Information on EC 3.5.1.48 - acetylspermidine deacetylase

Word Map on EC 3.5.1.48
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
3.5.1.48
-
RECOMMENDED NAME
GeneOntology No.
acetylspermidine deacetylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
N8-acetylspermidine + H2O = acetate + spermidine
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of peptide bond
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
N8-acetylspermidine amidohydrolase
It was initially thought that N1-acetylspermidine was the substrate for this deacetylase reaction [1] but this has since been disproved by Marchant et al. [3].
CAS REGISTRY NUMBER
COMMENTARY hide
67339-07-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
L1210 cells
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acetylcadaverine + H2O
acetate + cadaverine
show the reaction diagram
-
-
-
-
?
acetylputrescine + H2O
acetate + putrescine
show the reaction diagram
-
-
-
-
?
diacetylspermidine + H2O
acetate + spermidine
show the reaction diagram
-
81.9% activity of that of N8-acetylspermidine
-
?
N1-acetylspermidine + H2O
acetate + spermidine
show the reaction diagram
N1-acetylspermine + H2O
acetate + spermine
show the reaction diagram
-
-
-
-
?
N1-acetylspermine + H2O
spermine + acetate
show the reaction diagram
N8-acetylspermidine + H2O
acetate + spermidine
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
N1-acetylspermidine + H2O
acetate + spermidine
show the reaction diagram
-
-
-
-
?
additional information
?
-
-
the bacterial enzyme from Mycoplana ramosa has broader substrate specificity in comparison with mammalian enzyme. Its substrates include both small and large acetylpolyamines such as acetylputrescine, acetylcadaverine, N1- and N8-acetylspermidine, and N1-acetylspermine
-
-
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Zn2+
-
dependent on
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1,10-phenanthroline
-
Ki: 1.3 mM
1,4-diaminobutane
1,5-Diaminopentane
-
cadaverine; Ki: 1.5 mM
1,6-diaminohexane
-
Ki: 1.5 mM
2,2'-dipyridyl
-
Ki: 1.9 mM
2-mercaptoethanol
-
slight inhibition at 1 mM
3-[(3-aminopropyl)amino]-N-hydroxyhexanamide
-
non-competitive inhibition, Ki: 1 nM
5-Aminovaleric acid
-
Ki: 4.1 mM
5-[(3-aminopropyl)amino]pentane-1-thiol
-
-
-
5-[(3-aminopropyl)amino]pentylboronic acid
-
-
-
6-aminohexanoic acid
-
Ki: 0.05 mM
6-[(3-aminopropyl)amino]-N-hydroxyhexanamide
-
-
-
6-[(3-aminopropyl)amino]hexanoic acid
7-[(3-aminopropyl)amino]-1,1,1-trifluoroheptan-2-one
-
-
-
7-[(3-aminopropyl)amino]-1-methoxyheptan-2-one
-
-
-
7-[(3-aminopropyl)amino]heptan-2-one
-
-
-
7-[N-(3-aminopropyl)amino]heptan-2-one
7-{[(3-aminopropyl)amino]-2-oxoheptyl} thioacetate
-
-
-
8-hydroxyquinoline
-
slight inhibition at 1 mM
acetylprocainamide
-
Ki: 1.9 mM
Acriflavin
-
strong inhibition at 1 mM
Cu2+
-
nearly complete inhibition at 1 mM
Diethylmalonate
-
Ki: 8 mM
diisopropyl fluorophosphate
-
weak inhibition, Ki: 33 mM
dithiothreitol
echothiophosphate
-
non-competitive inhibition, Ki: 0.4 mM, i.e.ammonium, (2-mercaptoethyl)trimethyl-, S-ester with O,O-diethyl phosphorothioate
-
Fe2+
-
strong inhibition at 1 mM
iodoacetamide
-
slight inhibition at 1 mM
N',N''-bis(tert-butoxycarbonyl)-6-[(3-aminopropyl)amino]-N-hydroxyhexanamide
-
-
-
N',N''-bis(tert-butoxycarbonyl)-6-[(3-aminopropyl)amino]-N-methoxy-N-methylhexanamide
-
-
-
N,N'-bis(tert-butoxycarbonyl)-5-[(3-aminopropyl)amino]pentan-1-ol
-
-
-
N,N'-bis(tert-butoxycarbonyl)-5-[(3-aminopropyl)amino]pentane-1-thiol
-
-
-
N,N'-bis(tert-butoxycarbonyl)-6-[(3-aminopropyl)amino]hexanal
-
-
-
N,N'-bis(tert-butoxycarbonyl)-6-[(3-aminopropyl)amino]hexanoic acid
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1,1,1-trifluoroheptan-2-ol
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1,1,1-trifluoroheptan-2-one
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1-bromoheptan-2-ol
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1-bromoheptan-2-one
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1-methoxyheptan-2-ol
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-1-methoxyheptan-2-one
-
-
-
N,N'-bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]heptan-2-one
-
-
-
N-acetylputrescine
-
Ki: 0.8 mM
N-ethylmaleimide
-
Ki: 0.86 mM
N1,N3-bis(tert-butoxycarbonyl)-N1-(5-bromopentyl)propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-(hept-6-enyl)propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-(pent-4-enyl)propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentyl]propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-[5-(methylsulfonyl)pentyl]propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-[5-(methylthio)pentyl]propane-1,3-diamine
-
-
-
N1,N3-bis(tert-butoxycarbonyl)-N1-[5-(oxiran-2-yl)pentyl]propane-1,3-diamine
-
-
-
N1-(hept-6-enyl)propane-1,3-diamine
-
-
-
N1-(pent-4-enyl)propane-1,3-diamine
-
-
-
N1-acetylspermidine
N1-[5-(methylsulfonyl)pentyl]propane-1,3-diamine
-
-
-
N8-Acetylspermidine
-
stimulation of cell growth due to inhibition of N8-acetylspremidine deacetylase, maximum cell growth stimulation above 1 mM
NaN3
-
slight inhibition at 1 mM
p-chloromercuribenzoic acid
Pargyline
-
slight inhibition at 1 mM
Quinacrine
-
strong inhibition at 1 mM
S-{5-[(3-aminopropyl)amino]pentyl} thioacetate
-
-
-
S-{N,N'-bis(tert-butoxycarbonyl)-5-[(3-aminopropyl)amino]pentyl} thioacetate
-
-
-
S-{N,N'-Bis(tert-butoxycarbonyl)-7-[(3-aminopropyl)amino]-2-oxoheptyl}thioacetate
-
-
-
Semicarbazide
-
slight inhibition at 1 mM
sodium butyrate
-
weak inhibition, Ki: 38.5 mM
spermidine
spermine
additional information
-
design, synthesis, and evaluation of N8-acetylspermidine analogues bearing different zinc binding groups as potential inhibitors of the enzyme, overview. Most of the synthesized compounds exhibit modest potency, with IC50 values in the mid-micromolar range, but compounds bearing hydroxamate or trifluoromethylketone zinc binding groups exhibit enhanced inhibitory potency in the mid-nanomolar range. Three compounds exhibit very poor inhibitory potency against th enzyme, 6-[(3-aminopropyl)amino]hexanoic acid, S-{5-[(3-aminopropyl)amino]pentyl} thioacetate, and N1-[5-(methylsulfonyl)pentyl]propane-1,3-diamine dihydrochloride
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dithiothreitol
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.003
N1-acetylspermidine
-
-
0.016
N1-acetylspermine
-
-
0.004 - 0.211
N8-Acetylspermidine
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.3
1,10-phenanthroline
-
-
1.45
1,4-diaminobutane
-
-
1.5
1,5-Diaminopentane
-
-
1.5
1,6-diaminohexane
-
-
1.9
2,2'-dipyridyl
-
-
0.000001
3-[(3-aminopropyl)amino]-N-hydroxyhexanamide
-
non-competitive inhibition
4.1
5-Aminovaleric acid
-
-
0.05
6-aminohexanoic acid
-
-
0.011
6-[(3-aminopropyl)amino]hexanoic acid
-
-
1.9
acetylprocainamide
-
-
8
Diethylmalonate
-
-
33
diisopropyl fluorophosphate
-
weak inhibition
0.4
echothiophosphate
-
non-competitive inhibition, i.e.ammonium, (2-mercaptoethyl)trimethyl-, S-ester with O,O-diethyl phosphorothioate
-
3.5 - 5
EDTA
0.8
N-acetylputrescine
-
-
1.37
N1-acetylspermidine
-
-
0.15
p-chloromercuribenzoic acid
-
-
38.5
sodium butyrate
-
weak inhibition
0.31
spermidine
-
-
1.15
spermine
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8 - 8.5
-
-
8.2
-
assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25
-
assay at
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
0.2% activity of that in liver
Manually annotated by BRENDA team
-
2.5% activity of that in liver
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.3 - 9
-
activity not significantly affected within
172054
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37
-
stable up to 30 min
65
-
complete inactivation after 10 min
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, presence of glycerol and thioglycerol, fully active up to 6 months
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
29fold, chromatography techniques
-
partial
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant expression in Escherichia coli strain BL21(DE3)
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
H159A
-
catalytically inactive mutant