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BRENDA support

Ligand 5'-S-methyl-5'-thioadenosine

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Basic Ligand Information

Molecular Structure
Picture of 5'-S-methyl-5'-thioadenosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
C11H15N5O3S
5'-S-methyl-5'-thioadenosine
WUUGFSXJNOTRMR-IOSLPCCCSA-N
Synonyms:
5'-deoxy,5'-methylthioadenosine, 5'-deoxy-5'-(methylthio)adenosine, 5'-deoxy-5'-methyl-thioadenosine, 5'-deoxy-5'-methylthioadenosine, 5'-deoxy-5'methylthioadenosine, 5'-deoxymethylthioadenosine, 5'-methyl,5'-deoxymethylthioadenosine, 5'-methyl-thioadenosine, 5'-methylthioadenosine, 5-methylthioadenosine, deoxymethylthioadenosine, methylthio-adenosine, methylthioadenosine, MTA, S-methyl-5'-thioadenosine, S-methyl-thioadenosine, S-methylthioadenosine

Related pathways

Pathway Source
Pathways
MetaCyc
2'-deoxymugineic acid phytosiderophore biosynthesis, 7-(3-amino-3-carboxypropyl)-wyosine biosynthesis, aminopropylcadaverine biosynthesis, autoinducer AI-1 biosynthesis, autoinducer CAI-1 biosynthesis more


Show all pahtways known for Show all BRENDA pathways known for 5'-S-methyl-5'-thioadenosine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (49 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5'-deoxy-5'-methylthioadenosine + phosphate = adenine + 5-deoxy-5-methylthio-alpha-D-ribose 1-phosphate
show the reaction diagram
-
S-methyl-5'-thioadenosine + H2O = S-methyl-5'-thioinosine + NH3
show the reaction diagram
5'-methylthioadenosine + H2O = 5'-methylthioinosine + NH3
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (171 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
isovaleryl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-isovaleryl-L-homoserine lactone
show the reaction diagram
-
-
4-coumaroyl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-(4-coumaroyl)-L-homoserine lactone
show the reaction diagram
-
-
S-adenosyl-L-methionine + 4-demethylwyosine37 in tRNAPhe = S-methyl-5'-thioadenosine + 7-[(3S)-(3-amino-3-carboxypropyl)-4-demethyl]wyosine37 in tRNAPhe
show the reaction diagram
-
-
S-adenosyl-L-methionine + D-histidine = N-[(3S)-3-amino-3-carboxypropyl]-D-histidine + S-methyl-5'-thioadenosine
show the reaction diagram
-
S-adenosyl-L-methionine + NAD+ = S-methyl-5'-thioadenosine + (4aR,7S)-2-(adenosyl(5')diphospho(5)ribosyl)-7-amino-4-carbamoyl-4a,5,6,7-tetrahydro-2H-cyclopenta[c]pyridine-7-carboxylate
show the reaction diagram
-
-
S-adenosylmethioninamine + propane-1,3-diamine = 5'-methylthioadenosine + N-(3-aminopropyl)-1,3-diaminopropane
show the reaction diagram
-
-
S-adenosyl-L-methionine + N6-(DELTA2-isopentenyl)-adenine = 5'-methylthioadenosine + discadenine
show the reaction diagram
-
-
S-adenosyl-L-methionine + L-histidine = N-[(3S)-3-amino-3-carboxypropyl]-L-histidine + S-methyl-5'-thioadenosine
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (104 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5'-methylthioadenosine + H2O = ?
show the reaction diagram
-
S-methyl-5'-thioadenosine + H2O = S-methyl-5'-thioinosine + NH3
show the reaction diagram
5'-methylthioadenosine + H2O = 5'-methylthioinosine + NH3
show the reaction diagram
-
5'-methylthioadenosine + H2O = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (415 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + 4-demethylwyosine37 in tRNAPhe = S-methyl-5'-thioadenosine + 7-[(3S)-(3-amino-3-carboxypropyl)-4-demethyl]wyosine37 in tRNAPhe
show the reaction diagram
-
-
S-adenosyl-L-methionine + D-histidine = N-[(3S)-3-amino-3-carboxypropyl]-D-histidine + S-methyl-5'-thioadenosine
show the reaction diagram
-
S-adenosyl-L-methionine + NAD+ = S-methyl-5'-thioadenosine + (4aR,7S)-2-(adenosyl(5')diphospho(5)ribosyl)-7-amino-4-carbamoyl-4a,5,6,7-tetrahydro-2H-cyclopenta[c]pyridine-7-carboxylate
show the reaction diagram
-
-
S-adenosyl-L-methionine + tRNAPhe = 5'-methylthioadenosine + tRNA 3-(3-amino-3-carboxypropyl) uridine
show the reaction diagram
-
S-adenosyl-L-methionine + nocardicin E = 5'-methylthioadenosine + isonocardicin A
show the reaction diagram
-
-
S-adenosyl-L-methionine + L-histidine = N-[(3S)-3-amino-3-carboxypropyl]-L-histidine + S-methyl-5'-thioadenosine
show the reaction diagram
-
-
SGPMSLRMTA + H2O = SGPMSLR + MTA
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (276 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibitor
-
AdoMet analog, competitive inhibitor
-
competitive inhibitor
-
powerful competitive inhibitor
-
weak inhibition
-
1 mM, 70% inhibition
-
weak
-
4 mM inhibits more than 50%
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1502 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (136 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.8
-
at pH 7.4 and 25°C
0.8
-
pH 7.4, 25°C

KM Value (177 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0071
-
at pH 7.4 and 25°C
0.0071
-
pH 7.4, 25°C

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.95
-
-
0.00057
-
at pH 7.5 and 25°C
0.46
-
-
0.022
-
-
0.07
-
pH 7.4, 25°C
0.0003
-
-
0.0037
-
pH 7.5, 78°C

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.014
-
pH 7.5, 78°C
0.001
-
in 50 mM potassium phosphate (pH 7.0), at 37°C

References & Links

Links to other databases for 5'-S-methyl-5'-thioadenosine

EXTERNAL LINKS