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Ligand fluoride

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Basic Ligand Information

Molecular Structure
Picture of fluoride (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
HF
fluoride
KRHYYFGTRYWZRS-UHFFFAOYSA-M
Synonyms:
F-, HF, hydrofluoric acid
Pathway Source
Pathways
MetaCyc
fluoroacetate and fluorothreonine biosynthesis, fluoroacetate degradation

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + fluoride = 5'-deoxy-5'-fluoroadenosine + L-methionine
show the reaction diagram
-

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

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-D-glucose 1-fluoride + phosphate = fluoride + alpha-D-glucose 1-phosphate
show the reaction diagram
-
O,O-diethyl fluorophosphate + H2O = diethylphosphate + fluoride
show the reaction diagram
-
adenylylfluoride + H2O = AMP + fluoride
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (15 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Product in Enzyme-catalyzed Reactions (100 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-fluoro-L-tyrosine + H2O2 = 3-fluoro-5-hydroxyl-L-tyrosine + L-dopa + F-
show the reaction diagram
-
(2S,4S)-4-fluoroproline + 2-oxoglutarate + O2 = (2S)-4-oxoproline + fluoride
show the reaction diagram
-
2-fluorobenzoate + NADH + O2 = catechol + fluoride + NAD+ + CO2
show the reaction diagram
-
2,2'-difluorobiphenyl + NADH + O2 = 2,3-dihydroxy-2'-fluorobiphenyl + 5,6-dihydroxy-2,2'-difluorobiphenyl + NAD+ + HF
show the reaction diagram
-
4-fluorophenylacetate + NADH + O2 + H2O = 3,4-dihydroxyphenylacetate + F- + NAD+
show the reaction diagram
-
2,3,5,6-tetrafluorophenol + O2 + NADPH = 3,4,6-trifluoro-2-benzoquinone + NADP+ + F-
show the reaction diagram
-
2-fluoromaleylacetate + NADH = 3-oxoadipate + NAD+ + F-
show the reaction diagram
-
3-fluoropropionyl-CoA + oxaloacetate = acrylyl-CoA + pyruvate + F- + CO2
show the reaction diagram
-
alpha-D-glucose 1-fluoride + phosphate = alpha-D-glucose 1-phosphate + fluoride
show the reaction diagram
-
beta-D-glucosylfluoride + alpha-D-glucose = alpha-maltose + HF
show the reaction diagram
-
1-fluoro-2,4-dinitrobenzene + glutathione = S-(2,4-dinitrophenyl)glutathione + HF
show the reaction diagram
-
5'-deoxy-5'-fluoroadenosine + L-selenomethionine = Se-adenosyl-L-selenomethionine + fluoride
show the reaction diagram
-
phosphate + adenosine 5'-phosphofluoride = ADP + fluoride
show the reaction diagram
-
adenosine 5'-phosphorofluoridate + NH3 = adenosine 5'-phosphoramidate + F-
show the reaction diagram
-
4-fluoromuconolactone + H2O = maleylacetate + HF
show the reaction diagram
-
alpha-D-glucosaminyl fluoride + D-glucosamine = chitobiose + fluoride
show the reaction diagram
-
2-acetamido-2-deoxy-5-fluoro-beta-D-glucopyranosyl fluoride + H2O = fluoride + N-acetyl-beta-D-glucosaminide
show the reaction diagram
-
alpha-D-xylopyranosyl fluoride + H2O = alpha-D-xylose + fluoride
show the reaction diagram
-
alpha-D-galactosyl fluoride + H2O = D-galactose + fluoride
show the reaction diagram
-
beta-D-galactosyl fluoride + H2O = fluoride + beta-D-galactose
show the reaction diagram
-
alpha-D-glucosyl fluoride = fluoride + D-glucose
show the reaction diagram
-
5-fluoro-alpha-L-idopyranosyluronic acid fluoride + H2O = fluoride + ?
show the reaction diagram
-
adenylylfluoride + H2O = AMP + fluoride
show the reaction diagram
-
4-fluorobenzoyl-CoA + H2O = 4-hydroxybenzoyl-CoA + fluoride
show the reaction diagram
-
atrazine with Cl to F exchange + H2O = 4-(ethylamino)-2-hydroxy-6-(isopropylamino)-1,3,5-triazine + HF
show the reaction diagram
-
3-Fluoropyruvate = acetate + F- + CO2
show the reaction diagram
UDP-6-deoxy-6-fluoro-GlcNAc = UDP-GlcNAc + HF
show the reaction diagram
-
dTDP-6-fluoro-6-deoxyglucose = dTDP-4-keto-6-deoxyglucose + F-
show the reaction diagram
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2-fluorolinalyl diphosphate + H2O = (1R)-(+)-camphor + HF + diphosphate
show the reaction diagram
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CH2ClF + H2O = formaldehyde + Cl- + F-
show the reaction diagram
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3-fluoro-2-methyldecanoyl-CoA = E-2-methyldec-2-enoyl-CoA + HF
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (14 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
100 mM, 67% activation of hydroxypyruvate reduction
-
activates NAD:arginine ADP-ribosyltransferase A
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stimulation
-
stimulates alanine transamination, inhibits lysine transamination
-
slightly activates at concentrations up to 2 mM
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activates
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Inhibitor in Enzyme-catalyzed Reactions (343 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50 mM
-
weak inhibition
-
slight
-
no activity
-
20% inactivation at 0.1 M
-
50% inhibition at 0.01 M
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treatment of rabbits with standard common rabbit diet and water ad libitum containing 40 mg fluoride per liter results in significant decrease of ceruloplasmin level in serum by days 35 and 70, with concomitant increase of serum adenosine eaminase and C-reactive protein
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uncompetitive inhibitor with respect to the substrate amine and noncompetitive inhibitor with respect to dissolved oxygen
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competitive vs. cytochrome b5, reversible by dilution
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above 0.02 M
-
88.84% residual activity at 5 mM
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stimulates alanine transamination, inhibits lysine transamination
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noncompetitive to glucose
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1.5 mM, at pH 8.7 8% inhibition, at pH 6.5 90% inhibition
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complete inhibition at 25 mM
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50% inhibition at 0.03 mM
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high concentration
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lowest inhibition, the kind of cation has no inhibitory effect
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little effect on the activity
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weak inhibitor with RNA core as substrate
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inhibits at 100 mM
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10 mM, 98% inhibition of hydrolysis of glucose 6-phosphate, 70% inhibition of hydrolysis of glucose 1-phosphate
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10 mM
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50 mM, no effect on dephosphorylation of [acetyl-CoA carboxylase], strong inhibition of the dephosphorylation of [phosphorylase a]-phosphate
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in presence of glycerol 3-or 2-phosphate
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partial inhibition
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IC50: 0.7 mM for 65 kDa BPP hydrolase, 15.5 mM for 20 kDa BPP hydrolase
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product fluoride effectively inhibits organophosphorus hydrolase-catalyzed hydrolysis of diisopropylfluorophosphate (DFP) by a linear mixed inhibition, which is partially released by triethanolamine adding at initial or later reaction stage
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10 mM
-
slight inhibition at 50 mM, beta-D-fucosidase II less affected
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5-10 mM
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fluoride preparations inhibit activity of cathepsin C in saliva
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1 mM: complete inhibition
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substrate inhibition of liver enzyme at concentration above 4 mM, the kidney enzyme is more sensitive and is inhibited uncompetitively, at narrow L-arginie concentration, at 1 mM, preincubation with F- does not affect the enzymes
5 mM, 55% inhibition
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27% inhibition at 10 mM
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non-competitive inhibition
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0.01 mM, 54% inhibition
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1.2 mM for 50% inhibition
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strong inhibitor
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2 mM, complete inhibition
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Metals and Ions (15 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhances the affinity for L-tryptophan for the ferric enzyme in reziprocal manner, positive cooperativity
-
stimulates
-
retards the oxidative half-reaction
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activation
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stimulates
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activates by 17% at 10 mg/ml
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107% activity in the presence of 1 mM
-
absolute requirement for halide ions, the efficacy in decreasing order: Cl-, Br-, I-, F-
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100 mM, 20% of the activity compared to Cl-
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enhances activity by about 10fold
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inhibit activity
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stimulates Asn synthesis and Gln hydrolysis
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3D Structure of Enzyme-Ligand-Complex (PDB) (182 results)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (10 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (10 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (61 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00002
-
-
150
-
-
0.205
-
-
0.205
-
-
0.424
-
pH 7.0, 25°C

IC50 Value (12 results)

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EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.7
-
IC50: 0.7 mM for 65 kDa BPP hydrolase, 15.5 mM for 20 kDa BPP hydrolase
0.1
-
potent inhibition, IC50: 0.1 mM
0.02
-
IC50: 0.02 mM
0.02
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in presence of Mg2+
0.07
-
pH 7.6, 37°C
0.08
-
pH 7.0, 25°C

References & Links

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Links to other databases for fluoride

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ChEBI
PubChem
ChEBI
PubChem