Ligand N6-isopentenyladenosine

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Basic Ligand Information

Molecular Structure
Picture of N6-isopentenyladenosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C15H21N5O4
N6-isopentenyladenosine
USVMJSALORZVDV-SDBHATRESA-N
Synonyms:
6-(gamma,gamma-dimethylallylamino)purine riboside, 6-dimethylallylaminopurine riboside, 6-gamma,gamma-dimethylallylaminopurine riboside, isopentenyladenine-riboside, isopentenyladenine riboside, isopentenyladenosine, N6-(2-isopentenyl)adenine 9-beta-D-riboside, N6-(2-isopentenyl)adenine 9-riboside, N6-(2-isopentenyl)adenose, N6-(2-isopentenyl)adenosine, N6-(Delta-isopentenyl)adenosine, N6-(DELTA2-isopentenyl)-adenosine, N6-(delta2-isopentenyl)adenosine, N6-delta2-isopentenyl-adenosine, N6-dimethylallyladenosine

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

Substrate in Enzyme-catalyzed Reactions (57 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
6-(gamma,gamma-dimethylallylamino)purine riboside + O2 = riburonosyl-6-(gamma,gamma-dimethylallylamino)purine + H2O2
show the reaction diagram
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N6-isopentenyladenosine + reduced acceptor + O2 = N6-((E)-4-hydroxyisopentenyl)-adenosine + acceptor + H2O
show the reaction diagram
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isopentenyladenosine + phosphate = isopentenyladenine + alpha-D-ribose 1-phosphate
show the reaction diagram
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ATP + N6-delta2-isopentenyl-adenosine = ADP + N6-delta2-isopentenyl-adenosine 5'-phosphate
show the reaction diagram
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isopentenyladenine riboside + H2O = D-ribose + N6-isopentenyladenine
show the reaction diagram
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N6-(DELTA2-isopentenyl)-adenosine + H2O = N6-(DELTA2-isopentenyl)-6-aminopurine + D-ribofuranose
show the reaction diagram
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isopentenyladenine riboside + H2O = ?
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
highly induces enzyme activation
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Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10 mM, 41.6% inhibition
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inhibition between 28.6% and 36.7% for forms R1, R2 and Lf at 0.2 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (32 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

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

KM Value (5 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.031
-
pH 7.0, 37ºC
0.002
-
-
0.4
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recombinant enzyme expressed in Escherichia coli, in 50 mM Tris-HCl, pH 7.5, at 30°C

References & Links

Links to other databases for N6-isopentenyladenosine

ChEBI
PubChem
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PubChem