Ligand theophylline

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Basic Ligand Information

Molecular Structure
Picture of theophylline (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H8N4O2
theophylline
ZFXYFBGIUFBOJW-UHFFFAOYSA-N
Synonyms:
1,3-dimethylxanthine

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

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,3,7-trimethylxanthine + O2 + NADPH + H+ = 1,3-dimethylxanthine + formaldehyde + NADP+ + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
theophylline + O2 + NADH + H+ = 1-methylxanthine + NAD+ + H2O + formaldehyde
show the reaction diagram
-
theophylline + NAD+ + H2O = ? + NADH
show the reaction diagram
-
1,3-dimethylxanthine + H2O + O2 = 1,3-dimethylurate + H2O2
show the reaction diagram
-
theophylline + ubiquinone-0 = ? + ubiquinol-0
show the reaction diagram
-
thymidine + theophylline = thymine + 2'-deoxytheophylline riboside
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,3,7-trimethylxanthine + O2 + NADPH + H+ = 1,3-dimethylxanthine + formaldehyde + NADP+ + H2O
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1.5 mM
-

Inhibitor in Enzyme-catalyzed Reactions (33 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10-50 mM
-
about 10% inhibition at 0.01 mM
-
2 mM, 21% inhibition
-
light-dependent
-
pH-dependent inhibition, overview
-
at therapeutic concentrations used for asthma relief, theophylline causes inhibition of the lung enzyme and decreases cellular ATP levels, suggesting a mechanism for its clinical action
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3D Structure of Enzyme-Ligand-Complex (PDB) (4 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.38
-
pH 7.5, 30°C
0.0045
-
pH 7.5, 30°C

KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0091
-
pH 7.5, 30°C
0.17
-
pH 7.5, 30°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
7.3
-
apparent Ki value
0.38
-
-
0.05
-
in 20 mM sodium BES buffer, pH 7.2, at 37°C

IC50 Value (6 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
3.5
-
-
0.046
-
IC50: 0.046 mM

References & Links

Links to other databases for theophylline

ChEBI
PubChem
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PubChem