Ligand 5'-methylthioadenosine

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Basic Ligand Information

Molecular Structure
Picture of 5'-methylthioadenosine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C11H15N5O3S
5'-methylthioadenosine
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'-S-methyl-5'-thioadenosine, 5-methylthioadenosine, deoxymethylthioadenosine, methylthio-adenosine, methylthioadenosine, MTA, S-methyl-5'-thioadenosine, S-methyl-thioadenosine


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (37 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
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S-methyl-5'-thioadenosine + H2O = S-methyl-5'-thioinosine + NH3
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5'-methylthioadenosine + H2O = 5'-methylthioinosine + NH3
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (145 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
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4-coumaroyl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-(4-coumaroyl)-L-homoserine lactone
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S-adenosyl-L-methionine + 4-demethylwyosine37 in tRNAPhe = S-methyl-5'-thioadenosine + 7-[(3S)-(3-amino-3-carboxypropyl)-4-demethyl]wyosine37 in tRNAPhe
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S-adenosylmethioninamine + propane-1,3-diamine = 5'-methylthioadenosine + N-(3-aminopropyl)-1,3-diaminopropane
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S-adenosyl-L-methionine + N6-(DELTA2-isopentenyl)-adenine = 5'-methylthioadenosine + discadenine
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S-adenosyl-L-methionine = 5'-methylthioadenosine + alpha-amino-gamma-butyrolactone
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S-adenosyl-L-methionine + H2O = methylthioadenosine + L-homoserine
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Substrate in Enzyme-catalyzed Reactions (75 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5'-methylthioadenosine + H2O = ?
show the reaction diagram
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S-methyl-5'-thioadenosine + H2O = S-methyl-5'-thioinosine + NH3
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5'-methylthioadenosine + H2O = 5'-methylthioinosine + NH3
show the reaction diagram
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5'-methylthioadenosine + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (337 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-coumaroyl-CoA + S-adenosyl-L-methionine = CoA + S-methyl-5'-thioadenosine + N-(4-coumaroyl)-L-homoserine lactone
show the reaction diagram
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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
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S-adenosyl-L-methionine + D-histidine = N-[(3S)-3-amino-3-carboxypropyl]-D-histidine + S-methyl-5'-thioadenosine
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S-adenosyl-L-methionine + tRNAPhe = 5'-methylthioadenosine + tRNA 3-(3-amino-3-carboxypropyl) uridine
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S-adenosyl-L-methionine + nocardicin E = 5'-methylthioadenosine + isonocardicin A
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S-adenosyl-L-methionine + H2O = methylthioadenosine + L-homoserine
show the reaction diagram
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SGPMSLRMTA + H2O = SGPMSLR + MTA
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Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (153 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibitor
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AdoMet analog, competitive inhibitor
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competitive inhibitor
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powerful competitive inhibitor
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4 mM inhibits more than 50%
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weak inhibition
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1 mM, 70% inhibition
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weak
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3D Structure of Enzyme-Ligand-Complex (PDB) (621 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (114 results)

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