Information on EC 1.1.1.140 - sorbitol-6-phosphate 2-dehydrogenase

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

EC NUMBER
COMMENTARY hide
1.1.1.140
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RECOMMENDED NAME
GeneOntology No.
sorbitol-6-phosphate 2-dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
D-sorbitol 6-phosphate + NAD+ = D-fructose 6-phosphate + NADH + H+
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
D-sorbitol degradation II
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Fructose and mannose metabolism
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L-sorbose degradation
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degradation of sugar alcohols
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SYSTEMATIC NAME
IUBMB Comments
D-sorbitol-6-phosphate:NAD+ 2-oxidoreductase
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CAS REGISTRY NUMBER
COMMENTARY hide
37250-69-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
enzyme induced by growth on D-sorbitol
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Manually annotated by BRENDA team
similar enzyme also named sorbitol-6-phosphate dehydrogenase catalyzes following reaction: sorbitol-6-phosphate + NADP+ = glucose 6-phosphate + NADPH
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Manually annotated by BRENDA team
strain LJ378
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
transgenic tobacco expressing Stpd 1 from apple
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Manually annotated by BRENDA team
fragment
UniProt
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
D-dulcitol 6-phosphate + NAD+
?
show the reaction diagram
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at 3% of reaction reaction with sorbitol 6-phosphate
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?
D-fructose 6-phosphate + NADH
D-sorbitol 6-phosphate + NAD+
show the reaction diagram
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-
-
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r
D-fructose 6-phosphate + NADH + H+
D-sorbitol 6-phosphate + NAD+
show the reaction diagram
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sorbitol is not detected when Stl6PDH is not overexpressed
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-
?
D-sorbitol 6-phosphate + NAD+
D-fructose 6-phosphate + NADH + H+
show the reaction diagram
D-sorbitol 6-phosphate + NADP+
D-fructose 6-phosphate + NADPH + H+
show the reaction diagram
mannitol 1-phosphate + NAD+
?
show the reaction diagram
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at 1-5% of reaction with sorbitol 6-phosphate
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-
?
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
D-fructose 6-phosphate + NADH
D-sorbitol 6-phosphate + NAD+
show the reaction diagram
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-
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r
D-sorbitol 6-phosphate + NAD+
D-fructose 6-phosphate + NADH + H+
show the reaction diagram
D-sorbitol 6-phosphate + NADP+
D-fructose 6-phosphate + NADPH + H+
show the reaction diagram
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key enzyme in the regulation of the sorbitol/sucrose ratio in apple leaves
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
3-(5-((E)-[3,5-bis(methoxycarbonyl)phenyl]diazenyl)-2-hydroxyphenyl)propanoic acid
enzyme inhibition is accompanied by a decrease in total prostaglandin F2alpha
5-([5-(3-chlorophenyl)furan-2-yl]methyl)-1,3-thiazolidine-2,4-dione
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5-phospho-D-arabinonate
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substrate analogue inhibitor, IC50: 0.048 mM
5-phospho-D-arabinonohydroxamic acid
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substrate analogue inhibitor, IC50: 0.040 mM
D-mannose 6-phosphate
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potent inhibitor, IC50: 0.0075 mM
diethyl dicarbonate
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100% inactivation
disodium 4-(5-[(Z)-(4-oxido-2-oxo-1,3-thiazol-5(2H)-ylidene)methyl]furan-2-yl)benzoate
reduces deactivated prostaglandin F2alpha metabolite production in outer root sheath keratinocyte supernatant
ethyl 3-(5-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]furan-2-yl)benzoate
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methyl 3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)propanoate
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N-ethylmaleimide
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about 90% inactivation
NADH
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high concentrations of
sorbitol 6-phosphate
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additional information
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gut genes are repressed by glucose
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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gut genes are induced by sorbitol. GutR codes for a transcriptional activator of gut genes
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.568 - 10.5
D-fructose 6-phosphate
3.3
D-sorbitol 6-phosphate
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2.8 - 7.8
fructose 6-phosphate
0.07 - 0.84
NAD+
0.02 - 0.18
NADH
0.04 - 6.25
sorbitol 6-phosphate
additional information
additional information
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overview: various buffers, various substrate concentrations
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00015
3-(5-((E)-[3,5-bis(methoxycarbonyl)phenyl]diazenyl)-2-hydroxyphenyl)propanoic acid
Pyrus pyrifolia
Q6L5U3
pH 7.5, 37°C
0.0051
5-([5-(3-chlorophenyl)furan-2-yl]methyl)-1,3-thiazolidine-2,4-dione
Pyrus pyrifolia
Q6L5U3
pH 7.5, 37°C
0.048
5-phospho-D-arabinonate
Escherichia coli
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substrate analogue inhibitor, IC50: 0.048 mM
0.04
5-phospho-D-arabinonohydroxamic acid
Escherichia coli
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substrate analogue inhibitor, IC50: 0.040 mM
0.0075
D-mannose 6-phosphate
Escherichia coli
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potent inhibitor, IC50: 0.0075 mM
0.0003
disodium 4-(5-[(Z)-(4-oxido-2-oxo-1,3-thiazol-5(2H)-ylidene)methyl]furan-2-yl)benzoate
Pyrus pyrifolia
Q6L5U3
pH 7.5, 37°C
0.0046
ethyl 3-(5-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]furan-2-yl)benzoate
Pyrus pyrifolia
Q6L5U3
pH 7.5, 37°C
0.015
methyl 3-(3,5-dihydroxyphenyl)-2-(4-hydroxyphenyl)propanoate
Pyrus pyrifolia
Q6L5U3
pH 7.5, 37°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.182
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strain BL232, grown on lactose, forward reaction
0.222
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strain BL232, grown on lactose, reverse reaction
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 6.7
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reduction of fructose 6-phosphate, phosphate buffer
9
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Tris-HCl buffer
10
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oxidation of sorbitol 6-phosphate, glycine-NaOH buffer
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.7 - 7.5
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pH 5.7: about 50% of activity maximum, pH 7.5: about 35% of activity maximum
additional information
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in Tris buffer 32times greater activity than in NaHCO3 buffer
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
assay at room temperature
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.9
calculated
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
26000
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4 * 26000, SDS-PAGE
34900
x * 34900, calculated
74000 - 94000
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gel filtration
117000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 34900, calculated
tetramer
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, more than 4 months, no appreciable loss of activity
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-80°C, 10 mM NaH2PO4 buffer, pH 7.5, 45% glycerol, 10 mM beta-mercaptoethanol
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frozen, several weeks
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
176.5 fold purification
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approximately 100 fold purification
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GutR and GutM purified on Ni-NTA column
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recombinant enzyme from strain BL21 by ammonium sulfate fractionation and gel filtration
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similar enzyme also named sorbitol-6-phosphate dehydrogenase from Eriobotrya japonica
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using Ni-NTA chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cloning and subcloning of the gut operon and gutD gene
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constitutive expression in Lactobacillus plantarum
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expressed in Escherichia coli as a His-tagged fusion protein
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expression in host strain using Agrobacterium tumefaciens
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expression of Stpd 1 from apple in transgenic Nicotiana tabacum
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gene Ecs6pdh, overexpression in strain BL21
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gene gutF, construction of an overexpressing strain by gene insertion in the chromosomal lactose operon of strain BL155 resulting in strain BL232, subcloning in Escherichia coli strain DH5alpha
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His-tagged GutR and GutM expressed in Escherichia coli M15(pREP4)
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overexpression of Stl6PDH in lactate dehydrogenase-deficient Lactobacillus plantarum
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
S6PDH promoter can be induced by cold, dark, and abscisic acid treatment
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
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constitutive expression of the two sorbitol-6-phosphate dehydrogenase genes srlD1 and srlD2 in a mutant strain deficient for both L- and D-lactate dehydrogenase activities. Both Stl6PDH enzymes are active, and high specific activity can be detected in the overexpressing strains. Using resting cells under pH control with glucose as a substrate, both Stl6PDHs are capable of rerouting the glycolytic flux from fructose-6-phosphate toward sorbitol production with a remarkably high efficiency of 61 to 65% glucose conversion
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