Ligand 2'-deoxyadenosine

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Basic Ligand Information

Molecular Structure
Picture of 2'-deoxyadenosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H13N5O3
2'-deoxyadenosine
OLXZPDWKRNYJJZ-RRKCRQDMSA-N
Synonyms:
(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol, 2'-deoxy-adenosine, 2-deoxy-adenosine, dA, deoxyadenosine, deoxyadeonsine


Show all pahtways known for Show all BRENDA pathways known for 2'-deoxyadenosine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2'-deoxyadenosine + 2 O2 + H2O = 2'-deoxy-9-riburonosyladenine + 2 H2O2
show the reaction diagram
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ATP + 2'-deoxyadenosine = ADP + 2'-deoxyadenosine 5'-phosphate
show the reaction diagram
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2'-deoxyadenosine + H2O = 6-aminopurine + 2-deoxy-D-ribofuranose
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2'-deoxyadenosine + H2O = 2'-deoxyinosine + NH3
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Substrate in Enzyme-catalyzed Reactions (99 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2'-deoxyadenosine + O2 = 9-(2-deoxy-beta-D-erythro-pentofuranuronosyl)-9H-purin-6-amine + H2O
show the reaction diagram
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2'-deoxyadenosine + 2 O2 + H2O = 2'-deoxy-9-riburonosyladenine + 2 H2O2
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ATP + deoxyadenosine = ADP + dAMP
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ATP + 2'-deoxyadenosine = ADP + 2'-deoxyadenosine 5'-phosphate
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p-nitrophenyl phosphate + 2'-deoxyadenosine = ?
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2'-deoxyadenosine + H2O = D-ribose + ?
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deoxyadenosine + H2O = deoxyinosine + NH3
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2'-deoxyadenosine + H2O = ?
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Product in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
adenine + deoxyribose 1-phosphate = deoxyadenosine + phosphate
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3'-dAMP + thymidine = TMP + 2'-deoxyadenosine
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2'-deoxy-adenosine 5'-phosphate + trans-farnesyl diphosphate = 2'-deoxyadenosine + trans-farnesyl triphosphate
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dApG + H2O = 2'-deoxyadenosine + GMP
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3'-dAMP + H2O = deoxyadenosine + phosphate
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3'-dAMP + H2O = deoxyadenosine + phosphate
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5'-dAMP + H2O = deoxyadenosine + phosphate
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3'-dAMP + H2O = deoxyadenosine + phosphate
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N6-phenylacetyl-2'-deoxyadenosine + H2O = phenylacetic acid + 2'-deoxyadenosine
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
20% inactivation at 1 mM
-
weak inhibition
-
reaction with thymidine or 2'-deoxyguanosine
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substrate ribavirin
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3D Structure of Enzyme-Ligand-Complex (PDB) (20 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (59 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0047
-
-
0.047
-
full-length enzyme, at pH 7.8 and 37C
0.72
-
wild type enzyme, at pH 7.5 and at 30C

KM Value (127 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.02
-
-
8.4
-
full-length enzyme, at pH 7.8 and 37C
1.1
-
pH 7.0, 37C
0.042
-
-
0.12
-
in MES buffer, pH 5.4
0.037
-
wild type enzyme, at pH 7.5 and at 30C

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.38
-
pH 8.6
0.34
-
pH 8.0, 37C
0.01575
-
wild-type enzyme
0.97
-
pH 7.5, 37C, substrate ribavirin
0.182
-
at pH 7.0 and 35C
0.05
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.07
-
in 10 mM Tris-HCl pH 7.5, at 30C

References & Links

Links to other databases for 2'-deoxyadenosine

ChEBI
PubChem
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PubChem