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Literature summary extracted from

  • Pegg, A.E.; Bitonti, A.J.; McCann, P.P.; Coward, J.K.
    Inhibition of bacterial aminopropyltransferases by S-adenosyl-1,8-diamino-3-thiooctane and by dicyclohexylamine (1983), FEBS Lett., 155, 192-196.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.16 Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Escherichia coli
2.5.1.16 Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Pseudomonas aeruginosa
2.5.1.16 Cyclohexylamine
-
 Rattus norvegicus
2.5.1.16 Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Serratia marcescens
2.5.1.16 S-Adenosyl-1,8-diamino-3-thiooctane competitive with 1,4-diaminobutane, potent inhibition, stronger than dicyclohexylamine in vitro, but not in vivo, at concentrations of S-adenosyl-3-methylthio-1-propylamine and 1,4-diaminobutane higher than those normally present in vivo. At concentration of substrates that approximate in vivo conditions, more than 20fold stronger inhibition Escherichia coli
2.5.1.16 S-Adenosyl-1,8-diamino-3-thiooctane competitive with 1,4-diaminobutane, potent inhibition, stronger than dicyclohexylamine in vitro, but not in vivo, at concentrations of S-adenosyl-3-methylthio-1-propylamine and 1,4-diaminobutane higher than those normally present in vivo. At concentration of substrates that approximate in vivo conditions, more than 20fold stronger inhibition Pseudomonas aeruginosa
2.5.1.16 S-Adenosyl-1,8-diamino-3-thiooctane competitive with 1,4-diaminobutane, potent inhibition, stronger than dicyclohexylamine in vitro, but not in vivo, at concentrations of S-adenosyl-3-methylthio-1-propylamine and 1,4-diaminobutane higher than those normally present in vivo. At concentration of substrates that approximate in vivo conditions, more than 20fold stronger inhibition Rattus norvegicus
2.5.1.16 S-Adenosyl-1,8-diamino-3-thiooctane competitive with 1,4-diaminobutane, potent inhibition, stronger than dicyclohexylamine in vitro, but not in vivo, at concentrations of S-adenosyl-3-methylthio-1-propylamine and 1,4-diaminobutane higher than those normally present in vivo. At concentration of substrates that approximate in vivo conditions, more than 20fold stronger inhibition Serratia marcescens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.16 0.09
-
 1,4-diaminobutane pH 7.5, 37ºC Escherichia coli
2.5.1.16 0.2
-
 1,4-diaminobutane
-
 Rattus norvegicus
2.5.1.16 0.2
-
 1,4-diaminobutane pH 7.5, 37ºC Escherichia coli

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane Escherichia coli
-
 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane Rattus norvegicus
-
 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane Pseudomonas aeruginosa
-
 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane Serratia marcescens
-
 5'-methylthioadenosine + spermidine
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.16 Escherichia coli
-
-
-
2.5.1.16 Pseudomonas aeruginosa
-
-
-
2.5.1.16 Rattus norvegicus
-
-
-
2.5.1.16 Serratia marcescens
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.5.1.16 ventral prostate Rattus norvegicus

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.16 S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine ping-pong mechanism with a propylaminated form of the enzyme as an obligatory intermediate Escherichia coli
a
2.5.1.16 S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Escherichia coli
a
2.5.1.16 S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Pseudomonas aeruginosa
a
2.5.1.16 S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Serratia marcescens
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.5.1.16 prostate gland
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.16 S-adenosyl-(5')-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Escherichia coli 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-(5')-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Rattus norvegicus 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-(5')-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Pseudomonas aeruginosa 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-(5')-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Serratia marcescens 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Escherichia coli 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Rattus norvegicus 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Pseudomonas aeruginosa 5'-methylthioadenosine + spermidine
-
 ?
2.5.1.16 S-adenosyl-3-methylthio-1-propylamine + 1,4-diaminobutane
-
 Serratia marcescens 5'-methylthioadenosine + spermidine
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.16 37
-
 assay at Escherichia coli
2.5.1.16 37
-
 assay at Rattus norvegicus
2.5.1.16 37
-
 assay at Pseudomonas aeruginosa
2.5.1.16 37
-
 assay at Serratia marcescens

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.5.1.16 0.000008
-
 S-Adenosyl-1,8-diamino-3-thiooctane prostate Rattus norvegicus
2.5.1.16 0.00005
-
 S-Adenosyl-1,8-diamino-3-thiooctane
-
 Escherichia coli