Ligand S-adenosylmethioninamine

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Basic Ligand Information

Molecular Structure
Picture of S-adenosylmethioninamine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C14H23N6O3S
S-adenosylmethioninamine
ZUNBITIXDCPNSD-LSRJEVITSA-N
Synonyms:
(5-deoxy-5-adenosyl)(3-aminopropyl)-methylsulfonium, (5-deoxy-5-adenosyl)(3-aminopropyl)-methylsulfonium salt, (5-deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium salt, 5'-deoxy-5'-[methyl-(3-aminopropyl)-sulfonio]-adenosine, decarboxylated adenosylmethionine, S-5'-deoxyadenosyl-(5')-3-methylthiopropylamine, S-adenosyl-(5')-3-methylthio-1-propylamine, S-adenosyl-(5')-3-methylthiopropylamine, S-adenosyl-3-methylthio-1-propylamine, S-adenosyl-L-methioninamine, S-adenosyl-L-methionineamine, S-adenosyl 3-(methylsulfanyl)propylamine, S-adenosyl 3-(methylthio)propylamine, S-methyladenosylhomocysteamine
Pathway Source
Pathways
BRENDA
methionine metabolism, polyamine pathway
KEGG
Arginine and proline metabolism, Cysteine and methionine metabolism
MetaCyc
aminopropylcadaverine biosynthesis, branched-chain polyamines biosynthesis, long-chain polyamine biosynthesis, spermidine biosynthesis I, spermidine biosynthesis III more


Show all pahtways known for Show all BRENDA pathways known for S-adenosylmethioninamine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (24 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
S-adenosylmethioninamine + propane-1,3-diamine = 5'-methylthioadenosine + N-(3-aminopropyl)-1,3-diaminopropane
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (76 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
S-adenosyl-(5')-3-methylthiopropylamine + 8-amino-7-oxononanoate = ? + (7S,8R)-diaminononanoate
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show the reaction diagram
(5-deoxy-5-adenosyl)(3-aminopropyl)-methylsulfonium + CO2 = S-adenosyl-L-methionine + H+
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Product in Enzyme-catalyzed Reactions (3 results)

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EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (8 results)

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COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
at concentrations above 0.05 mM
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competitive substrate inhibition
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complete inhibition at 0.080 mM
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competitive with respect to S-adenosylmethionine
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competitive with respect to S-adenosylmethionine; i.e. decarboxylated S-adenosylmethionine
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irreversible
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strong
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (16 results)

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COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
pH 9.0, 37°C
0.73
-
pH 7.5, 37°C, recombinant enzyme
1.9
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pH 7.5, 37°C, recombinant SPS mutant C159A
0.128
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pH 7.5, 37°C, recombinant SPS mutant C159S
0.145
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pH 7.5, 37°C, recombinant SPS mutant I163A
0.138
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pH 7.5, 37°C, recombinant SPS mutant P162A
0.156
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pH 7.5, 37°C, recombinant SPS mutant P165A
0.15
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pH 7.5, 37°C, recombinant SPS mutant T160A
0.135
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pH 7.5, 37°C, recombinant wild-type enzyme
pH 7.5, 80°C, recombinant mutant D101I
0.012
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pH 7.5, 80°C, recombinant mutant D170A
0.014
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pH 7.5, 80°C, recombinant mutant D173A
1.5
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pH 7.5, 80°C, recombinant mutant Y76F
8.1
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pH 7.5, 80°C, recombinant wild-type enzyme
22.7
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pH 9.0, recombinant wild-type enzyme and mutant R253K
0.016
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KM Value (34 results)

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COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
pH 9.0, 37°C
1.64
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pH 7.4, 37ºC, partially purified enzyme
0.0067
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pH 7.5, 37°C, recombinant wild-type enzyme
0.032
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pH 7.5, 37°C, recombinant SPS mutant T160A
0.05
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pH 7.5, 37°C, recombinant SPS mutant P165A
0.059
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pH 7.5, 37°C, recombinant SPS mutant P162A
0.035
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pH 7.5, 37°C, recombinant SPS mutant I163A
0.029
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pH 7.5, 37°C, recombinant SPS mutant C159S
0.033
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pH 7.5, 37°C, recombinant SPS mutant C159A
0.038
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pH 7.5, 37°C, recombinant enzyme
pH 7.5, 37°C
0.02
-
pH 7.5, 34ºC
0.004
-
pH 7.4, 37ºC, spleen
0.007
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pH 7.4, 37ºC
0.0003
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pH 7.2, 37ºC
pH 7.2, 37°C
0.00009
-
pH 7.0, 37°C
0.0353
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pH 8.0, 37ºC
0.0004
-
pH 8.0, 37ºC, fluorometric assay
0.0022
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pH 8.2, 37ºC, spectrophotometric assay
0.0022
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pH 8.8, 37ºC, crude extracts
0.0067
-
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0.111
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wild type enzyme, at pH 7.5 and 37°C
0.0005
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mutant enzyme S165D/L175E/T178H/C206R, at pH 7.5 and 37°C
0.0009
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pH 7.5, 78°C
0.0079
-
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0.091
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pH 9.0, recombinant mutant R253K
0.1
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pH 9.0, recombinant wild-type enzyme
0.75
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References & Links

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Links to other databases for S-adenosylmethioninamine

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ChEBI
PubChem
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PubChem