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Literature summary for 2.5.1.16 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

Inhibitors Comment Organism Structure
Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Escherichia coli
Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Pseudomonas aeruginosa
Cyclohexylamine
-
Rattus norvegicus
Cyclohexylamine potent inhibition, reduces the rate of spermidine synthesis by more than 90% at 0.1 mM Serratia marcescens
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
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
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
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]

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

Natural Substrates/ Products (Substrates)

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

Organism

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

Purification (Commentary)

Purification (Comment) Organism
ventral prostate Rattus norvegicus

Reaction

Reaction Comment Organism Reaction ID
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
S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Escherichia coli
S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Pseudomonas aeruginosa
S-adenosyl 3-(methylsulfanyl)propylamine + putrescine = S-methyl-5'-thioadenosine + spermidine single displacement reaction Serratia marcescens

Source Tissue

Source Tissue Comment Organism Textmining
prostate gland
-
Rattus norvegicus
-

Substrates and Products (Substrate)

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

Temperature Optimum [°C]

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

Ki Value [mM]

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