4.1.1.50: adenosylmethionine decarboxylase
This is an abbreviated version!
For detailed information about adenosylmethionine decarboxylase, go to the full flat file.
Word Map on EC 4.1.1.50
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4.1.1.50
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polyamine
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spermidine
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putrescine
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methylglyoxal
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bisguanylhydrazone
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diamine
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alpha-difluoromethylornithine
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brucei
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prostate
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decarboxylases
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l-ornithine
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trypanosoma
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n1-acetyltransferase
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antiproliferative
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proenzyme
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pyruvoyl
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aminopropyltransferases
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agmatine
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agriculture
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1,3-diaminopropane
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synthesis
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pentamidine
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trypanosomatids
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n1-acetylspermidine
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medicine
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pao
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pharmacology
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adenosyltransferase
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antizyme
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dl-alpha-difluoromethylornithine
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glyoxal
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drought
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rhodesiense
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trypanosomiasis
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analysis
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trypanothione
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guanylhydrazone
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difluoromethylornithine
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uorfs
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normfinder
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methylthioadenosine
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biotechnology
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arginase
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polyamine-depleted
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cadaverine
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genorm
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berenil
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enzyme-activated
- 4.1.1.50
- polyamine
- spermidine
- putrescine
- methylglyoxal
- bisguanylhydrazone
- diamine
- alpha-difluoromethylornithine
- brucei
- prostate
- decarboxylases
- l-ornithine
- trypanosoma
-
n1-acetyltransferase
-
antiproliferative
- proenzyme
-
pyruvoyl
- aminopropyltransferases
- agmatine
- agriculture
- 1,3-diaminopropane
- synthesis
- pentamidine
-
trypanosomatids
- n1-acetylspermidine
- medicine
- pao
- pharmacology
-
adenosyltransferase
- antizyme
- dl-alpha-difluoromethylornithine
- glyoxal
- drought
- rhodesiense
- trypanosomiasis
- analysis
- trypanothione
-
guanylhydrazone
- difluoromethylornithine
-
uorfs
-
normfinder
- methylthioadenosine
- biotechnology
- arginase
-
polyamine-depleted
- cadaverine
-
genorm
- berenil
-
enzyme-activated
Reaction
Synonyms
Ado-MetDC, AdoMet decarboxylase, AdoMetDC, AdoMetDC/ODC, AMDC, BjSAMDC1, BjSAMDC2, BjSAMDC3, BjSAMDC4, BlsE, Bud2, MdSAMDC1, MdSAMDC2, OsSAMDC, PfAdoMetDC, protein SSO0585, S-adenosyl methionine decarboxylase, S-Adenosyl-L-methionine decarboxylase, S-adenosyl-methionine-decarboxylase, S-adenosylmethionine decarboxy-lase/ornithine decarboxylase, S-Adenosylmethionine decarboxylase, S-adenosylmethionine decarboxylase 1, S-adenosylmethionine decarboxylase 2, S-adenosylmethionine decarboxylase 3, S-adenosylmethionine decarboxylase 4, SAM decarboxylase, SAM-DC, SAMDC, SvPEPC, Tb927.6.4410
ECTree
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Inhibitors
Inhibitors on EC 4.1.1.50 - adenosylmethionine decarboxylase
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(2E)-2-[(2E)-2-[(diaminomethyl)hydrazono]-1-methylethylidene]hydrazinecarboximidamide
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i.e. MGBG, active site inhibitor
(2R,3R,4R,5R)-2-([[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]methyl)-5-(6-amino-9H-purin-9-yl)-4-fluorotetrahydrofuran-3-ol
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(2R,3R,4S,5R)-2-([[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]methyl)-5-(6-amino-9H-purin-9-yl)-4-fluorotetrahydrofuran-3-ol
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(2R,3S,4R,5R)-2-([[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]methyl)-5-(6-amino-2-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diol
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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-amino-3-[(E)-(2-fluorophenyl)diazenyl]-4,5,6,7-tetrahydro-8H-cyclopenta[d]pyrazolo[1,5-a]pyrimidin-8-one
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compound shows comparable inhibitory effects as methylglyoxal bis(guanylhydrazone)
2-[2-(diethylammonio)ethyl]-9-hydroxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazol-2-ium
67% inhibition at 0.1 mM
3-[(E)-[(2E)-[amino[(2E)-2-[3-[amino(imino)methyl]benzylidene]hydrazino]methylene]hydrazono]methyl]benzenecarboximidamide
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i.e. CGP40215, active site inhibitor
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'-[(2-hydrazinocarbonylethyl)methylamino]-8-methyladenosine sulfate
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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'-deoxyadenosine
less than 5% inhibition at 0.1 mM
5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
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5'-[(2-aminooxyethyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(2-carboxamidoethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
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5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
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5'-[(3-aminopropyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-(methylamino)adenosine sulfate
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5'-[(4-aminooxybutyl)methylamino]-5'-deoxy-8-phenyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[(carboxamidomethyl)methylamino]-5'-deoxy-8-methyladenosine sulfate
less than 5% inhibition at 0.1 mM
5'-[[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]-5'-deoxy-2-methyladenosine
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5'-[[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]-5'-deoxy-8-ethyladenosine
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5'-[[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]-5'-deoxy-8-methyladenosine
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5'-[[(2Z)-4-aminobut-2-en-1-yl](methyl)amino]-5'-deoxy-8-propyladenosine
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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
Bis[[3-(aminoiminomethyl)phenyl]methylene]carbonimidic dihydrazide trihydrochloride
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i.e. CGP 40215A
CGP 48664A
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i.e. 4-amidinoindan-1-one-20-amidinohydrazone, also known as SAM486A
CGP48664
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non-competitive inhibition, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
N4-(3,5-dibromophenyl)-6-methylpyrimidine-2,4-diamine
more than 100fold selectivity for Trypanosoma brucei enzyme over human enzyme
N4-(3,5-dichloro-4-fluorophenyl)-6-methylpyrimidine-2,4-diamine
more than 100fold selectivity for Trypanosoma brucei enzyme over human enzyme
NaCl
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enzyme from infected cells is unaffected up to 0.8 M, 50% inhibition of the enzyme from uninfected cells at 0.45 M
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i.e. CGP48664A, SAM486A, active site inhibitor, in addition suppresses HIV-1 replication
(2E)-2-[4-[amino(imino)methyl]-2,3-dihydro-1H-inden-1-ylidene]hydrazinecarboximidamide
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i.e. CGP 48664A, stimulation in the range of 0.1-10 microM, inhibition at higher comcentration. Binds to the putrescine binding site and to the active site
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competitive with respect to S-adenosylmethionine; i.e. decarboxylated S-adenosylmethionine
(5-deoxy-5-adenosyl)(3-aminopropyl)methylsulfonium salt
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competitive with respect to S-adenosylmethionine
5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxyadenosine
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MDL 73811
5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxyadenosine
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MDL 73811
5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxyadenosine
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MDL 73811
5'-[[(Z)-4-aminobut-2-enyl](methylamino)]adenosine
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MDL-73811
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irreversible; the inhibitor leads to transamination of the pyruvate prosthetic group
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Genz-644131, potent inhibitor
8-methyl-5'-[[(Z)-4-aminobut-2-enyl]-(methylamino)]adenosine
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Genz-644131, potent inhibitor
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85% inhibition at 2 mM, in presence of 2 mM putrescine, degree of inhibition depends on actual putrescine abundance
BW-1
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99% inhibition at 2 mM, in presence of 2 mM putrescine, degree of inhibition depends on actual putrescine abundance
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
Genz-644131
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxy-8-methyladenosine
iodoacetic acid
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after treatment with iodoacetic acid at 37°C for 1 h, the activity of AdoMetDC in the absence of putrescine is almost completely inhibited
MDL73811
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i.e. 5'-[[(Z)-4-amino-2-butenyl]methylamino]-5'-deoxyadenosine, complete inhibition at 0.005 mM
MDL73811
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irreversible inhibitor, i.e. 5'-([(Z)-4-amino-2-butenyl]methylamino)-5'-deoxyadenosine
methylglyoxal bis(guanylhydrazone)
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competitive, binds at a single site per enzyme heterodimer
methylglyoxal bis(guanylhydrazone)
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13% inhibition at 10 mM, 58% inhibition at 10 mM
methylglyoxal-bis(guanylhydrazone)
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in the absence of phenanthrene, treatment with 2.0 mM methylglyoxal-bis(guanylhydrazone) inhibits SAMDC activity by 73%
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inactivation in presence of adenosylmethionine and Mg2+, no inactivation in absence of substrate and Mg2+
PMW-2000-11-13-1
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97% inhibition at 2 mM, in presence of 2 mM putrescine
S-(5'-Deoxy-5'-adenosyl)methylthioethylhydroxylamine
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69% inhibition at 0.5 mM
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substrate inactivation results in the conversion of the pyruvoyl group to an alanyl residue. The mechanism of inactivation involves the transamination of the nascent product to the pyruvoyl group, followed by the elimination of methylthioadenosine and the generation of a 2-propenal equivalent which can undergo a Michael addition to the enzyme
S-adenosyl-L-methionine
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in presence of saturating concentrations of putrescine
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
SAM486A
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previously described as CGP4864A, i.e. 4-amidinoindan-1-one-2'-amidinohydrazone
spermine
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inhibits the enzyme from liver from sham-operated rats, no effect on regenerating liver enzyme
additional information
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not inhibitory are: MgCl2, CaCl2, EDTA, putrescine at 10 mM each, or KCl at 50 mM
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additional information
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inhibited by CGP 51467A, CGP 48009A, and CGP 62577A
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additional information
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inhibition of SAMDC by methylglyoxal-bis(guanylhydrazone), and hence reduced spermidine and spermine synthesis limits the ability of plants to recover following exposure to phenanthrene to a slightly greater extent than inhibition of arginine decarboxylase; inhibition of SAMDC results in much greater levels of oxidative damage than seen in plants treated with 0.5 microM phenanthrene; treatment of plants exposed to phenanthrene with DL-alpha-difluoromethylarginine does not result in any major changes to the trends in SAMDC activity observed in plants exposed to phenanthrene
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additional information
Thermostichus vulcanus
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the enzyme is almost insensitive to feedback inhibition at neutral pH
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additional information
identification of a inhibitor series based on a pyrimidineamine pharmacophore. The pyrimidineamines show selectivity for Trypanosoma brucei enzyme over the human enzyme, inhibit parasite growth in whole-cell assay, and have good predicted blood-brain barrier penetration
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