Ligand guanosine

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Basic Ligand Information

Molecular Structure
Picture of guanosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H13N5O5
guanosine
NYHBQMYGNKIUIF-UUOKFMHZSA-N
Synonyms:
2-amino-6-oxypurine riboside

Show all pahtways known for Show all pathways known for guanosine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
guanosine + 2 O2 + H2O = 9-riburonosylguanine + 2 H2O2
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guanosine + phosphate = guanine + D-ribose 1-phosphate
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guanosine + phosphate = guanine + D-ribose 1-phosphate
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diphosphate + guanosine = phosphate + GMP
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ATP + guanosine = ADP + GMP
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guanosine + H2O = D-ribose + guanine
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guanosine + H2O = xanthosine + NH3
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (52 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
guanosine + O2 = 9-riburonosylguanine + H2O
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guanosine + 2 O2 + H2O = 9-riburonosylguanine + 2 H2O2
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guanosine + Br- + H2O2 = 8-bromoguanosine + H2O
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guanosine + phosphate = guanine + D-ribose 1-phosphate
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guanosine + phosphate = guanine + D-ribose 1-phosphate
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guanosine + phosphate = guanine + alpha-D-ribose 1-phosphate
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AMP + guanosine = adenosine + guanosine 5'-phosphate
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ATP + guanosine = ADP + GMP
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ATP + guanosine = diphosphate + ?
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3 guanosine = ?
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guanosine + H2O = 2-amino-1,9-dihydropurine-6-on + D-ribofuranose
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guanosine + H2O = guanine + D-ribose
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guanosine + H2O = xanthosine + NH3
show the reaction diagram
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guanosine + H2O = xanthosine + NH3
show the reaction diagram

Product in Enzyme-catalyzed Reactions (53 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3'-GMP + H2O = guanosine + phosphate
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3'-GMP + H2O = guanosine + phosphate
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-
GTP + H2O = guanosine + triphosphate
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5'-GMP + H2O = guanosine + phosphate
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Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
lower affinity or extent of activation than GTP
-
2',3'-cyclic nucleotide phosphodiesterase activity
-
activation to 120-130%, allosteric
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Inhibitor in Enzyme-catalyzed Reactions (48 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
slight inhibition only after preincubation with enzyme
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10% inhibition of fructose 6-phosphate reduction
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slight
-
1 mM, about 20% inhibition
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weak, competitive
1 mM, 50% inhibition
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inhibits phosphorylation of inosine
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competitive inhibitor of xanthosine hydrolysis
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addition of 1.4 mM, inhibition 44.6%
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at concentrations of 1 and 10 mM, guanosine shows weak inhibitory effect on both, guanine deaminase activity (1.8 and 12.5% inhibition) and dihydropterin deaminase activity (3.8 and 5.1% inhibition)
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0.5 mM, 50% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (14 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (44 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.5
-
51fold reduction
0.072
-
pH 8.0, 22C
29.1
-
-
0.0056
-
pH 7.0, 35C, recombinant enzyme
1.753
-
at pH 8.0 and 40C

KM Value (92 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.021
-
-
0.216
-
-
2.24
-
pH 8.0, 37C

Ki Value (5 results)

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

IC50 Value (8 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.5
-
37C, pH 8.5

References & Links

Links to other databases for guanosine

ChEBI
PubChem
ChEBI
PubChem