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Information on EC 2.7.1.3 - ketohexokinase and Organism(s) Rattus norvegicus

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IUBMB Comments
D-Sorbose, D-tagatose and 5-dehydro-D-fructose and a number of other ketoses and their analogues can also act as substrates .
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Rattus norvegicus
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The taxonomic range for the selected organisms is: Rattus norvegicus
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria, Archaea
Synonyms
ketohexokinase, khk-a, khk-c, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
fructokinase
-
ketohexokinase
ketohexokinase (phosphorylating)
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
phospho group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
ATP:D-fructose 1-phosphotransferase
D-Sorbose, D-tagatose and 5-dehydro-D-fructose and a number of other ketoses and their analogues can also act as substrates [4].
CAS REGISTRY NUMBER
COMMENTARY hide
9030-50-6
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
ATP + D-fructose
ADP + D-fructose 1-phosphate
show the reaction diagram
ATP + D-sorbose
?
show the reaction diagram
-
-
-
-
?
GTP + D-fructose
?
show the reaction diagram
-
-
-
-
?
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
ATP + D-fructose
ADP + D-fructose 1-phosphate
show the reaction diagram
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
6-[(3S,4S)-3,4-dihydroxypyrrolidin-1-yl]-2-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-4-(trifluoromethyl)pyridine-3-carbonitrile
nonbasic moderately potent and highly selective ketohexokinase inhibitor with favorable ADME and safety profiles and good exposure in rats
7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
-
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.43
ATP
-
pH 7.4
0.56 - 0.83
D-fructose
1.53
GTP
-
pH 7.4
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00064
7-[(3S)-3-hydroxy-3-methylpyrrolidin-1-yl]-5-(trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
Rattus norvegicus
23°C, pH 7.4
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00014
-
in B and non-B cells. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
0.000158
-
in parotid gland. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
0.00046
-
in islets. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
0.00082
-
in pancreas. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
0.00245
-
in ileum. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
0.02154
-
in liver. The reaction velocity is recorded in the presence of D-fructose (1.0 mM) and K+ in heated homogenate, it is expressed relative to protein content.
additional information
-
enzyme activities in transgenic plants of Solanum tuberosum
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
70
-
heat resistant
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
12.4% of the phosphorylation of D-fructose by ileum homogenates is attributable to ketohexokinase
Manually annotated by BRENDA team
-
activity of ketohexokinase in pancreas homogenates. In pancreatic islets ketohexokinase activity is present.
Manually annotated by BRENDA team
additional information
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
increased fructose consumption and its subsequent metabolism are implicated in hepatic steatosis, dyslipidemia, obesity, and insulin resistance
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
KHK_RAT
298
0
32749
Swiss-Prot
Secretory Pathway (Reliability: 2)
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
heterologous expression of the enzyme in potato plants, showing elevated activity in leaves and tubers, leads to inhibited rates of photosynthesis, severe growth retardation and abnormal leaf development, phenotype analysis
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, stable for several months
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
construction of transgenic Solanum tuberosum plants expressing the enzyme under control of the CaMV 35S promotor by Agrobacterium tumefaciens infection system
-
expression in Escherichia coli
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cori, G.T.; Ochoa, S.; Slein, M.W.; Cori, C.F.
The metabolism of fructose in liver. Isolation of fructose-I-phosphate and inorganic pyrophosphate
Biochim. Biophys. Acta
7
304-317
1951
Rattus norvegicus
Manually annotated by BRENDA team
Phillips, M.I.; Davies, D.R.
The mechanism of guanosine triphosphate depletion in the liver after a fructose load. The role of fructokinase
Biochem. J.
228
667-671
1985
Rattus norvegicus
Manually annotated by BRENDA team
Geigenberger, P.; Regierer, B.; Lytovchenko, A.; Leisse, A.; Schauer, N.; Springer, F.; Kossmann, J.; Fernie, A.R.
Heterologous expression of a ketohexokinase in potato plants leads to inhibited rates of photosynthesis, severe growth retardation and abnormal leaf development
Planta
218
569-578
2004
Rattus norvegicus
Manually annotated by BRENDA team
Giroix, M.H.; Jijakli, H.; Courtois, P.; Zhang, Y.; Sener, A.; Malaisse, W.J.
Fructokinase activity in rat liver, ileum, parotid gland, pancreas, pancreatic islet, B and non-B islet cell homogenates
Int. J. Mol. Med.
17
517-522
2006
Rattus norvegicus
Manually annotated by BRENDA team
Huard, K.; Ahn, K.; Amor, P.; Beebe, D.A.; Borzilleri, K.A.; Chrunyk, B.A.; Coffey, S.B.; Cong, Y.; Conn, E.L.; Culp, J.S.; Dowling, M.S.; Gorgoglione, M.F.; Gutierrez, J.A.; Knafels, J.D.; Lachapelle, E.A.; Pandit, J.; Parris, K.D.; Perez, S.; Pfefferkorn, J.A.; Price, D.A.; Raymer, B.; Ross, T.T.; Shavnya, A.
Discovery of fragment-derived small molecules for in vivo inhibition of ketohexokinase (KHK)
J. Med. Chem.
60
7835-7849
2017
Homo sapiens (P50053), Homo sapiens, Rattus norvegicus (Q02974)
Manually annotated by BRENDA team