Ligand D-mannose

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Basic Ligand Information

Molecular Structure
Picture of D-mannose (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H12O6
D-mannose
WQZGKKKJIJFFOK-QTVWNMPRSA-N
Synonyms:
D(+)-mannose, D-mannopyranose, mannose

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-mannose + NAD+ = ?
show the reaction diagram
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D-mannose + ferricenium ion = ? + ferrocene
show the reaction diagram
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D-mannose + oxidized 2,6-dichlorophenolindophenol = D-mannono-1,5-lactone + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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ATP + D-mannose = ADP + D-mannose 6-phosphate
show the reaction diagram
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(phosphate)n + mannose = (phosphate)n-1 + mannose 6-phosphate
show the reaction diagram
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ATP + D-mannose = ADP + D-mannose 6-phosphate
show the reaction diagram
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D-Mannose = ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-mannitol + NAD+ = D-mannose + NADH + H+
show the reaction diagram
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D-mannitol + O2 = mannose + H2O2
show the reaction diagram
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D-glucose + D-mannose 6-phosphate = D-glucose 6-phosphate + D-mannose
show the reaction diagram
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mannosylphosphodolichol + H2O = D-mannose + dolichyl phosphate
show the reaction diagram
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D-mannan + H2O = D-mannose
show the reaction diagram
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2-O-(alpha-D-mannopyranosyl)-D-glycerate + H2O = D-mannopyranose + D-glycerate
show the reaction diagram
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(1-4)-beta-D-glucosyl-D-mannose + H2O = beta-D-glucose + D-mannose
show the reaction diagram
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D-fructose = D-mannose
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (132 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-mannose + NADP+ = D-mannono-1,5-lactone + NADPH
show the reaction diagram
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D-mannose + NADPH + H+ = D-mannitol + NADP+
show the reaction diagram
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D-mannose + NADH = ?
show the reaction diagram
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D-mannose + NADP+ = D-mannono-1,5-lactone + NADPH
show the reaction diagram
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D-mannose + NAD(P)H = mannitol + NAD(P)+
show the reaction diagram
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D-mannose + NADH + H+ = ?
show the reaction diagram
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D-mannose + NADP+ = ? + NADPH + H+
show the reaction diagram
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D-mannose + O2 = D-mannonolactone + H2O2
show the reaction diagram
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D-mannose + O2 = D-mannono-1,5-lactone + H2O2
show the reaction diagram
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D-mannose + phenazine methosulfate + O2 = ?
show the reaction diagram
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D-mannose + 2,6-dichlorophenolindophenol = ? + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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D-mannose + 2,6-dichlorophenolindophenol = ?
show the reaction diagram
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D-Mannose + D-fructose = ?
show the reaction diagram
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D-mannose + O2 = ?
show the reaction diagram
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acetyl-CoA + D-mannose = CoA + 6-O-acetyl-D-mannose
show the reaction diagram
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sucrose + mannose = ?
show the reaction diagram
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UDP-alpha-D-glucose + D-mannose = ?
show the reaction diagram
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beta-mannosylphosphodecaprenol + D-mannose = ?
show the reaction diagram
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UDP-alpha-D-glucose + D-mannose = ?
show the reaction diagram
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starch + D-mannose = oligosaccharides terminated by 4-O-alpha-D-glucopyranosyl-D-mannose
show the reaction diagram
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D-mannose + alpha-D-mannose 1-phosphate = 4-O-beta-D-mannopyranosyl-D-mannopyranose + phosphate
show the reaction diagram
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alpha-D-glucose 1-phosphate + D-mannose = 3-O-beta-D-glucopyranosyl-D-mannose + phosphate
show the reaction diagram
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D-mannopyranose + alpha-D-mannose 1-phosphate = beta-D-mannopyranosyl-(1->2)-D-mannopyranose + phosphate
show the reaction diagram
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GDP-mannose + mannose = GDP + O-alpha-D-mannosyl-1,2-mannose
show the reaction diagram
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phosphohistidinoprotein + D-mannose = histidine-containing protein + D-mannose phosphate
show the reaction diagram
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glycerol 3-phosphate + D-mannose = ?
show the reaction diagram
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ADP + D-mannose = AMP + D-mannose 6-phosphate
show the reaction diagram
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ATP + D-mannose = ADP + 3-O-phospho-D-mannose
show the reaction diagram
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ATP + D-mannose = ADP + D-mannose 6-phosphate
show the reaction diagram
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ATP + D-mannose = ADP + D-mannose 6-phosphate
show the reaction diagram
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D-mannose + acetyl phosphate = D-mannose 6-phosphate + acetate
show the reaction diagram
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phosphoramidate + mannose = mannose 1-phosphate + NH3
show the reaction diagram
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D-mannose + vinyl acetate = 6-O-acetyl-D-mannopyranose + vinyl alcohol
show the reaction diagram
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D-mannose + diphosphate = ?
show the reaction diagram
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phosphatidylcholine + D-mannose = phosphatidylmannose + choline
show the reaction diagram
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mannotriose + mannose = mannopentaose
show the reaction diagram
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pyridoxine + D-mannose = 7-O-(alpha-D-mannopyranosyl)pyridoxine + 7-O-(beta-D-mannopyranosyl)pyridoxine + 6-O-(alpha-D-mannopyranosyl)pyridoxine
show the reaction diagram
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D-mannose + phenyl alpha-D-galactoside = epimelibiose + H2O
show the reaction diagram
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Galbeta(1-3)GalNAcalpha(1-)p-nitrophenyl + mannose = ?
show the reaction diagram
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D-Mannose = ?
show the reaction diagram
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D-mannose = D-fructose + D-glucose
show the reaction diagram
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D-Mannose = D-Fructose
show the reaction diagram
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D-Mannose = D-Fructose
show the reaction diagram
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D-Mannose = D-Fructose
show the reaction diagram
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D-Mannose = D-Fructose
show the reaction diagram
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D-Mannose + alpha-D-glucose 1-phosphate = D-Mannose 6-phosphate + D-glucose
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (240 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-mannitol + NAD+ = D-mannose + NADH + H+
show the reaction diagram
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D-mannitol + NAD+ = D-mannose + NADH + H+
show the reaction diagram
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D-glucosone + NADP+ = D-mannose + NADPH
show the reaction diagram
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D-mannitol + NADP+ = D-mannose + NADPH + H+
show the reaction diagram
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D-glucosone + NADPH + H+ = D-mannose + NADP+
show the reaction diagram
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mannitol + NADP+ = D-mannose + NADPH
show the reaction diagram
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D-mannitol + O2 = mannose + H2O2
show the reaction diagram
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beta-D-mannopyranosyl-(1->2)-D-mannopyranose + phosphate = D-mannopyranose + alpha-D-mannose 1-phosphate
show the reaction diagram
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D-glucose + D-mannose 6-phosphate = D-glucose 6-phosphate + D-mannose
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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D-mannose 6-phosphate + H2O = D-mannose + phosphate
show the reaction diagram
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mannosylphosphodolichol + H2O = D-mannose + dolichyl phosphate
show the reaction diagram
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D-mannose-6-sulfate + H2O = D-mannose + sulfate
show the reaction diagram
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p-nitrophenyl-beta-D-mannopyranoside + H2O = D-mannopyranose + p-nitrophenol
show the reaction diagram
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Man-beta-(1->4)-GlcNAc-beta-(1->4)-GlcNAc-beta-pyridylamine + H2O = D-mannose + GlcNAc-beta-(1->4)-GlcNAc-beta-pyridylamine
show the reaction diagram
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2-O-(alpha-D-mannopyranosyl)-D-glycerate + H2O = D-mannopyranose + D-glycerate
show the reaction diagram
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4-nitrophenyl alpha-D-mannoside + H2O = 4-nitrophenol + mannose
show the reaction diagram
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N-acetylglucosaminyl-beta-1,2-Man + H2O = N-acetyl-beta-D-glucosamine + D-mannose
show the reaction diagram
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4-nitrophenyl beta-D-mannoside + H2O = 4-nitrophenol + D-mannose
show the reaction diagram
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4-nitrophenyl beta-D-mannopyranoside + H2O = 4-nitrophenol + D-mannopyranose
show the reaction diagram
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4-nitrophenyl beta-D-mannopyranoside + H2O = 4-nitrophenol + D-mannopyranose
show the reaction diagram
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4-nitrophenyl beta-D-mannopyranoside + H2O = 4-nitrophenol + D-mannose
show the reaction diagram
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D-glucose = D-fructose + D-mannose
show the reaction diagram
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D-fructose = D-mannose
show the reaction diagram
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D-fructose = D-mannose
show the reaction diagram
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D-fructose = D-mannose
show the reaction diagram
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D-fructose = D-mannose
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
increase of activity
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pretreatment lowers sensitivity to phosphate inhibition
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40% activation at 1%, with concentration of 1% sucrose
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increasing Vmax, 172% activation at 10 mM
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Inhibitor in Enzyme-catalyzed Reactions (54 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition, Ki: 200 mM
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weak inhibition
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E 192, 20% inhibition
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inhibits HAS because it depletes UDP-GlcNAc in cells; inhibits HAS because it depletes UDP-GlcNAc in cells; inhibits HAS because it depletes UDP-GlcNAc in cells
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25-30% inhibition at 20 mM
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0.0105 mM almost totally inhibits uptake of D-mannose
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a 40fold excess of unlabeled D-mannose reduces mannose uptake to about 30-40% of the control rate
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59% inhibition at 10 mM
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inhibits phosphorylation of D-glucose, competitive to acetyl phosphate or D-mannose 6-phosphate
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competitive to glucose
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250 mM, 30% inhibition
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5 mM, 22% inhibition
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125 mM, 6% inhibition, p-nitrophenylmaltopentaoside hydrolysis
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relative inhibition of 67.8%, potent inhibitor, three concentrations of 10, 50, and 100 mM tested
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inhibition of beta-N-acetylgalactosaminidase but activation of alpha-N-acetylgalactosaminidase, three concentrations of 10, 50, and 100 mM tested
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10 mM, 22% inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (57 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.42
-
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5.12
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apparent value, pH 6.5, 37°C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
31
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30°C, pH 6
8.55
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pH 8.0, 37°C
3748
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pH 7.5, 40°C, recombinant enzyme
2.5
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in 50 mM glycine-NaOH buffer (pH 9.0), at 40°C

KM Value (124 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
352
-
pH 7.5, 37°C
53.4
-
-
745
-
-
59
-
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86.9
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45.6
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apparent value, pH 6.5, 37°C, synthetic reaction, cosubstrate alpha-D-mannose 1-phosphate
2.1
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30°C, pH 6
40.9
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pH 8.0, 37°C
0.4
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pH 6.9, 25°C
12
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pH 7.5, 25°C
946
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pH 7.5, 40°C, recombinant enzyme
51.1
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in 50 mM glycine-NaOH buffer (pH 9.0), at 40°C

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.06
-
glucokinase

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
9.1
-
in 10 mM sodium phosphate buffer pH 7.0 and at 37°C
9.1
-
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References & Links

Links to other databases for D-mannose

ChEBI
PubChem
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PubChem