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BRENDA support

Ligand 5'-deoxyadenosine

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Basic Ligand Information

Molecular Structure
Picture of 5'-deoxyadenosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
C10H13N5O3
5'-deoxyadenosine
XGYIMTFOTBMPFP-KQYNXXCUSA-N
Synonyms:
5'-deoxy-adenosine, 5'-deoxyadenosyl radical, 5'-deoxyadenosyl radicals

Related pathways

Pathway Source
Pathways
MetaCyc
(aminomethyl)phosphonate degradation, 1,4-dihydroxy-6-naphthoate biosynthesis I, 1,4-dihydroxy-6-naphthoate biosynthesis II, 3,8-divinyl-chlorophyllide a biosynthesis II (anaerobic), 3PG-factor 420 biosynthesis more


Show all pahtways known for Show all BRENDA pathways known for 5'-deoxyadenosine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5'-deoxyadenosine + H2O = 5-deoxy-D-ribose + adenine
show the reaction diagram
5'-deoxyadenosine + H2O = 5-deoxy-D-ribose + adenine
show the reaction diagram
5'-deoxyadenosine + H2O = 5'-deoxyinosine + NH3
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (78 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dehypoxanthine futalosine + S-adenosyl-L-methionine = cyclic dehypoxanthine futalosine + 5'-deoxyadenosine + L-methionine
show the reaction diagram
-
-
magnesium-protoporphyrin IX 13-monomethyl ester + 3 S-adenosyl-L-methionine + H2O = 3,8-divinyl protochlorophyllide a + 3 5'-deoxyadenosine + 3 L-methionine
show the reaction diagram
-
-
C-terminal [mycofactocin precursor peptide MftA]-glycyl-L-valyl-L-tyrosine + S-adenosyl-L-methionine = C-terminal [mycofactocin precursor peptide MftA]-glycyl-L-valyl-4-[2-aminoethenyl]phenol + CO2 + 5'-deoxyadenosine + L-methionine
show the reaction diagram
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-
2 S-adenosyl-L-methionine + N-acetyldemethylphosphinothricin + reduced acceptor = S-adenosyl-L-homocysteine + 5'-deoxyadenosine + L-methionine + N-acetylphosphinothricin + oxidized acceptor
show the reaction diagram
-
-
2 S-adenosyl-L-methionine + protoheme + 2 reduced flavodoxin = S-adenosyl-L-homocysteine + L-methionine + 5'-deoxyadenosine + anaerobilin + Fe2+ + 2 oxidized flavodoxin
show the reaction diagram
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-
acetyl-CoA + uridine34 in tRNA + S-adenosyl-L-methionine + H2O = CoA + 5-(carboxymethyl)uridine34 in tRNA + L-methionine + 5'-deoxyadenosine
show the reaction diagram
-
-
5-amino-6-(D-ribitylamino)uracil + L-tyrosine + S-adenosyl-L-methionine = 5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil + 2-iminoacetate + L-methionine + 5'-deoxyadenosine
show the reaction diagram
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-
7-N-[(5S)-5-amino-5-carboxypentyl]formamidino-7-deazaguanosine15 in tRNA + S-adenosyl-L-methionine = 5'-deoxyadenosine + archaeosine15 in tRNA + 2 H+ + L-1-piperideine-6-carboxylate + L-methionine
show the reaction diagram
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-
N6-L-threonylcarbamoyladenine37 in tRNA + sulfur-(sulfur carrier) + 2 S-adenosyl-L-methionine = 2-methylthio-N6-L-threonylcarbamoyladenine37 in tRNA + S-adenosyl-L-homocysteine + (sulfur carrier) + L-methionine + 5'-deoxyadenosine
show the reaction diagram
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-
N1-methylguanine37 in tRNAPhe + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine37 in tRNAPhe + L-methionine + 5'-deoxyadenosine + CO2 + H2O
show the reaction diagram
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-
L-tyrosine + S-adenosyl-L-methionine + NADPH = 2-iminoacetate + 4-methylphenol + 5'-deoxyadenosine + L-methionine + NADP+ + H+
show the reaction diagram
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-
GTP + S-adenosyl-L-methionine + reduced electron acceptor = (8S)-3',8-cyclo-7,8-dihydroguanosine 5'-triphosphate + 5'-deoxyadenosine + L-methionine + oxidized electron acceptor
show the reaction diagram
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5-amino-1-(5-phospho-beta-D-ribosyl)imidazole + S-adenosyl-L-methionine + reduced acceptor = 5-hydroxybenzimidazole + 5'-deoxyadenosine + L-methionine + formate + NH3 + phosphate + oxidized acceptor
show the reaction diagram
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-
C-terminal [mycofactocin precursor peptide]-glycyl-L-valyl-4-[2-aminoethenyl]phenol + S-adenosyl-L-methionine + AH2 = C-terminal [mycofactocin precursor peptide]-glycyl-3-amino-5-[(4-hydroxyphenyl)methyl]-4,4-dimethylpyrrolidin-2-one + 5'-deoxyadenosine + L-methionine + A
show the reaction diagram
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-
5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil + S-adenosyl-L-methionine = 7,8-didemethyl-8-hydroxy-5-deazariboflavin + NH3 + L-methionine + 5'-deoxyadenosine
show the reaction diagram
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-
alpha-D-ribose 1-methylphosphonate 5-phosphate + S-adenosyl-L-methionine + reduced electron acceptor = alpha-D-ribose 1,2-cyclic phosphate 5-phosphate + methane + L-methionine + 5'-deoxyadenosine + oxidized electron acceptor
show the reaction diagram
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-
dAMP + S-adenosyl-L-methionine = 4'-phospho-dehydrooxetanocin + 5'-deoxyadenosine + L-methionine
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5'-deoxyadenosine + H2O = 5-deoxy-D-ribose + adenine
show the reaction diagram
5'-deoxyadenosine + H2O = ?
show the reaction diagram
-
5'-deoxyadenosine + H2O = adenine + 5-deoxyribose
show the reaction diagram
-
5'-deoxyadenosine + H2O = 6-aminopurine + 5-deoxy-D-ribofuranose
show the reaction diagram
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5'-deoxyadenosine + H2O = 5-deoxy-D-ribose + adenine
show the reaction diagram
5'-deoxyadenosine + H2O = 5'-deoxyinosine + NH3
show the reaction diagram
-
5'-deoxyadenosine + H2O = ?
show the reaction diagram
-
5'-deoxyadenosine + H2O = 5'-deoxyinosine + NH3
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (173 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dehypoxanthine futalosine + S-adenosyl-L-methionine = cyclic dehypoxanthine futalosine + 5'-deoxyadenosine + L-methionine
show the reaction diagram
-
-
C-terminal [mycofactocin precursor peptide MftA]-glycyl-L-valyl-L-tyrosine + S-adenosyl-L-methionine = C-terminal [mycofactocin precursor peptide MftA]-glycyl-L-valyl-4-[2-aminoethenyl]phenol + CO2 + 5'-deoxyadenosine + L-methionine
show the reaction diagram
-
-
Glu-Ser-Val-(N6-octanoyl)Lys-Ala-Ala-Ser-Asp + S-adenosyl methionine = Glu-Ser-Val-(8-mercaptooctanoyl)Lys-Ala-Ala-Ser-Asp + 5'-deoxyadenosine
show the reaction diagram
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-
acetyl-CoA + uridine34 in tRNA + S-adenosyl-L-methionine + H2O = CoA + 5-(carboxymethyl)uridine34 in tRNA + L-methionine + 5'-deoxyadenosine
show the reaction diagram
-
-
5-amino-6-(D-ribitylamino)uracil + L-tyrosine + S-adenosyl-L-methionine = 5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil + 2-iminoacetate + L-methionine + 5'-deoxyadenosine
show the reaction diagram
-
-
7-N-[(5S)-5-amino-5-carboxypentyl]formamidino-7-deazaguanosine15 in tRNA + S-adenosyl-L-methionine = 5'-deoxyadenosine + archaeosine15 in tRNA + 2 H+ + L-1-piperideine-6-carboxylate + L-methionine
show the reaction diagram
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-
5'-dAMP + thymidine = 5'-deoxyadenosine + TMP
show the reaction diagram
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-
N6-L-threonylcarbamoyladenine37 in tRNA + sulfur-(sulfur carrier) + 2 S-adenosyl-L-methionine = 2-methylthio-N6-L-threonylcarbamoyladenine37 in tRNA + S-adenosyl-L-homocysteine + (sulfur carrier) + L-methionine + 5'-deoxyadenosine
show the reaction diagram
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-
N1-methylguanine37 in tRNAPhe + pyruvate + S-adenosyl-L-methionine = 4-demethylwyosine37 in tRNAPhe + L-methionine + 5'-deoxyadenosine + CO2 + H2O
show the reaction diagram
-
-
5-amino-1-(5-phospho-beta-D-ribosyl)imidazole + S-adenosyl-L-methionine + reduced acceptor = 5-hydroxybenzimidazole + 5'-deoxyadenosine + L-methionine + formate + NH3 + phosphate + oxidized acceptor
show the reaction diagram
-
-
C-terminal [mycofactocin precursor peptide]-glycyl-L-valyl-4-[2-aminoethenyl]phenol + S-adenosyl-L-methionine + AH2 = C-terminal [mycofactocin precursor peptide]-glycyl-3-amino-5-[(4-hydroxyphenyl)methyl]-4,4-dimethylpyrrolidin-2-one + 5'-deoxyadenosine + L-methionine + A
show the reaction diagram
-
-
5-amino-5-(4-hydroxybenzyl)-6-(D-ribitylimino)-5,6-dihydrouracil + S-adenosyl-L-methionine = 7,8-didemethyl-8-hydroxy-5-deazariboflavin + NH3 + L-methionine + 5'-deoxyadenosine
show the reaction diagram
-
-
alpha-D-ribose 1-methylphosphonate 5-phosphate + S-adenosyl-L-methionine + reduced electron acceptor = alpha-D-ribose 1,2-cyclic phosphate 5-phosphate + methane + L-methionine + 5'-deoxyadenosine + oxidized electron acceptor
show the reaction diagram
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dAMP + S-adenosyl-L-methionine = 4'-phospho-dehydrooxetanocin + 5'-deoxyadenosine + L-methionine
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
and analogues; strong, competitive
-
cooperative inhibition by with Met

3D Structure of Enzyme-Ligand-Complex (PDB) (109 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (13 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
4.8
-
-
0.078
-
at pH 7.0 and 35°C
0.92
-
at pH 7.4 and 25°C
0.92
-
pH 7.4, 25°C
0.017
-
wild type enzyme, at pH 7.5 and at 30°C

KM Value (17 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0214
-
at pH 7.4 and 25°C
0.0214
-
pH 7.4, 25°C
0.65
-
-
0.042
-
wild type enzyme, at pH 7.5 and at 30°C

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.01
-
pH 7.5, 25°C
0.0242
-
pH 8.0, 37°C
0.012
-
pH 8.0, 37°C, recombinant His-tagged enzyme

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.2674
-
pH 8.0, 37°C

References & Links

Links to other databases for 5'-deoxyadenosine

EXTERNAL LINKS