Ligand 6-thioguanine

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Basic Ligand Information

Molecular Structure
Picture of 6-thioguanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H5N5S
6-thioguanine
VJJPUSNTGOMMGY-MRVIYFEKSA-N
Synonyms:
2-amino-6-mercaptopurine, 2-amino-6-purine thiol, 2-amino-6-thiopurine, 2-aminopurine-6-thione, 6-thioguanine[side 1], 6-thioguanine[side 2], thioguanine
Pathway Source
Pathways

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
6-thioguanine + alpha-D-ribose 1-phosphate = 6-thioguanine ribonucleoside + phosphate
show the reaction diagram
-
6-thioguanine + H2O = 6-thioxanthine + NH3
show the reaction diagram
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ATP + H2O + 6-thioguanine[side 1] = ADP + phosphate + 6-thioguanine[side 2]
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O + 6-thioguanine[side 1] = ADP + phosphate + 6-thioguanine[side 2]
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulation
-

Inhibitor in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
-
0.05 mM, 74% inhibition of exchange between free guanine with guanine
-
0.5 mM, 27% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (19 results)

Enzyme Kinetic Parameters

KM Value (38 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0076
-
-
0.8
-
-

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.002
-
-
0.0008
-
-

IC50 Value (9 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.13
-
-

References & Links

Links to other databases for 6-thioguanine

ChEBI
PubChem
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PubChem