Information on EC 4.1.1.50 - adenosylmethionine decarboxylase and Organism(s) Homo sapiens

for references in articles please use BRENDA:EC4.1.1.50
Word Map on EC 4.1.1.50
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
This record set is specific for:
Homo sapiens
Show additional data
Do not include text mining results
Include (text mining) results
Include results (AMENDA + additional results, but less precise)


The taxonomic range for the selected organisms is: Homo sapiens

The enzyme appears in selected viruses and cellular organisms

EC NUMBER
COMMENTARY hide
4.1.1.50
-
RECOMMENDED NAME
GeneOntology No.
adenosylmethionine decarboxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine = S-adenosyl 3-(methylsulfanyl)propylamine + CO2
show the reaction diagram
mechanism
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
decarboxylation
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
spermidine biosynthesis I
-
-
spermidine biosynthesis III
-
-
spermine biosynthesis
-
-
polyamine pathway
-
-
Cysteine and methionine metabolism
-
-
Arginine and proline metabolism
-
-
Metabolic pathways
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine carboxy-lyase [(5-deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium-salt-forming]
The Escherichia coli enzyme contains a pyruvoyl group.
CAS REGISTRY NUMBER
COMMENTARY hide
9036-20-8
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
-
overexpression of S-adenosylmethionine decarboxylase in rodent fibroblasts leads to aggressive transformants (Amdc-s cells) that have high invasive capacity in nude mice, invading rapidly from the subcutaneous injection site into the peritoneal cavity and its organs. Amdc-s-induced tumors show chaotic neovascularization, with abundant pleomorphic vessel-like structures that have noncontiguous or totally missing laminin (basement membrane) and CD31 (endothelial cell) immunoreactivity
physiological function
-
S-adenosylmethionine decarboxylase is a key enzyme in the biosynthesis of polyamines essential for cell proliferation
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine
(5-deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium salt + CO2
show the reaction diagram
S-adenosyl-L-methionine
?
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine
?
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
thiamine diphosphate
-
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1E)-1-(9-bromo-3-phenanthryl)ethanone oxime
-
75% inhibition at 0.1 mM
(R)-alpha-methylspermine
-
-
(R,R)-alpha,omega-bismethylspermine
-
best suppressor of AdoMetDC activity
(S)-(5'-deoxy-5'-adenosyl)methylthioethylhydroxylamine
-
-
(S)-alpha-methylspermidine
-
-
1,3-di-9H-fluoren-2-ylthiourea
-
69% inhibition at 0.1 mM
1-(4-hydroxy-5-isopropyl-2-methylphenyl)-3-(1-naphthyl)urea
-
61% inhibition at 0.1 mM
2'-[(9H-fluoren-2-ylamino)carbonyl]biphenyl-2-carboxylate
-
74% inhibition at 0.1 mM
2-[2-(diethylammonio)ethyl]-9-hydroxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazol-2-ium
-
67% inhibition at 0.1 mM
4-amidinoindan-1-one-2'-amidinohydrazone
4-[(E)-2-(2-chlorophenyl)vinyl]quinolinium
-
67% inhibition at 0.1 mM
5'-deoxy 5'-[(2-guanidinoethyl)methylamino]adenosine
less than 5% inhibition at 0.1 mM
5'-deoxy-5'-(2-methylaminoethylamino)adenosine
less than 5% inhibition at 0.1 mM
5'-deoxy-5'-(3-methylaminopropylamino)-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-deoxy-5'-(dimethyl-sulfonio)adenosine
-
-
5'-deoxy-5'-(N,N-dimethylamino)-8-methyladenosine
-
5'-deoxy-5'-(N,N-dimethylamino)adenosine
-
5'-deoxy-5'-(N-dimethyl)amino-8-methyl adenosine
-
-
5'-deoxy-5'-(N-dimethyl)amino-8-methyladenosine
-
-
5'-deoxy-5'-dimethylsulfonio-8-methyladenosine
-
-
5'-deoxy-5'-dimethylsulfonio-8-methyladenosine chloride
-
5'-deoxy-5'-dimethylsulfonioadenosine chloride
-
5'-deoxy-5'-dimethylthioadenosine
-
-
5'-deoxy-5'-[(2-aminooxyethyl)methylamino]adenosine
-
-
5'-deoxy-5'-[(2-hydrazinocarbonylethyl)methylamino]-8-methyladenosine sulfate
-
5'-deoxy-5'-[(2-hydrazinocarbonylethyl)methylamino]-adenosine sulfate
-
5'-deoxy-5'-[(2-hydrazinoethyl)methylamino]adenosine
-
5'-deoxy-5'-[(2-hydroxyamidinoethyl)methylamino]adenosine
-
5'-Deoxy-5'-[(3-hydrazinopropyl)methylamino]adenosine
5'-deoxy-5'-[(hydrazinocarbonylmethyl)methylamino]-8-methyladenosine
-
5'-deoxy-5'-[N-methyl-N-(3-hydrazino-propyl)amino]adenosine
-
-
5'-deoxy-5'-[N-methyl-N-(3-hydrazinopropyl)amino]adenosine
-
-
5'-deoxy-5'-[N-methyl-N-[(2-aminooxy)-ethyl]amino]adenosine
-
-
5'-deoxy-5'-[N-methyl-N-[(2-aminooxy)ethyl]amino]adenosine
-
-
5'-deoxy-8-(methylamino)-5'-(3-methylaminopropylamino)adenosine sulfate
less than 5% inhibition at 0.1 mM
5'-deoxy-8-methyl-5'-(2-methylaminoethylamino)adenosine
less than 5% inhibition at 0.1 mM
5'-[(2-aminoethyl)methylamino]-5'-deoxy-8-methyladenosine
-
5'-[(2-aminoethyl)methylamino]-5'-deoxyadenosine
less than 5% inhibition at 0.1 mM
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
-
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
-
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(2-aminooxyethyl)methylamino]-5'-deoxyadenosine
-
5'-[(2-carboxamidoethyl)methyamino]-5'-deoxy-8-ethyladenosine sulfate
-
5'-[(2-carboxamidoethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
-
5'-[(2-carboxamidoethyl)methylamino]-5'-deoxyadenosine sulfate
-
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
-
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-ethyladenosine sulfate
-
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
-
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(3-aminopropyl)methylamino]-5'-deoxyadenosine sulfate
-
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
-
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-ethyladenosine sulfate
-
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
-
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-oxoadenosine sulfate
-
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(4-aminooxybutyl)methylamino]-5'-deoxyadenosine sulfate
-
5'-[(carboxamidomethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxyadenosine
5'-{[(Z)-4-Amino-2-butenyl]methylamino}-5'-deoxyadenosine
-
irreversible; the inhibitor leads to transamination of the pyruvate prosthetic group
9-amino-6-[(E)-(2,6-diaminopyridin-3-yl)diazenyl]-2-ethoxyacridinium
-
64% inhibition at 0.1 mM
9-hydroxy-5,11-dimethyl-2-(2-piperidinium-1-ylethyl)-6H-pyrido[4,3-b]carbazol-2-ium
-
69% inhibition at 0.1 mM
BW-1
-
85% inhibition at 2 mM, in presence of 2 mM putrescine, degree of inhibition depends on actual putrescine abundance
CGP 48664
-
specific inhibitor of AdoMetDC
CGP48664A
-
i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
Genz-643990
-
-
Genz-644043
-
-
Genz-644053
-
-
Genz-644131
iodoacetic acid
-
-
MDL 27695
-
44% inhibition at 2 mM, in presence of 2 mM putrescine
MDL73811
-
irreversible inhibitor
methylglyoxal bis(guanylhydrazone)
methylglyoxalbis(guanylhydrazone)
-
-
NaCl
-
enzyme from infected cells is unaffected up to 0.8 M, 50% inhibition of the enzyme from uninfected cells at 0.45 M
PMW-2000-11-13-1
-
52% inhibition at 2 mM, in presence of 2 mM putrescine
RHW-17-69-75
-
45% inhibition at 2 mM, in presence of 2 mM putrescine
SAM486A
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
difluoromethylornithine
-
5 mM causes an induction of the enzyme activity
putrescine
pyruvate
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.146 - 0.245
S-adenosyl-L-methionine
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.45
NaCl
-
enzyme from infected cells is unaffected up to 0.8 M; inhibition of the enzyme from uninfected cells
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0006
5'-deoxy-5'-(N,N-dimethylamino)-8-methyladenosine
Homo sapiens;
P17707
-
0.009
5'-deoxy-5'-(N,N-dimethylamino)adenosine
Homo sapiens;
P17707
-
0.003
5'-deoxy-5'-dimethylsulfonio-8-methyladenosine chloride
Homo sapiens;
P17707
-
0.015
5'-deoxy-5'-dimethylsulfonioadenosine chloride
Homo sapiens;
P17707
-
0.00017
5'-deoxy-5'-[(2-hydrazinocarbonylethyl)methylamino]-8-methyladenosine
Homo sapiens;
P17707
-
0.0015
5'-deoxy-5'-[(2-hydrazinocarbonylethyl)methylamino]-adenosine sulfate
Homo sapiens;
P17707
-
0.157
5'-deoxy-5'-[(2-hydroxyamidinoethyl)methylamino]adenosine
Homo sapiens;
P17707
-
0.031
5'-deoxy-5'-[(hydrazinocarbonylmethyl)methylamino]-8-methyladenosine
Homo sapiens;
P17707
-
0.088
5'-[(2-aminoethyl)methylamino]-5'-deoxy-8-methyladenosine
Homo sapiens;
P17707
-
0.000086
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
Homo sapiens;
P17707
-
0.000007
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
Homo sapiens;
P17707
-
0.000055
5'-[(2-aminooxyethyl)methylamino]-5'-deoxyadenosine
Homo sapiens;
P17707
-
0.004
5'-[(2-carboxamidoethyl)methyamino]-5'-deoxy-8-ethyladenosine sulfate
Homo sapiens;
P17707
-
0.0004
5'-[(2-carboxamidoethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
Homo sapiens;
P17707
-
0.007
5'-[(2-carboxamidoethyl)methylamino]-5'-deoxyadenosine sulfate
Homo sapiens;
P17707
-
0.44
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
Homo sapiens;
P17707
-
0.42
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-ethyladenosine sulfate
Homo sapiens;
P17707
-
0.07
5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
Homo sapiens;
P17707
-
0.5
5'-[(3-aminopropyl)methylamino]-5'-deoxyadenosine sulfate
Homo sapiens;
P17707
-
0.000049
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
Homo sapiens;
P17707
-
0.000015
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-ethyladenosine sulfate
Homo sapiens;
P17707
-
0.000005
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
Homo sapiens;
P17707
-
0.000011
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-oxoadenosine sulfate
Homo sapiens;
P17707
-
0.000018
5'-[(4-aminooxybutyl)methylamino]-5'-deoxyadenosine sulfate
Homo sapiens;
P17707
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
1.992
-
-
121
-
plus 2 mM YZ-33-050C
148
-
plus 2 mM 33-003
152
-
plus 2 mM PMW-2000-11-13-5
176
-
plus 2 mM YZ-33-046
180
-
plus 2 mM 1,15-diamono-4,12-diazapentadecane
410
-
plus 2 mM putrescine
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.2 - 7.4
-
-
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
from salivary gland, culture on fibronectin-, collagen I gel-, and Matrigel-coated substrates for 12-24 h upregulates S-adenosylmethionine decarboxylase mRNA expression and enzyme activity compared to cells cultured on non-precoated substrates
Manually annotated by BRENDA team
-
MRC5, diploid, embryonic, uninfected or infected with cytomegalovirus
Manually annotated by BRENDA team
-
transfected MCF-7
Manually annotated by BRENDA team
-
epithelial cell, culture on fibronectin-, collagen I gel-, and Matrigel-coated substrates for 12-24 h upregulates S-adenosylmethionine decarboxylase mRNA expression and enzyme activity compared to cells cultured on non-precoated substrates
Manually annotated by BRENDA team
PDB
SCOP
CATH
UNIPROT
ORGANISM
Homo sapiens;
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8900
-
x * 39600, proenzyme, x * 30600, alpha, + x * 8900, beta, SDS-PAGE
30600
-
x * 39600, proenzyme, x * 30600, alpha, + x * 8900, beta, SDS-PAGE
32000
-
x * 32000, SDS-PAGE of recombinant alpha subunit, including His-tag
38000
-
estimated from amino acid sequence
39600
-
x * 39600, proenzyme, x * 30600, alpha, + x * 8900, beta, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
-
x-ray crystallography
heterodimer
-
x-ray crystallography
additional information
-
enzyme forms a four-layer alpha-beta-beta-alpha sandwich, crystallization data
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
proteolytic modification
-
proenzyme of 39600 Da is cleaved to alpha subunit, 30600 Da, and beta subunit, 8900 Da
additional information
-
AdoMetDC is expressed as an inactive proenzyme that undergoes autoprocessing to the active enzyme. The autoprocessing involves an internal serinolysis reaction leading to the cleavage of the backbone to alpha and beta subunits with the latter being the smaller subunit and to generation of a pyruvoyl group at the N-terminus of the alpha chain
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
AdoMetDC F223A mutant complexed with S-adenosylmethionine and the wild type protein complexed with several substituted inhibitors, hanging drop vapor diffusion method, at 22°C in 13-16% PEG 8000, 100 mM Tris, pH 8.0-9.0, and 10 mM dithiothreitol
cocrystallized with 5'-deoxy-5'-dimethylthioadenosine and 5'-deoxy-5'-(N-dimethyl)amino-8-methyladenosine, hanging drop vapor diffusion method, at 22°C in 13-16% (w/v) polyethylene glycol 8000, 100 mM tris(hydroxymethyl)aminomethane (pH 8.0-9.0), and 10 mM dithiothreitol
-
in complex with different inhibitors and with a substrate analogue
-
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
47
-
10 min, 50% loss of activity
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
freezing inactivates
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4°C, stable for up to 2 weeks
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
large-scale
-
Ni2+-agarose column chromatography
-
recombinant alpha subunit
-
TALON metal affinity resin column chromatography
-
Talon metal affinity resin column chromatography and Sephadex G-75 gel filtration
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
enzyme alpha subunit, expression in Escherichia coli
-
expressed in Amdc-s cells (NIH3T3 cells transfected with human AdoMetDC cDNA)
-
expressed in Escherichia coli
-
expressed in Escherichia coli BL21(DE3) JM109 cells
expressed in Escherichia coli JM109 cells
-
expression in Escherichia coli
-
expression in sense and antisense orientations in mouse NIH3T3 cells
-
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
AdoMetDC is negatively regulated by spermidine and spermine
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
H243A
-
the mutation traps the enzyme in the ester form
S68A
-
themutant lacks the hydroxyl group necessary for processing and traps the enzyme in a form similar to the proenzyme
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine