine and phosphatidylcholine
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inhibits CMP-dependent incorporation of glycerol 3-phosphate by microsomes
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cells grown in the presence of myo-inositol
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inhibition of alkaline phosphatase
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at 0.075 mM in culture medium,reduction of enzyme activity by 30-40%
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weak competitive inhibitor
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competitive
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3D Structure of Enzyme-Ligand-Complex (PDB) (20 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
23.2
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at pH 7.5 and 85°C

KM Value (55 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.92
-
-
2.5
-
-
4.1
-
-
4.5
-
-
5.5
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with 10 mM 1-alpha-D-galactosyl-myo-inositol in the exchange reaction

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
39
-
pH 7.5, 37°C
440
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pH 5.0, 40°C, versus 4-nitrophenyl beta-D-glucopyranoside

References & Links

Links to other databases for myo-inositol

ChEBI
PubChem
ChEBI
PubChem