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Information on EC 3.1.3.11 - fructose-bisphosphatase and Organism(s) Rattus norvegicus
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3.1.3.11 fructose-bisphosphataseIUBMB Comments
The animal enzyme also acts on sedoheptulose 1,7-bisphosphate.
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Word Map
- 3.1.3.11
- fbpases
-
gluconeogenesis
-
gluconeogenic
- amp
- chloroplast
- phosphoenolpyruvate
-
carboxykinase
- glycogen
- glucose-6-phosphatase
-
phosphofructokinase
- hexokinase
- 2,6-bisphosphate
- spinach
- malate
- thioredoxins
- carboxylase
- starch
- co2
- glucokinase
- phosphorylase
-
6-phosphatase
- fructose-2,6-bisphosphate
- pepck
- trx
- fructose-6-phosphate
- 3-phosphoglycerate
-
nadp-malate
- oleracea
- dihydroxyacetone
- g6pase
- ribulose
- ribulose-1,5-bisphosphate
- triose
-
calvin
- glucagon
- rubisco
-
sucrose-phosphate
-
light-activated
-
amp-dependent
-
antihyperglycemic
- phosphoribulokinase
- 6-phosphofructo-1-kinase
-
calvin-benson
-
monophosphatase
- rubp
- ribulose-5-phosphate
- biofuel production
- synthesis
- medicine
- biotechnology
- molecular biology
- drug development
- diagnostics
-
4.1.1.39
-
t-states
-
2.7.1.11
-
triose-phosphate
The taxonomic range for the selected organisms is: Rattus norvegicus
The enzyme appears in selected viruses and cellular organisms
The enzyme appears in selected viruses and cellular organisms
Synonyms
fructose-1,6-bisphosphatase, fructose 1,6-bisphosphatase, fructose bisphosphatase, fructose-bisphosphatase, fructose 1,6-diphosphatase, fbp-1, fructose diphosphatase, fru-1,6-p2ase, cytosolic fbpase, cfbp1, 
more
topSYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
CY-F1
-
-
-
-
D-fructose 1,6-diphosphatase
-
-
-
-
D-fructose-1,6-bisphosphatase
-
-
-
-
D-fructose-1,6-bisphosphate 1-phosphohydrolase
-
-
-
-
D-fructose-1,6-bisphosphate phosphatase
-
-
-
-
FBPase
Fru-1,6-P2ase
-
-
-
-
fructose 1,6-bisphosphatase
fructose 1,6-bisphosphate 1-phosphatase
-
-
-
-
fructose 1,6-bisphosphate phosphatase
-
-
-
-
fructose 1,6-diphosphatase
-
-
-
-
fructose 1,6-diphosphate phosphatase
-
-
-
-
fructose bisphosphate phosphatase
-
-
-
-
fructose diphosphatase
-
-
-
-
fructose diphosphate phosphatase
-
-
-
-
fructose-1,6-bisphosphatase
hexose bisphosphatase
-
-
-
-
hexose diphosphatase
-
-
-
-
hexosediphosphatase
-
-
-
-
RAE-30
-
-
-
-
FBPase
-
-
-
-
fructose 1,6-bisphosphatase
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of phosphoric ester
-
-
-
-
PATHWAY SOURCE
PATHWAYS
KEGG
-
-, -, -, -, -, -, -
SYSTEMATIC NAME
IUBMB Comments
D-fructose-1,6-bisphosphate 1-phosphohydrolase
The animal enzyme also acts on sedoheptulose 1,7-bisphosphate.
CAS REGISTRY NUMBER
COMMENTARY
9001-52-9
-
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
-
-
enzyme together with phosphofructokinase plays a crucial role in metabolism of pancreatic islet cells
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
regulatory enzyme of glyconeogenesis. FBPase participates in some nuclear processes during development and regeneration of skeletal muscle
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
the coregulation of phosphofructo 1-kinase I and fructose 1,6-bisphosphatase are required for the ability of these cells to respond to glucose and induce metabolic and Ca2+ signals that can be important for sperm development and function
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-diphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
-
-
enzyme together with phosphofructokinase plays a crucial role in metabolism of pancreatic islet cells
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
regulatory enzyme of glyconeogenesis. FBPase participates in some nuclear processes during development and regeneration of skeletal muscle
-
-
?
D-fructose 1,6-bisphosphate + H2O
D-fructose 6-phosphate + phosphate
-
the coregulation of phosphofructo 1-kinase I and fructose 1,6-bisphosphatase are required for the ability of these cells to respond to glucose and induce metabolic and Ca2+ signals that can be important for sperm development and function
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
Mn2+
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(5-[4-amino-7-[3-(dimethylamino)propyl]-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl)phosphonic acid
-
-
2-amino-4-[2-(5-phosphono)furanyl]-5-ethoxycarbonylthiazole
-
potent FBPase inhibitor: when administerd intravenously it lowers plasma glucose levels in 18 h fasted normal Sprague-Dawley rats above 50% at doses below 10 mg/kg
2-amino-4-[2-(5-phosphono)furanyl]-5-isobutylthiazole
-
potent FBPase inhibitor: when administerd intravenously it lowers plasma glucose levels in 18 h fasted normal Sprague-Dawley rats above 50% at doses below 10 mg/kg
2-amino-4-[2-(5-phosphono)furanyl]-5-phenylthiazole
-
potent FBPase inhibitor: when administerd intravenously it lowers plasma glucose levels in 18 h fasted normal Sprague-Dawley rats above 50% at doses below 10 mg/kg
2-amino-4-[2-(5-phosphono)furanyl]-5-propylsulfanylthiazole
-
potent FBPase inhibitor: when administerd intravenously it lowers plasma glucose levels in 18 h fasted normal Sprague-Dawley rats above 50% at doses below 10 mg/kg
2-amino-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole
-
poor oral bioavailability
2-amino-5-methylsulfanyl-4-[2-(5-diethylphosphono)furanyl]thiazole
-
potent FBPase inhibitor: when administerd intravenously it lowers plasma glucose levels in 18 h fasted normal Sprague-Dawley rats above 50% at doses below 10 mg/kg
diethyl (5-[4-amino-1-[(1R,2R)-bicyclo[2.2.1]hept-2-ylamino]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
-
-
diethyl (5-[4-amino-1-[3-(thiophen-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
-
-
diethyl (5-[4-amino-1-[4-(furan-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
-
-
diethyl (5-[4-amino-1-[4-(trifluoromethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
-
-
diethyl [5-(4-amino-1-benzyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
-
-
diethyl [5-(4-amino-1-ethyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
-
-
diethyl [5-(4-amino-1-methyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
-
-
diethyl [5-(4-amino-1-propyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(3-hydroxybenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(4-tert-butylbenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(biphenyl-4-ylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(cyclobutylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(cycloheptylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(cyclohexylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(cyclopentylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
diethyl [5-[4-amino-1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
-
-
fructose 1,6-diphosphate
-
the substrate is unable to bind to the free enzyme as an inhibitor
L-alanine, N,N'-[[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl] phosphinylidene]bis-, diethyl ester
-
effect of gluconeogenesis inhibition on postprandial hyperglycemia is investigated using the inhibitor CS-917 in meal-loaded diabetic Goto-Kakizaki rats. CS-917 suppresses plasma glucose elevation after meal loading in a dose-dependent manner at doses ranging from 10 to 40 mg/kg. In an overnight-fasted state, CS-917 decreases the plasma glucose levels dose-dependently at doses ranging from 2.5 to 40 mg/kg. Glucose-lowering is associated with an accumulation of hepatic D-fructose 1,6-bisphosphate and a reduction in hepatic D-fructose 6-phosphate. Chronic treatment of CS-917 decreases plasma glucose significantly, and no significant increase in plasma lactate and no profound elevation in plasma triglycerides are observed by both acute and chronic treatment of CS-917 in Goto-Kakizaki rats
N-(5-chloro-1,3-benzoxazol-2-yl)naphthalene-2-sulfamide
-
excellent bioavailability and a good pharmacokinetic profile in rats
[5-(4-amino-5-bromo-1-cyclopropyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonic acid
-
-
[5-[2-amino-5-(2-methylpropyl)-1,3-selenazol-4-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-1-(2-ethylbutyl)-5-fluoro-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5,7-dibromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5,7-dichloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-bromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-bromo-6,7-dichloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-chloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-ethyl-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-7-phenyl-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-7-propyl-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-1-(pentan-3-yl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-7-(2-methoxyethyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-7-(3-methylbutyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-fluoro-7-(4-fluorophenyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-hydroxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-5-methoxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-6-chloro-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-(3,3-dimethylbutyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-(4-chlorophenyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-(6-chlorohexyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-bromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-bromo-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-chloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-chloro-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-cyclopropyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-ethenyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
[5-[4-amino-7-ethyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
-
-
AMP
-
muscle enzyme: 50% inhibition at 0.00054 mM, liver enzyme: 50% inhibition at 0.085 mM
fructose 2,6-diphosphate
-
muscle enzyme: 50% inhibition at 0.0063 mM, liver enzyme: 50% inhibition at 0.0015 mM
MB06322
-
oral administration of the prodrug, MB06322, to Zucker Diabetic Fatty rats leads to dose-dependent inhibition of gluconeogenesis and endogenous glucose production and consequently to significant blood glucose reduction
additional information
-
design, synthesis, and structure-activity relationship of a series of phosphonic acid containing benzimidazoles that function as fructose-1,6-bisphosphatase inhibitors and AMP mimics
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0004
(5-[4-amino-7-[3-(dimethylamino)propyl]-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl)phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
diethyl (5-[4-amino-1-[(1R,2R)-bicyclo[2.2.1]hept-2-ylamino]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl (5-[4-amino-1-[3-(thiophen-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl (5-[4-amino-1-[4-(furan-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl (5-[4-amino-1-[4-(trifluoromethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-(4-amino-1-benzyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.04
diethyl [5-(4-amino-1-ethyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-(4-amino-1-methyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
diethyl [5-(4-amino-1-propyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.004
diethyl [5-[4-amino-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-[4-amino-1-(3-hydroxybenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-[4-amino-1-(4-tert-butylbenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-[4-amino-1-(biphenyl-4-ylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
diethyl [5-[4-amino-1-(cyclobutylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
diethyl [5-[4-amino-1-(cycloheptylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
diethyl [5-[4-amino-1-(cyclohexylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
diethyl [5-[4-amino-1-(cyclopentylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.2
diethyl [5-[4-amino-1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00218
[5-(4-amino-5-bromo-1-cyclopropyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00015
[5-[2-amino-5-(2-methylpropyl)-1,3-selenazol-4-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
-
0.00085
[5-[4-amino-1-(2-ethylbutyl)-5-fluoro-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-5,7-dibromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-5,7-dichloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-5-bromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-5-chloro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
[5-[4-amino-5-ethyl-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00225
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0009
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-7-phenyl-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00065
[5-[4-amino-5-fluoro-1-(2-methylpropyl)-7-propyl-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00215
[5-[4-amino-5-fluoro-1-(pentan-3-yl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00045
[5-[4-amino-5-fluoro-7-(2-methoxyethyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0021
[5-[4-amino-5-fluoro-7-(3-methylbutyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0013
[5-[4-amino-5-fluoro-7-(4-fluorophenyl)-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
[5-[4-amino-5-hydroxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002 - 0.02
[5-[4-amino-5-methoxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
0.002
[5-[4-amino-6-chloro-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0016
[5-[4-amino-7-(3,3-dimethylbutyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-7-(4-chlorophenyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0005
[5-[4-amino-7-(6-chlorohexyl)-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-7-bromo-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00209
[5-[4-amino-7-bromo-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-7-chloro-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00035
[5-[4-amino-7-cyclopropyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0009
[5-[4-amino-7-ethenyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00055
[5-[4-amino-7-ethyl-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.002
[5-[4-amino-5-methoxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.02
[5-[4-amino-5-methoxy-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonic acid
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7 - 9
-
pH 7.0: about 55% of maximal activity, pH 9.0: about 25% of maximal activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
in dividing myoblasts, FBPase is located in cytosol and nuclei. When divisions cease, FBPase becomes restricted to the cytosolic compartment and finally is found to associate with the Z-lines, as in adult muscle
-
abundance of the enzyme within the layers of the rat retina, isozyme-type distribution within the layers
-
expression of FBPase at the mRNA and protein levels is stronger in round and elongating spermatids as compared to other spermatogenic cells
additional information
coexpression of aldolase B and FBPase-1 in cultured cells
-
all skeletal muscle examined, except for soleus, contain the enzyme in approximately the same amount
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
in dividing myoblasts, FBPase is located in cytosol and nuclei. When divisions cease, FBPase becomes restricted to the cytosolic compartment and finally is found to associate with the Z-lines, as in adult muscle
-
in absence of glucose, dihydroxyacetone, or insulin. In presence of high concentration of glucose or dihydroxyacetone localization at cell periphery
-
transfer from cytoplasm to nucleus upon addition of glucose, insulin or dihydroxyacetone
-
in dividing myoblasts, FBPase is located in cytosol and nuclei. When divisions cease, FBPase becomes restricted to the cytosolic compartment and finally is found to associate with the Z-lines, as in adult muscle
when the cells are incubated with 25 mM glucose, the enzyme changes its cellular localization, FBPase-1 becomes more concentrated in the nucleus, but the enzyme still shows an important co-localization in the cellular periphery. In presence of 25 mM glucose and 100 nM insulin, FBPase-1 mainly translocates from cytoplasm to the nucleus
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
drug target
the enzyme (FBPase-1) is considered to be a new target for the control of diabetes
metabolism
metabolic conditions modulate aldolase B and FBPase-1 activity at the cellular level through the regulation of their interaction, suggesting that their association confers a catalytic advantage for both enzymes
physiological function
physiological function
-
the enzyme plays a regulatory role in gluconeogenesis in the retina. FBPase, in addition to its gluconeogenic role, participates in the protection of the retina against reactive oxygen species, it is also involved in non-enzymatic nuclear processes
physiological function
fructose-1,6-bisphosphatase is a highly regulated key enzyme in gluconeogenesis and glyconeogenesis (glycogen synthesis from gluconeogenic precursors). The enzyme catalyses the hydrolysis of fructose-1,6-bisphosphate to fructose 6-phosphate and phosphate in the presence of divalent metal cations. In vitro protein-protein interaction analysis between liver fructose 1,6-bisphosphate aldolase B and liver FBPase-1 shows a specific and regulable interaction between them, whereas aldolase A (muscle isozyme) and FBPase-1 show no interaction, by real-time interaction analysis by surface plasmon resonance. The interaction between aldolase B and FBPase-1 is specific and reversible. The affinity of the aldolase B and FBPase-1 complex is modulated by intermediate metabolites, but only in the presence of K+. A decreased association constant is observed in the presence of adenosine monophosphate, fructose-2,6-bisphosphate, fructose-6-phosphate and inhibitory concentrations of fructose-1,6-bisphosphate. Conversely, the association constant of the complex increases in the presence of dihydroxyacetone phosphate (DHAP) and non-inhibitory concentrations of fructose-1,6-bisphosphate
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). F16P2_RAT
339
0
36887
Swiss-Prot
other Location (Reliability: 1)
F16P1_RAT
363
0
39609
Swiss-Prot
other Location (Reliability: 1)
F1LRT1_RAT
363
0
39602
TrEMBL
other Location (Reliability: 1)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
36000
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
tetramer
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
side-chain modification
-
the enzyme can be phosphorylated by the catalytic subunit of cyclic AMP-dependent protein kinase
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
no difference in catalytic and molecular properties are found in the enzyme from healthy and triamcinolone-treated animals
-
recombinant GST-tagged liver enzyme from Escherichia coli strain BL21(DE3) by glutathione affinity chromatography
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
recombinant expression of GST-tagged liver enzyme in Escherichia coli strain BL21(DE3)
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
medicine
-
excessive gluconeogenesis plays an integral role in the pathophysiology of type 2 diabetes. FBPase inhibitors may provide a future treatment option
medicine
-
oral administration of the prodrug, MB06322, to Zucker Diabetic Fatty rats leads to dose-dependent inhibition of gluconeogenesis and endogenous glucose production and consequently to significant blood glucose reduction
medicine
-
CS-917 as an FBPase inhibitor corrects postprandial hyperglycemia as well as fasting hyperglycemia
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Mizunuma, H.; Tashima, Y.
Characterization of rat muscle fructose 1,6-bisphosphatase
J. Biochem.
99
1781-1788
1986
Rattus norvegicus
Van Tonder, A.; Terblanche, S.E.; Oelofsen, W.
Isolation and partial characterization of rat muscle fructose bisphosphatase
Biochim. Biophys. Acta
831
186-191
1985
Rattus norvegicus
Marcus, F.; Rittenhouse, J.; Chatterjee, T.; Hosey, M.M.
Fructose-1,6-bisphosphatase from rat liver
Methods Enzymol.
90
352-357
1982
Rattus norvegicus
Tejwani, G.A.; Pedrosa, F.O.; Pontremoli, S.; Horecker, B.L.
The purification of properties of rat liver fructose 1,6-bisphosphatase
Arch. Biochem. Biophys.
177
255-264
1976
Rattus norvegicus
-
Traniello, S.
Fructose-1,6-diphosphatase from rat liver. Purification and properties
Biochim. Biophys. Acta
341
129-137
1974
Rattus norvegicus
Benkovic, S.J.; deMaine, M.M.
Mechanism of action of fructose 1,6-bisphosphatase
Adv. Enzymol. Relat. Areas Mol. Biol.
53
45-82
1981
Bos taurus, Canis lupus familiaris, Gallus gallus, Oryctolagus cuniculus, Ovis aries, Mus musculus, Rattus norvegicus, Phocidae, Sus scrofa
Vargas, A.M.; Sola, M.M.; Bounias, M.
Inhibition by substrate of fructose 1,6-bisphosphatase purified from rat kidney cortex
J. Biol. Chem.
265
15368-15370
1990
Rattus norvegicus
Koekemoer, T.C.; Stanton, L.A.; Oelofsen, W.
Kinetic properties of ovine adipose tissue fructose-1,6-bisphosphatase
Comp. Biochem. Physiol. B
109
443-450
1994
Oryctolagus cuniculus, Ovis aries, Homo sapiens, Rattus norvegicus
-
Zhang, F.W.; Zhao, F.K.; Xu, G.J.
Molecular cloning, expression and purification of muscle fructose-1,6-bisphosphatase from Zaocys dhumnades: the role of the N-terminal sequence in AMP activation at alkaline pH
Biol. Chem.
381
561-566
2000
Homo sapiens, Rattus norvegicus, Sus scrofa, Ptyas dhumnades
Wright, S.W.; Hageman, D.L.; McClure, L.D.; Carlo, A.A.; Treadway, J.L.; Mathiowetz, A.M.; Withka, J.M.; Bauer, P.H.
Allosteric inhibition of fructose-1,6-bisphosphatase by anilinoquinazolines
Bioorg. Med. Chem. Lett.
11
17-21
2001
Oryctolagus cuniculus, Homo sapiens, Rattus norvegicus
Yanez, A.J.; Garcia-Rocha, M.; Bertinat, R.; Droppelmann, C.; Concha, II; Guinovart, J.J.; Slebe, J.C.
Subcellular localization of liver FBPase is modulated by metabolic conditions
FEBS Lett.
577
154-158
2004
Rattus norvegicus
Yanez, A.J.; Bertinat, R.; Spichiger, C.; Carcamo, J.G.; de Los Angeles Garcia, M.; Concha, II; Nualart, F.; Slebe, J.C.
Novel expression of liver FBPase in Langerhans islets of human and rat pancreas
J. Cell. Physiol.
205
19-24
2005
Homo sapiens, Rattus norvegicus
Lai, C.; Gum, R.J.; Daly, M.; Fry, E.H.; Hutchins, C.; Abad-Zapatero, C.; von Geldern, T.W.
Benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase
Bioorg. Med. Chem. Lett.
16
1807-1810
2006
Homo sapiens, Rattus norvegicus
van Poelje, P.D.; Potter, S.C.; Chandramouli, V.C.; Landau, B.R.; Dang, Q.; Erion, M.D.
Inhibition of fructose 1,6-bisphosphatase reduces excessive endogenous glucose production and attenuates hyperglycemia in Zucker diabetic fatty rats
Diabetes
55
1747-1754
2006
Rattus norvegicus
Gizak, A.; Wrobel, E.; Moraczewski, J.; Dzugaj, A.
Changes in subcellular localization of fructose 1,6-bisphosphatase during differentiation of isolated muscle satellite cells
FEBS Lett.
580
4042-4046
2006
Rattus norvegicus
Dang, Q.; Kasibhatla, S.R.; Reddy, K.R.; Jiang, T.; Reddy, M.R.; Potter, S.C.; Fujitaki, J.M.; van Poelje, P.D.; Huang, J.; Lipscomb, W.N.; Erion, M.D.
Discovery of potent and specific fructose-1,6-bisphosphatase inhibitors and a series of orally-bioavailable phosphoramidase-sensitive prodrugs for the treatment of type 2 diabetes
J. Am. Chem. Soc.
129
15491-15502
2007
Homo sapiens, Rattus norvegicus
Yanez, A.J.; Bustamante, X.; Bertinat, R.; Werner, E.; Rauch, M.C.; Concha, I.I.; Reyes, J.G.; Slebe, J.C.
Expression of key substrate cycle enzymes in rat spermatogenic cells: fructose 1,6 bisphosphatase and 6 phosphofructose 1-kinase
J. Cell. Physiol.
212
807-816
2007
Rattus norvegicus
Yoshida, T.; Okuno, A.; Izumi, M.; Takahashi, K.; Hagisawa, Y.; Ohsumi, J.; Fujiwara, T.
CS-917, a fructose 1,6-bisphosphatase inhibitor, improves postprandial hyperglycemia after meal loading in non-obese type 2 diabetic Goto-Kakizaki rats
Eur. J. Pharmacol.
601
192-197
2008
Rattus norvegicus
Dang, Q.; Kasibhatla, S.R.; Jiang, T.; Fan, K.; Liu, Y.; Taplin, F.; Schulz, W.; Cashion, D.K.; Reddy, K.R.; van Poelje, P.D.; Fujitaki, J.M.; Potter, S.C.; Erion, M.D.
Discovery of phosphonic diamide prodrugs and their use for the oral delivery of a series of fructose 1,6-bisphosphatase inhibitors
J. Med. Chem.
51
4331-4339
2008
Homo sapiens, Rattus norvegicus
Mamczur, P.; Mazurek, J.; Rakus, D.
Ubiquitous presence of gluconeogenic regulatory enzyme, fructose-1,6-bisphosphatase, within layers of rat retina
Cell Tissue Res.
341
213-221
2010
Rattus norvegicus
Dang, Q.; Kasibhatla, S.R.; Xiao, W.; Liu, Y.; Dare, J.; Taplin, F.; Reddy, K.R.; Scarlato, G.R.; Gibson, T.; van Poelje, P.D.; Potter, S.C.; Erion, M.D.
Fructose-1,6-bisphosphatase Inhibitors. 2. Design, synthesis, and structure-activity relationship of a series of phosphonic acid containing benzimidazoles that function as 5-adenosinemonophosphate (AMP) mimics
J. Med. Chem.
53
441-451
2010
Homo sapiens, Rattus norvegicus
Droppelmann, C.A.; Saez, D.E.; Asenjo, J.L.; Yanez, A.J.; Garcia-Rocha, M.; Concha, I.I.; Grez, M.; Guinovart, J.J.; Slebe, J.C.
A new level of regulation in gluconeogenesis metabolic state modulates the intracellular localization of aldolase B and its interaction with liver fructose-1,6-bisphosphatase
Biochem. J.
472
225-237
2015
Rattus norvegicus (P19112), Rattus norvegicus Wistar (P19112)
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