Ligand D-fructofuranose 6-phosphate

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Basic Ligand Information

Molecular Structure
Picture of D-fructofuranose 6-phosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H13O9P
D-fructofuranose 6-phosphate
BGWGXPAPYGQALX-VRPWFDPXSA-N
Synonyms:
6-O-phosphono-D-fructofuranose, D-fructose-6-phosphate, D-fructose 6-phosphate, fructose-6-phosphate, fructose 6-phosphate
Pathway Source
Pathways
MetaCyc
1,3-propanediol biosynthesis (engineered), 1,5-anhydrofructose degradation, beta-(1,4)-mannan degradation, beta-1,4-D-mannosyl-N-acetyl-D-glucosamine degradation, Bifidobacterium shunt more


Show all pahtways known for Show all BRENDA pathways known for D-fructofuranose 6-phosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-fructose 6-phosphate + NADH = D-sorbitol 6-phosphate + NAD+
show the reaction diagram
-
D-erythrose 4-phosphate + D-fructose 6-phosphate = sedoheptulose 7-phosphate + D-glyceraldehyde 3-phosphate
show the reaction diagram
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UDP-alpha-D-glucose + D-fructose 6-phosphate = UDP + sucrose 6-phosphate
show the reaction diagram
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L-glutamine + D-fructose 6-phosphate = L-glutamate + D-glucosamine 6-phosphate
show the reaction diagram
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ATP + D-fructose 6-phosphate = ADP + D-fructose 1,6-bisphosphate
show the reaction diagram
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ATP + D-fructose 6-phosphate = ADP + ?
show the reaction diagram
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diphosphate + D-fructose 6-phosphate = phosphate + D-fructose 1,6-bisphosphate
show the reaction diagram
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D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
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D-fructose 6-phosphate + NH3 = alpha-D-glucosamine 6-phosphate + H2O
show the reaction diagram
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D-fructose 6-phosphate = D-glyceraldehyde 3-phosphate + dihydroxypropanone
show the reaction diagram
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D-fructose 6-phosphate + phosphate = ?
show the reaction diagram
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D-fructose 6-phosphate = D-glucose 6-phosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sedoheptulose 7-phosphate + D-glyceraldehyde 3-phosphate = D-erythrose 4-phosphate + D-fructose 6-phosphate
show the reaction diagram
-
-
ATP + D-fructose = ADP + D-fructose 6-phosphate
show the reaction diagram
-
-
ATP + D-fructose = ADP + D-fructose 6-phosphate
show the reaction diagram
-
-
D-fructose 1,6-bisphosphate + H2O = D-fructose 6-phosphate + phosphate
show the reaction diagram
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D-tagatose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
-
-
D-arabino-hex-3-ulose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
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-
D-Mannose 6-phosphate = D-Fructose 6-phosphate
show the reaction diagram
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-
D-glucose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (134 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
fructose 6-phosphate + formaldehyde = dihydroxyacetone + erythrose 4-phosphate
show the reaction diagram
-
UDP-alpha-D-glucose + D-fructose 6-phosphate = UDP + sucrose 6-phosphate
show the reaction diagram
-
GDP-mannose + D-fructose 6-phosphate = GDP + beta-D-fructofuranosyl-alpha-D-mannopyranoside 6F-phosphate
show the reaction diagram
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phosphoenolpyruvate + D-fructose 6-phosphate = ?
show the reaction diagram
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ATP + D-fructose 6-phosphate = ADP + D-fructose 1,6-bisphosphate
show the reaction diagram
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ADP + D-fructose 6-phosphate = AMP + D-fructose 1,6-bisphosphate
show the reaction diagram
-
D-fructose 6-phosphate + ATP = ?
show the reaction diagram
-
ATP + D-fructose 6-phosphate = ADP + ?
show the reaction diagram
-
D-glucose + D-fructose 6-phosphate = D-glucose 6-phosphate + D-fructose
show the reaction diagram
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D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
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D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
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D-fructose 6-phosphate + phosphate = D-fructose 1,6-diphosphate + H2O
show the reaction diagram
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D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = ?
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
-
D-fructose 6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
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D-fructose-6-phosphate + H2O = D-fructose + phosphate
show the reaction diagram
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D-fructose 6-phosphate = D-glyceraldehyde 3-phosphate + dihydroxypropanone
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (92 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-xylulose 5-phosphate + D-erythrose 4-phosphate = D-fructose 6-phosphate + D-glyceraldehyde 3-phosphate
show the reaction diagram
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D-erythrose 4-phosphate + D-xylulose 5-phosphate = D-fructose 6-phosphate + glyceraldehyde 3-phosphate
show the reaction diagram
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UDP + sucrose 6F-phosphate = UDP-glucose + D-fructose 6-phosphate
show the reaction diagram
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-
AMP + D-fructose 1,6-bisphosphate = ADP + D-fructose 6-phosphate
show the reaction diagram
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-
ADP + D-fructose = AMP + D-fructose 6-phosphate
show the reaction diagram
-
-
ATP + D-fructose = ADP + D-fructose 6-phosphate
show the reaction diagram
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-
D-fructose + acetyl phosphate = D-fructose 1-phosphate + D-fructose 6-phosphate + acetate
show the reaction diagram
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ATP + D-fructose = ADP + D-fructose 6-phosphate
show the reaction diagram
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D-fructose 1,6-bisphosphate + H2O = D-fructose 6-phosphate + phosphate
show the reaction diagram
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-
D-tagatose 6-phosphate = D-fructose 6-phosphate
show the reaction diagram
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-
D-Fructose + alpha-D-glucose 1-phosphate = D-Fructose 6-phosphate + D-glucose
show the reaction diagram
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D-fructose-1-phosphate = D-fructose-6-phosphate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (54 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation
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slight activation
-
potent activator of the unphosphorylated recombinant enzyme, half-maximal activation at 0.16 mM
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10 mM, activates
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the activity of the enzyme is increased up to 2fold by fructose-6-phosphate
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requirement with Mg2+, activation with Mn2+
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slight activation
-
slight activation
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1.5 fold stimulation, 10 mM
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activates enzyme from mesenteric lymph nodes
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stimulates
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Inhibitor in Enzyme-catalyzed Reactions (233 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive versus (S)-malate, 70% inhibition at 2.5 mM
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inhibitory at high concentrations
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10% inhibition at 1 mM
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at higher concentrations
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; strong inhibition of glucokinase activity, competitive inhibion versus D-glucose as variable substrate
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competitive inhibition of D-fructose 6-phosphate when glucose is used as the variable substrate; strong inhibition of glucokinase activity, competitive inhibion versus D-glucose as variable substrate
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weak
-
weak
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inhibits reaction with polyphosphate and glucose or ATP and glucose
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only endosperm enzyme is inhibited, activation of leaf enzyme
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isoenzyme I and II, french bean
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50% inhibition at 0.08 mM
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slight inhibition
-
20% inhibition at 4.2 mM
-
slight inhibition
-
99% residual activity at 2 mM
-
competitive to xylulose 5-phosphate
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5 mM, 44% inhibition
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38% inhibition at 5 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (148 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (142 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
16.5
-
pH 6.5, 30C
11
-
in the presence of 1 mM Co2+, at 80C and pH 6.5
171
-
pH 5.6
35
-
-
6
-
-
141
-
wild type enzyme, pH 7.0, 80C

KM Value (410 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.065
-
pH 6.5, 30C
1.12
-
in 100 mM Tris-HCl, pH 7.5, 7 mM MgCl2, 0.5 M KCl, at 42C
2.37
-
in the presence of 1 mM Co2+, at 80C and pH 6.5
0.2
-
+/- 0.02

Ki Value (17 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
3.33
-
able to inhibit the forward reaction to 100%, competitive inhibition with respect to mannitol 1-phosphate, noncompetitive inhibition with respect to NAD+
7.4
-
pH 7.2, 30C, versus (S)-malate
5.2
-
-
0.027
-
pH 8.0, 25C
0.226
-
pH 7.5, 30C, glucokinase reaction
0.226
-
pH 7.5, 30C, glucokinase reaction; pH 7.8, 30C
1.3
-
FK 1, pH 8
0.47
-
-
0.06
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.22
-
pH 6.5, 30C; pH 7.5, 30C, glucokinase reaction
0.22
-
pH 7.5, 30C, glucokinase reaction

References & Links