BRENDA - Enzyme Database show
show all sequences of 3.6.1.9

Diadenosine 5,5-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors

Eliahu, S.; Lecka, J.; Reiser, G.; Haas, M.; Bigonnesse, F.; Levesque, S.A.; Pelletier, J.; Sevigny, J.; Fischer, B.; J. Med. Chem. 53, 8485-8497 (2010)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
expression in COS-7 cells; expression in COS-7 cells; expression in COS-7 cells
Homo sapiens
Inhibitors
Inhibitors
Commentary
Organism
Structure
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
-
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
-
Homo sapiens
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
-
Homo sapiens
additional information
diadenosine 5,5-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors, synthesis, overview; diadenosine 5,5-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors, synthesis, overview; diadenosine 5,5-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors, synthesis, overview
Homo sapiens
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
-
Homo sapiens
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
cell surface
-
Homo sapiens
9986
-
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Ca2+
required; required; required
Homo sapiens
Mg2+
required; required; required
Homo sapiens
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4-nitrophenyl-5'-TMP + H2O
Homo sapiens
hydrolysis of pnp-TMP at the cell surface of both osteocarcinoma and colon cancer cells
4-nitrophenol + 5'-TMP
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Homo sapiens
-
-
-
Homo sapiens
O14638
NPP3
-
Homo sapiens
P22413
NPP1
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
bone cancer cell
-
Homo sapiens
-
colonic cancer cell
-
Homo sapiens
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4-nitrophenyl-5'-TMP + H2O
hydrolysis of pnp-TMP at the cell surface of both osteocarcinoma and colon cancer cells
720186
Homo sapiens
4-nitrophenol + 5'-TMP
-
-
-
?
4-nitrophenyl-5'-TMP + H2O
a specific NPP substrate
720186
Homo sapiens
4-nitrophenol + 5'-TMP
-
-
-
?
ATP + 2 H2O
-
720186
Homo sapiens
AMP + 2 phosphate
-
-
-
?
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
P1,P5-bis(5'-adenosyl)pentaphosphate + 2 H2O
-
720186
Homo sapiens
?
-
-
-
?
Temperature Optimum [C]
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
37
-
assay at; assay at; assay at
Homo sapiens
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at; assay at; assay at
Homo sapiens
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.009
-
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
with NPP1, pH 7.3, 37C
Homo sapiens
0.013
-
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
with NPP1, pH 7.3, 37C
Homo sapiens
0.02
-
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
with NPP1, pH 7.3, 37C
Homo sapiens
0.051
-
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
with NPP1, pH 7.3, 37C
Homo sapiens
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.013
-
with NPP1, pH 7.3, 37C
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
0.033
-
with NPP1, pH 7.3, 37C
Homo sapiens
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
0.05
-
with NPP1, pH 7.3, 37C
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
0.063
-
with NPP1, pH 7.3, 37C
Homo sapiens
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
Cloned(Commentary) (protein specific)
Commentary
Organism
expression in COS-7 cells
Homo sapiens
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.013
-
with NPP1, pH 7.3, 37C
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
0.033
-
with NPP1, pH 7.3, 37C
Homo sapiens
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
0.05
-
with NPP1, pH 7.3, 37C
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
0.063
-
with NPP1, pH 7.3, 37C
Homo sapiens
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
-
Homo sapiens
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
-
Homo sapiens
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
-
Homo sapiens
additional information
diadenosine 5,5-(boranated)polyphosphonate analogues as selective nucleotide pyrophosphatase/phosphodiesterase inhibitors, synthesis, overview
Homo sapiens
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
-
Homo sapiens
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.009
-
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
with NPP1, pH 7.3, 37C
Homo sapiens
0.013
-
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate
with NPP1, pH 7.3, 37C
Homo sapiens
0.02
-
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano
with NPP1, pH 7.3, 37C
Homo sapiens
0.051
-
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate
with NPP1, pH 7.3, 37C
Homo sapiens
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
cell surface
-
Homo sapiens
9986
-
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Ca2+
required
Homo sapiens
Mg2+
required
Homo sapiens
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
4-nitrophenyl-5'-TMP + H2O
Homo sapiens
hydrolysis of pnp-TMP at the cell surface of both osteocarcinoma and colon cancer cells
4-nitrophenol + 5'-TMP
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
bone cancer cell
-
Homo sapiens
-
colonic cancer cell
-
Homo sapiens
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
4-nitrophenyl-5'-TMP + H2O
hydrolysis of pnp-TMP at the cell surface of both osteocarcinoma and colon cancer cells
720186
Homo sapiens
4-nitrophenol + 5'-TMP
-
-
-
?
4-nitrophenyl-5'-TMP + H2O
a specific NPP substrate
720186
Homo sapiens
4-nitrophenol + 5'-TMP
-
-
-
?
ATP + 2 H2O
-
720186
Homo sapiens
AMP + 2 phosphate
-
-
-
?
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
di-2'-deoxyadenosine 5',5''-P1,P5,alpha,beta-methylene-gamma,delta-methylene-tetraphosphate + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
diadenosine 5',5''-P1,P5,alpha,beta-methylene-delta,epsilon-methylene-pentaphosphate-gamma-borano + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
P1,P4-bis(5'-adenosyl)-alpha,beta-gamma,delta-bismethylene-tetraphosphate + 2 H2O
low hydrolysis activity with the inhibitor as substrate
720186
Homo sapiens
?
-
-
-
?
P1,P5-bis(5'-adenosyl)pentaphosphate + 2 H2O
-
720186
Homo sapiens
?
-
-
-
?
Temperature Optimum [C] (protein specific)
Temperature Optimum [C]
Temperature Optimum Maximum [C]
Commentary
Organism
37
-
assay at
Homo sapiens
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at
Homo sapiens
General Information
General Information
Commentary
Organism
physiological function
nucleotide pyrophosphatase/phosphodiesterases hydrolyze extracellular nucleotides and dinucleotides and thus control purinergic signaling. EnhancedNPP activity is implicated in health disorders such as osteoarthritis and cancer; nucleotide pyrophosphatase/phosphodiesterases hydrolyze extracellular nucleotides and dinucleotides and thus control purinergic signaling. EnhancedNPP activity is implicated in health disorders such as osteoarthritis and cancer; nucleotide pyrophosphatase/phosphodiesterases hydrolyze extracellular nucleotides and dinucleotides and thus control purinergic signaling. EnhancedNPP activity is implicated in health disorders such as osteoarthritis and cancer
Homo sapiens
General Information (protein specific)
General Information
Commentary
Organism
physiological function
nucleotide pyrophosphatase/phosphodiesterases hydrolyze extracellular nucleotides and dinucleotides and thus control purinergic signaling. EnhancedNPP activity is implicated in health disorders such as osteoarthritis and cancer
Homo sapiens
Other publictions for EC 3.6.1.9
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
735007
Jin
Insights into the cellular fun ...
Escherichia coli
PLoS ONE
10
e0117823
2015
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1
1
1
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2
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1
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1
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1
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5
1
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2
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1
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1
1
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2
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1
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1
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5
1
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2
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2
2
-
2
2
730589
Kaneko
Nucleotide pyrophosphatase/pho ...
Oryza sativa
Plant Cell Physiol.
55
320-332
2014
-
-
1
-
1
-
-
27
-
1
6
-
-
6
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7
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32
1
2
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27
3
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3
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1
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27
-
3
6
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11
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32
3
3
-
-
28
3
-
-
-
-
2
2
-
28
28
733574
Duan
Changes of activity and isofor ...
Homo sapiens
BMC Gastroenterol.
14
138
2014
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-
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1
1
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1
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1
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1
1
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-
-
-
1
-
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1
-
-
734782
Greiner-Tollersrud
The non-classical N-glycan pro ...
Bos taurus
Neurochem. Res.
39
2025-2029
2014
-
-
-
-
-
-
-
-
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1
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1
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1
1
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2
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1
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1
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1
1
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2
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1
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718817
Jaemsen
Fast kinetics of nucleotide bi ...
Clostridium perfringens
Biochemistry (Moscow)
77
165-170
2012
5
-
-
-
-
-
2
1
-
4
-
-
-
3
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1
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1
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5
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2
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1
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4
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1
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1
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1
1
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-
719660
Hou
QM/MM analysis suggests that a ...
Escherichia coli, Xanthomonas citri, Xanthomonas citri 306
J. Am. Chem. Soc.
134
229-246
2012
-
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-
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4
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4
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3
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3
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3
2
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4
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4
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3
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3
2
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2
2
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720117
Pochmann
Biochemical characterization o ...
Rattus norvegicus, Rattus norvegicus Wistar
J. Enzyme Inhib. Med. Chem.
27
29-36
2012
-
-
-
-
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3
2
2
1
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-
167
-
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1
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2
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1
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2
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3
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2
2
1
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1
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2
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1
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2
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1
1
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733430
Poulsen
Characterization of human phos ...
Homo sapiens
Biochimie
94
1098-1107
2012
-
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1
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1
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718664
Joye
Mutational analysis of wheat ( ...
Triticum aestivum
Appl. Microbiol. Biotechnol.
90
173-180
2011
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1
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9
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1
1
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3
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1
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9
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1
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1
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1
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9
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1
1
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1
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9
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1
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1
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1
1
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719535
Spano
Purification and characterisat ...
Opuntia ficus-indica
Food Res. Int.
44
2264-2270
2011
-
-
-
-
-
-
1
5
1
2
2
4
-
1
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1
1
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1
1
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6
1
1
-
1
5
1
1
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1
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5
1
2
2
4
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1
1
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1
1
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6
1
1
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1
5
1
1
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1
1
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712252
Lopez-Canut
Theoretical study of phosphodi ...
Xanthomonas citri
J. Am. Chem. Soc.
132
6955-6963
2010
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1
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1
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1
1
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712487
Simao
Proteoliposomes harboring alka ...
Mus musculus
J. Biol. Chem.
285
7598-7609
2010
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1
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1
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1
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1
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6
-
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Reassociable dimer subunit of ...
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Nucleotide pyrophosphatase fro ...
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Abney
Location of nucleotide pyropho ...
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Kole
Novel activity of potato nucle ...
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Purification and properties of ...
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Purification and properties of ...
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A 'heat-activated' diphosphopy ...
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