1.5.3.16: spermine oxidase
This is an abbreviated version!
For detailed information about spermine oxidase, go to the full flat file.
Word Map on EC 1.5.3.16
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1.5.3.16
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polyamine
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putrescine
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acetylpolyamine
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back-conversion
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n1-acetylspermine
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n1-acetylpolyamine
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3-aminopropanal
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acrolein
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benspm
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medicine
- 1.5.3.16
- polyamine
- putrescine
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acetylpolyamine
-
back-conversion
- n1-acetylspermine
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n1-acetylpolyamine
- 3-aminopropanal
- acrolein
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benspm
- medicine
Reaction
Synonyms
AtPAO1, AtPAO4, AtPAO5, EC 1.5.3.11, Fms1 protein, GhPAO, hSMO, MmSMO, mSMO, mSMOalpha, mSMOmu, PAO, PAO1, PAO4, PAO5, PAO6, PAO7, PAOh1, PAOh1/SMO, SelPAO5, SMO, SMO(PAOh1), SMO/PAOh1, SMO5, SMOX, spermine oxidase, Spm oxidase, thermospermine oxidase
ECTree
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Inhibitors
Inhibitors on EC 1.5.3.16 - spermine oxidase
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6,6'-[ethane-1,2-diyldi(piperidine-4,1-diyl)]bis[N-[(2-methoxyphenyl)methyl]hexan-1-amine]
17fold selectivity for spermine oxidase over polyamine oxidase
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dithioerythritol
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up to 0.010 mM increase the enzyme activity, higher concentrations inhibited it
dithiothreitol
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up to 0.010 mM increase the enzyme activity, higher concentrations inhibited it
MDL 72145
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inhibited in a time-dependent manner. Half-life under saturation conditions is 0.8 min. MDL 72145 might be a chemical lead compound for the design of new chemotherapeutic agents against nematode infections
methoctramine
120fold selectivity for spermine oxidase over polyamine oxidase
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N,N1-bis(2,3-butadienyl)-1,4-butanediamine
i.e. MDL72527, competitive. If incubated for longer times, MDL72527 yields irreversible inhibition of the enzyme with a half-life of 15 min at 0.1 mM MDL72527
N-(3-[[3-(dimethylamino)propyl]amino]propyl)-8-quinolinecarboxamide
i.e. SI-4650, inhibits spermine oxidase enzyme activity, increases substrate spermine content and reduces product spermidine content. Treatment suppresses cell proliferation and migration, the inhibitor causes cell cycle arrest, induces cell apoptosis, and promotes autophagy
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N1,N1'-(pentane-1,5-diyl)bis[N6-[(2-methoxyphenyl)methyl]hexane-1,6-diamine]
9fold selectivity for spermine oxidase over polyamine oxidase
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N1,N7-bis(6-[[(2-methoxyphenyl)methyl]amino]hexyl)heptane-1,7-diamine
40fold selectivity for spermine oxidase over polyamine oxidase
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the specific inhibitor of mammalian polyamine oxidase, has no effect on the Ascaris suum enzyme
N,N'-bis(2,3-butadienyl)-1,4-butanediamine
i.e. MDL 72527. Binding of the inhibitor to the enzyme takes place essentially only through a hydrophobic interaction with Trp62 side chain
N1,N4-bis(2,3-butadienyl)-1,4-butanediamine
i.e. MDL72527, 0.25 mM, more than 95% inhibition
N1,N4-bis(2,3-butadienyl)-1,4-butanediamine
i.e. MDL72527, inhibits FAD-containing polyamine oxidases
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structure modeling analysis of complex formed with SMO
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the polyamine oxidase inhibitor MDL 72527 has no effect on the parasite polyamine oxidase activity
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additional information
no inhibition by N1-ethyl-N11-(cycloheptyl)methyl-4,8,diazaundecane
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additional information
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no inhibition by N1-ethyl-N11-(cycloheptyl)methyl-4,8,diazaundecane
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additional information
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no inhibition at pH 8.5: 1,8-diaminooctane, 1,12-diaminododecane (inhibitor of polyamine oxidase). Comparative study on murine PAO (mPAO) and SMO (mSMO) inhibition. The different behaviour displayed by 1,12-diaminododecane towards mPAO and mSMO reveals the occurrence of basic differences in the ligand binding mode of the two enzymes, the first enzyme interacting mainly with substrate secondary amino groups and the second one with substrate primary amino groups The data provide the basis for the development of novel and selective inhibitors able to discriminate between mammalian SMO and PAO activities
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