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Literature summary for 1.5.3.14 extracted from

  • Manetti, F.; Cona, A.; Angeli, L.; Mugnaini, C.; Raffi, F.; Capone, C.; Dreassi, E.; Zizzari, A.T.; Tisi, A.; Federico, R.; Botta, M.
    Synthesis and biological evaluation of guanidino compounds endowed with subnanomolar affinity as competitive inhibitors of maize polyamine oxidase (2009), J. Med. Chem., 52, 4774-4785.
    View publication on PubMed
Search for more literature for 1.5.3.14

Inhibitors

Inhibitors Comment Organism Structure
(N1-5-aminopentyl)-N3-(cyclohexylethyl)-N1,N2,N3-tris(tert-butoxycarbonyl)guanidine
-
 Zea mays
1,8-diaminooctane
-
 Zea mays
1-(4-aminobutyl)-3-(4-fluorobenzyl)guanidine competitive inhibition of spermidine oxidation Zea mays
1-(4-aminobutyl)-3-but-3-en-1-ylguanidine competitive inhibition of spermidine oxidation Zea mays
1-(4-aminobutyl)-3-but-3-yn-1-ylguanidine competitive inhibition of spermidine oxidation Zea mays
1-(4-carbamimidamidobutyl)-3-(3-methylbut-2-en-1-yl)guanidine
-
 Zea mays
1-(5-aminopentyl)-3-(2-cyclohexylethyl)guanidine
-
 Zea mays
1-(5-aminopentyl)-3-(2-cyclopropylethyl)guanidine
-
 Zea mays
1-(5-aminopentyl)-3-(3-methoxybenzyl)guanidine
-
 Zea mays
1-(5-aminopentyl)-3-(4-methylpent-3-en-1-yl)guanidine competitive inhibition of spermidine oxidation Zea mays
1-(5-aminopentyl)-3-[(2E)-3-phenylprop-2-en-1-yl]guanidine
-
 Zea mays
1-(6-aminohexyl)-3-(4-methylpent-3-en-1-yl)guanidine competitive inhibition of spermidine oxidation Zea mays
1-(guanidino)-17-(N1-(gamma,gamma-dimethylallyl)guanidino)-9-azaheptadecane tris(trifluoroacetate)
-
 Zea mays
1-[3-[(3-aminopropyl)amino]propyl]-3-(3-methylbut-2-en-1-yl)guanidine
-
 Zea mays
1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(2-cyclopropylethyl)guanidine
-
 Zea mays
1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(2-phenylethyl)guanidine
-
 Zea mays
1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(3-methylbut-3-en-1-yl)guanidine
-
 Zea mays
3-(4-methylpent-3-en-1-yl)-1-[9-([7-[(4-methylpent-3-en-1-yl)carbamimidamido]heptyl]amino)nonyl]guanidine
-
 Zea mays
3-but-3-yn-1-yl-1-[7-[(9-carbamimidamidononyl)amino]heptyl]guanidine
-
 Zea mays
3-[(2E)-but-2-en-1-yl]-1-[7-[(9-carbamimidamidononyl)amino]heptyl]guanidine
-
 Zea mays
agmatine competitive inhibition of spermidine oxidation Zea mays
iminoctadine
-
 Zea mays
additional information computational structure-function analysis of inhibitors, overview Zea mays
N,N'''-butane-1,4-diylbis[3-(3-methylbut-2-en-1-yl)guanidine] competitive inhibition of spermidine oxidation Zea mays
N-prenyl agmatine
-
 Zea mays
N1,N2-bis(tert-butoxycarbonyl)-N1-(cyclohexylethyl)-S-methylisothiourea
-
 Zea mays
N1,N2-bis(tert-butoxycarbonyl)-N1-(gamma,gamma-dimethylallyl)-S-methylisothiourea
-
 Zea mays
N1,N2-bis(tert-butoxycarbonyl)-N1-(gamma,gamma-methylallyl)-S-methylisothiourea
-
 Zea mays
N1-(3-methoxybenzyl)-N3-(5-aminopentyl)-N2,N3,N4-tris(tertbutoxycarbonyl)guanidine
-
 Zea mays
N1-benzylamine-N3-(gamma,gamma-dimethyallyl)-N2,N3,N4-tris(tert-butoxycarbonyl)guanidine
-
 Zea mays
N1-benzylamine-N3-(gamma,gamma-dimethylallyl)guanidine bis-(trifluoroacetate)
-
 Zea mays
N1-[(30-aminopropyl)-3-aminopropyl]-N3-(gamma,gamma-dimethylallyl)-N2,N3-bis(tert-butoxycarbonyl)guanidine
-
 Zea mays
tert-butyl (2E)-but-2-en-1-yl[(E)-[(tert-butoxycarbonyl)imino](methylsulfanyl)methyl]carbamate
-
 Zea mays
tert-butyl (4-[(tert-butoxycarbonyl)[(E)-[(tert-butoxycarbonyl)imino](methylsulfanyl)methyl]amino]butyl)methylcarbamate
-
 Zea mays
tert-butyl (6-aminohexyl)[(tert-butoxycarbonyl)(cyclopropylmethyl)carbamimidoyl]carbamate
-
 Zea mays
tert-butyl (6-aminohexyl)[(tert-butoxycarbonyl)[(3E)-4-phenylbut-3-en-1-yl]carbamimidoyl]carbamate
-
 Zea mays
tert-butyl benzyl[(E)-[(tert-butoxycarbonyl)imino](methylsulfanyl)methyl]carbamate
-
 Zea mays
tert-butyl [(1E)-[(tert-butoxycarbonyl)(cyclopropylmethyl)amino](methylsulfanyl)methylidene]carbamate
-
 Zea mays
tert-butyl [(E)-[(tert-butoxycarbonyl)imino](methylsulfanyl)methyl]prop-2-yn-1-ylcarbamate
-
 Zea mays
tert-butyl [(E)-[(tert-butoxycarbonyl)imino](methylsulfanyl)methyl][(2E)-3-phenylprop-2-en-1-yl]carbamate
-
 Zea mays

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
spermidine + O2 + H2O Zea mays
-
 propane-1,3-diamine + 4-aminobutanal + H2O2
-
 ?

Organism

Organism UniProt Comment Textmining
Zea mays O64411
-
-

Source Tissue

Source Tissue Comment Organism Textmining
leaf
-
 Zea mays
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
spermidine + O2 + H2O
-
 Zea mays propane-1,3-diamine + 4-aminobutanal + H2O2
-
 ?
spermidine + O2 + H2O enzyme activity is measured spectrophotometrically by following the formation of a pink adduct resulting from the H2O2-dependent oxidation of 4-aminoantipyrine catalyzed by horseradish peroxidase and the subsequent condensation of oxidized 4-aminoantipyrine with 3,5-dichloro-2-hydroxybenzenesulfonic acid Zea mays propane-1,3-diamine + 4-aminobutanal + H2O2
-
 ?

Synonyms

Synonyms Comment Organism
MPAO
-
 Zea mays
ZmPAO
-
 Zea mays

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Zea mays

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5
-
 assay at Zea mays

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00000008
-
 1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(2-cyclopropylethyl)guanidine pH 6.5, 25°C Zea mays
0.0000005
-
 1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(3-methylbut-3-en-1-yl)guanidine pH 6.5, 25°C Zea mays
0.0000007
-
 3-but-3-yn-1-yl-1-[7-[(9-carbamimidamidononyl)amino]heptyl]guanidine pH 6.5, 25°C Zea mays
0.000001
-
 1-[7-[(9-carbamimidamidononyl)amino]heptyl]-3-(2-phenylethyl)guanidine pH 6.5, 25°C Zea mays
0.0000011
-
 3-[(2E)-but-2-en-1-yl]-1-[7-[(9-carbamimidamidononyl)amino]heptyl]guanidine pH 6.5, 25°C Zea mays
0.0000017
-
 3-(4-methylpent-3-en-1-yl)-1-[9-([7-[(4-methylpent-3-en-1-yl)carbamimidamido]heptyl]amino)nonyl]guanidine pH 6.5, 25°C Zea mays
0.000003
-
 1-(guanidino)-17-(N1-(gamma,gamma-dimethylallyl)guanidino)-9-azaheptadecane tris(trifluoroacetate) pH 6.5, 25°C Zea mays
0.0000075
-
 iminoctadine pH 6.5, 25°C Zea mays
0.00001
-
 1-(5-aminopentyl)-3-(4-methylpent-3-en-1-yl)guanidine pH 6.5, 25°C Zea mays
0.000015
-
 N-prenylagmatine pH 6.5, 25°C Zea mays
0.000022
-
 1-(6-aminohexyl)-3-(4-methylpent-3-en-1-yl)guanidine pH 6.5, 25°C Zea mays
0.00013
-
 1-(4-aminobutyl)-3-but-3-en-1-ylguanidine pH 6.5, 25°C Zea mays
0.00025
-
 1-(4-aminobutyl)-3-but-3-yn-1-ylguanidine pH 6.5, 25°C Zea mays
0.0003
-
 1,8-diaminooctane pH 6.5, 25°C Zea mays
0.00063
-
 1-(4-aminobutyl)-3-(4-fluorobenzyl)guanidine pH 6.5, 25°C Zea mays
0.0007
-
 1-(4-carbamimidamidobutyl)-3-(3-methylbut-2-en-1-yl)guanidine pH 6.5, 25°C Zea mays
0.00115
-
 1-(5-aminopentyl)-3-(3-methoxybenzyl)guanidine pH 6.5, 25°C Zea mays
0.00121
-
 1-[3-[(3-aminopropyl)amino]propyl]-3-(3-methylbut-2-en-1-yl)guanidine pH 6.5, 25°C Zea mays
0.0015
-
 N,N'''-butane-1,4-diylbis[3-(3-methylbut-2-en-1-yl)guanidine] pH 6.5, 25°C Zea mays
0.00153
-
 1-(5-aminopentyl)-3-[(2E)-3-phenylprop-2-en-1-yl]guanidine pH 6.5, 25°C Zea mays
0.00172
-
 1-(5-aminopentyl)-3-(2-cyclohexylethyl)guanidine pH 6.5, 25°C Zea mays
0.00258
-
 1-(5-aminopentyl)-3-(2-cyclopropylethyl)guanidine pH 6.5, 25°C Zea mays
0.003
-
 agmatine pH 6.5, 25°C Zea mays
0.018
-
 N1-benzylamine-N3-(gamma,gamma-dimethylallyl)guanidine bis-(trifluoroacetate) pH 6.5, 25°C Zea mays