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4.1.2.13: fructose-bisphosphate aldolase

This is an abbreviated version!
For detailed information about fructose-bisphosphate aldolase, go to the full flat file.

Word Map on EC 4.1.2.13

Reaction

D-fructose 1,6-bisphosphate
=
glycerone phosphate
 +
D-glyceraldehyde 3-phosphate

Synonyms

1,6-Diphosphofructose aldolase, 37 kDa major allergen, 41 kDa antigen, ALD, ALDC, aldoA, Aldob, aldolase, aldolase A, aldolase B, aldolase C, aldolase, fructose diphosphate, ALDP, bifunctional fructose-1,6-bisphosphate aldolase/phosphatase, Brain-type aldolase, Ca-FBA-II, CE1, CE2, class I Fba, class I fructose 1,6-bisphosphate aldolase, class I fructose bisphosphate aldolase, class I fructose-1,6-bisphosphate aldolase, class I muscle fructose bis-phosphate aldolase, class II aldolase, class II FBA, class II FBP aldolase, class II fructose 1,6-bisphosphate aldolase, class II fructose bisphosphate aldolase, class II fructose-1,6-bisphosphate aldolase, class IIa fructose 1,6-bisphosphate aldolase, class IIb fructose 1,6-bisphosphate aldolase, ClassII FBP-aldolase, CoFBA1, CoFBA2, CoFBA3, CoFBA4, D-fructose-1,6-bisphosphate aldolase, D-fructose-1,6-bisphosphate D-glyceraldehyde-3-P-lyase, D-fructose-6-phosphate aldolase, Diphosphofructose aldolase, DLF, EC 4.1.2.7, F1,6-P2 aldolase, F1,6P2 aldolase, F16BP aldolase, FBA, FBA class II, FBA-II, Fba1, Fba1p, Fba2, FBA7, FbaA, FbaB, FbaC, FBAld, FbaP, FBP aldolase, FBP aldolase/phosphatase, FBP-aldolase, FBPA, FBPA I, FBPA-1, FBPA/P, FDP aldolase, FPA, Fru-1,6-P2 aldolase, Fru-P2A, Fructoaldolase, fructose 1,6 bisphosphate aldolase, fructose 1,6-bisphosphatase/aldolase, Fructose 1,6-bisphosphate aldolase, fructose 1,6-bisphosphate aldolase/phosphatase, Fructose 1,6-diphosphate aldolase, Fructose 1-monophosphate aldolase, Fructose 1-phosphate aldolase, fructose bis-phosphate aldolase, Fructose bisphosphate aldolase, Fructose diphosphate aldolase, fructose-1,6-biphosphate aldolase, fructose-1,6-bisphosphate (FBP) aldolase/phosphatase, fructose-1,6-bisphosphate aldolase, fructose-1,6-bisphosphate aldolase A, fructose-1,6-bisphosphate aldolase B, fructose-1,6-bisphosphate aldolase class II, fructose-1,6-bisphosphate aldolase/phosphatase, fructose-1,6-bisphosphate muscle aldolase, Fructose-1,6-bisphosphate triosephosphate-lyase, fructose-bisphosphate aldolase, fructose-bisphosphate aldolase A, FSA, fuculose aldolase, heat-induced protein 44, HIP44, IgE-binding allergen, ketose 1-phosphate aldolase, Leishmania aldolase, Liver-type aldolase, MGA3_01355, MJ0400-His6, More, MtFBA, Muscle-type aldolase, Ov-fba-1, OvFBPA-1, Pcal_0111, Phosphofructoaldolase, SMALDO, SSO0286, STK_03180, TgALD1, Tneu_0133, TnFBPAP, Tt-FBPA, zerebrin II, zymohexase

ECTree

     4 Lyases
         4.1 Carbon-carbon lyases
             4.1.2 Aldehyde-lyases
                4.1.2.13 fructose-bisphosphate aldolase

Inhibitors

Inhibitors on EC 4.1.2.13 - fructose-bisphosphate aldolase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1E)-1-benzylidene-2-(4-nitrophenyl)hydrazine
0.05 mM, 43% inhibition; 43% inhibition at 0.05 mM
(1E)-1-[(4-chlorophenyl)methylidene]-2-(4-nitrophenyl)hydrazine
0.05 mM, 91% inhibition; 91% inhibition at 0.05 mM
(1E)-1-[(4-fluorophenyl)methylidene]-2-(4-nitrophenyl)hydrazine
0.05 mM, 94% inhibition; 94% inhibition at 0.05 mM
(1E)-1-[(4-methylphenyl)methylidene]-2-(4-nitrophenyl)hydrazine
0.05 mM, 80% inhibition; 80% inhibition at 0.05 mM
(1E)-1-[([1,1'-biphenyl]-4-yl)methylidene]-2-(4-nitrophenyl)hydrazine
0.05 mM, 92% inhibition; 92% inhibition at 0.05 mM
(1E)-1-[1-(4-bromophenyl)ethylidene]-2-(4-nitrophenyl)hydrazine
0.05 mM, 99% inhibition; 99% inhibition at 0.05 mM
(1E)-1-[1-([1,1'-biphenyl]-4-yl)ethylidene]-2-(4-nitrophenyl)hydrazine
62% inhibition at 0.05 mM
(1E)-1-[2-(4-nitrophenyl)hydrazinylidene]propan-2-one
0.05 mM, 6% inhibition; 6% inhibition at 0.05 mM
(2E)-1-(4-nitrophenyl)-2-(1-phenylethylidene)hydrazine
0.05 mM, 62% inhibition
(2E)-1-(4-nitrophenyl)-2-[(4-nitrophenyl)methylidene]hydrazine
0.05 mM, 100% inhibition; complete inhibition at 0.05 mM
(2E)-1-(4-nitrophenyl)-2-[(5-nitrothiophen-2-yl)methylidene]hydrazine
0.05 mM, 97% inhibition; 97% inhibition at 0.05 mM
(2E)-1-(4-nitrophenyl)-2-[[4-(trifluoromethyl)phenyl]methylidene]hydrazine
0.05 mM, 60% inhibition; 60% inhibition at 0.05 mM
(2E)-2-[2-(2-hydroxy-4-nitrophenyl)hydrazinylidene]-3-oxobutanamide
94% inhibition at 0.05 mM
(2E)-2-[2-(4-nitrophenyl)hydrazinylidene]-1-phenylethan-1-one
0.05 mM, 91% inhibition; 91% inhibition at 0.05 mM
(NH4)2SO4
([3-hydroxy-2-oxo-4-[(phosphonomethoxy)methyl]pyridin-1(2H)-yl]methyl)phosphonic acid
-
-
([3-hydroxy-2-oxo-4-[2-(phosphonooxy)ethyl]pyridin-1(2H)-yl]methyl)phosphonic acid
-
-
([3-hydroxy-4-[(1R)-1-hydroxy-2-(phosphonooxy)ethyl]-2-oxopyridin-1(2H)-yl]methyl)phosphonic acid
-
-
([3-hydroxy-4-[(1S)-1-hydroxy-2-(phosphonooxy)ethyl]-2-oxopyridin-1(2H)-yl]methyl)phosphonic acid
-
-
([4,5-dihydroxy-6-[2-(phosphonooxy)ethyl]pyridin-3-yl]methyl)phosphonic acid
-
-
1,10-phenanthroline
1-(4-[(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl]phenyl)-1H-1,2,4-triazole
0.05 mM, 83% inhibition; 83% inhibition at 0.05 mM
1-hydroxy-2-naphthaldehyde 6-phosphate
slow-binding
2,2'-bipyridyl
-
2 mM, 76% inhibition
2,2'-dipyridyl
-
aldolase class II
2,4-Dihydroxybenzaldehyde 4-phosphate
-
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl dihydrogen phosphate
-
-
2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl phosphate
2-carboxy-6-(phosphonomethyl)pyridinium chloride
2-hydroxy-2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl dihydrogen phosphate
-
-
2-mercaptoethanol
2-oxo-2-[(phenylsulfonyl)amino]ethyl phosphate
-
-
2-oxoglutarate
-
-
2-propanol
at 12.5% (v/v) remaining activity, 69.99%, and 25% (v/v) remaining activity, 3.72%
2-[(methylsulfonyl)amino]-2-oxoethyl phosphate
-
-
2-[(trihydroxyphosphoranyl)oxy]acetohydrazide
2-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]-5-nitrobenzoic acid
0.05 mM, 10% inhibition; 10% inhibition at 0.05 mM
2-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]benzonitrile
0.05 mM, 16% inhibition; 16% inhibition at 0.05 mM
2-[hydroxy(3-hydroxypropyl)amino]-2-oxoethyl dihydrogen phosphate
2-[hydroxy(4-hydroxybutyl)amino]-2-oxoethyl dihydrogen phosphate
3-(2-phenylhydrazinylidene)pentane-2,4-dione
0.05 mM, 10% inhibition; 10% inhibition at 0.05 mM
3-phosphoglycerate
-
-
3-[2-(2,4-dinitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 1% inhibition; 1% inhibition at 0.05 mM
3-[2-(2-chloro-4-nitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 68% inhibition; 68% inhibition at 0.05 mM
3-[2-(2-fluorophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 3% inhibition; 3% inhibition at 0.05 mM
3-[2-(2-hydroxy-4-nitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 94% inhibition; 0.05 mM, 96% inhibition; 96% inhibition at 0.05 mM
3-[2-(2-hydroxy-5-nitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 14% inhibition; 14% inhibition at 0.05 mM
3-[2-(2-hydroxyphenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 73% inhibition; 73% inhibition at 0.05 mM
3-[2-(2-methyl-4-nitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 65% inhibition; 65% inhibition at 0.05 mM
3-[2-(2-methylphenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 9% inhibition; 9% inhibition at 0.05 mM
3-[2-(4-bromophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 27% inhibition; 27% inhibition at 0.05 mM
3-[2-(4-chlorophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 20% inhibition; 20% inhibition at 0.05 mM
3-[2-(4-fluorophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 7% inhibition; 7% inhibition at 0.05 mM
3-[2-(4-hydroxyphenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 5% inhibition; 5% inhibition at 0.05 mM
3-[2-(4-nitrophenyl)hydrazinylidene]pentane-2,4-dione
0.05 mM, 92% inhibition; 92% inhibition at 0.05 mM
3-[hydroxy[(phosphonooxy)acetyl]amino]propyl dihydrogen phosphate
4-Hydroxybenzaldehyde phosphate
-
competitive
4-nitro-N'-[(E)-(4-nitrophenyl)methylidene]benzohydrazide
0.05 mM, 59% inhibition; 59% inhibition at 0.05 mM
4-[(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl]benzonitrile
0.05 mM, 100% inhibition; complete inhibition at 0.05 mM
4-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]benzene-1-sulfonic acid
0.05 mM, 14% inhibition; 14% inhibition at 0.05 mM
4-[hydroxy[(phosphonooxy)acetyl]amino]butyl hexanoate
5,5'-dithiobis(2-nitrobenzoic acid)
-
1 mM, complete inhibition
5-bromo-3-[(E)-[2-(4-nitrophenyl)hydrazinylidene]methyl]-1H-indole
0.05 mM, 97% inhibition; 97% inhibition at 0.05 mM
5-chloro-8-hydroxyquinoline
non-competitive (mixed type)
5-formyl-6-hydroxynaphthalen-2-yl dihydrogen phosphate
6-phosphogluconate
-
-
8-hydroxyquinoline
8-hydroxyquinoline-2-carboxylic acid
mixed type inhibitor
Agaricic acid
50% inhibition at 0.03 mM
alpha-glycerophosphate
-
-
ascorbic acid
-
-
Benzene
at 12.5% (v/v) remaining activity, 88.94%, and 25% (v/v) remaining activity, 88.94%
Borohydride
Bromoacetate
-
-
butanol
-
-
Cd2+
1 mM, no residual activity; 1 mM, no residual activity
Chelators
-
-
-
citrate
Cr3+
1 mM, 36% decrease of activity
CuCl2
-
1 mM, complete inhibition
CuSO4
D-erythrose 4-phosphate
-
competitive
D-erythrulose 1-phosphate
-
slow reversible
D-fructose 1,6-bisphosphate
substrate inhibition; substrate inhibition
D-glucitol 1,6-bisphosphate
D-hexitol-1,6-bisphosphate
-
D-mannitol 1,6-bisphosphate
D-mannitol-1,6-bisphosphate
competitive inhibitor
D-ribulose 1,5-bisphosphate
-
-
D-tagatose 1,6-bisphosphate
competitive inhibitor
dihydroxyacetone phosphate
dimethylsulfoxid
at 12.5% (v/v) remaining activity, 131.26%, and 25% (v/v) remaining activity, 133.2%
diphosphate
dipicolinic acid
erythrose 4-phosphate
-
-
ethanol
at 12.5% (v/v) remaining activity, 79.19%, and 25% (v/v) remaining activity, 33.41%
ethyl acetate
at 12.5% (v/v) remaining activity, 71.96%, and 25% (v/v) remaining activity, 41.62%
Fluorescein 5'-isothiocyanate
results in a minimal loss of enzyme activity
fructose 6-phosphate
-
-
glucose 1-phosphate
glucose 6-phosphate
-
-
glutathione
-
10 mM, 62% residual activity
glyceraldehyde 3-phosphate
glycerol
at 20% (v/v) reduced enzyme activity by 65%
Glycerol 2,3-diphosphate
-
-
glycerone phosphate
glyoxylate
-
-
hexane
at 12.5% (v/v) remaining activity, 98.25%, and 25% (v/v) remaining activity, 92.22%
hexitol-1,6-bisphosphate
-
strong competitive inhibitor
HgCl2
-
1 mM, complete inhibition
hydrogen peroxide
-
inhibitory at 0.25%, at pH 7
Hydroquinone diphosphate
-
competitive
iodoacetamide
-
76% residual activity at 10 mM
iodoacetate
L-cysteine
-
10 mM, complete inhibition
Magnesium citrate
mannitol-1,6-bis(phosphate)
competitive
N'-hydroxy-2-[(trihydroxyphosphoranyl)oxy]ethanimidamide
-
-
N'-[(E)-(4-cyanophenyl)methylidene]-4-nitrobenzohydrazide
0.05 mM, 21% inhibition; 21% inhibition at 0.05 mM
N,N-dimethylmethanamide
at 12.5% (v/v) remaining activity, 118.40%, and 25% (v/v) remaining activity, 73.93%
N-(3-hydroxypropyl)-glycolohydrazide-bisphosphate
N-(3-hydroxypropyl)-glycolohydroxamic acid bisphosphate
N-(3-hydroxypropyl)-phosphoglycolohydroxamic acid
N-(4-hydroxybutyl)-glycolohydroxamic acid bisphosphate
inhibitor attachment has no effect on the plasminogen binding activity of the enzyme but competes with the natural substrate, fructose 1,6-bisphosphate, and substantiates a reaction mechanism associated with metallodependent aldolases involving recruitment of the catalytic zinc ion by the substrate upon active site binding
N-hydroxy-2-[(trihydroxyphosphoranyl)oxy]acetamide
-
-
NaBH4
naphthalene-2,6-bisphosphate
-
strong competitive inhibitor
naphthyl 2,6-bisphosphate
competitive
NH4Cl
Ni2+
-
cells stressed by 8 microM Ni(II) for 20 min lose 75% of their FbaA activity. In presence of 8 microM Ni(II), purified FbaA loses 80% of its activity within 2 min. Inhibition is due to Ni(II) binding to a secondary zinc binding site
o-phenanthroline
0.06 mM, inactivation
oxaloacetate
-
-
peroxynitrite
decrease of Vmax and KM for fructose-1,6-bisphosphate after incubation with peroxynitrite. Tyrosine residues in the carboxyl-terminal region of the aldolase are major targets of nitration. Tyrosine nitration of aldolase A can contribute to an impaired cellular glycolytic activity
phosphate
phosphatidylserine
-
-
phosphoenolpyruvate
phosphoglycolo hydroxamic acid
phosphoglycolo-amidoxime
-
PGA, i.e. 2-amino-2-(hydroxyimino)ethyl phosphate
phosphoglycolo-hydrazide
-
PGHz, i.e. 2-hydrazino-2-oxoethyl phosphate
phosphoglycoloamidoxime
phosphoglycolohydrazide
Phosphoglycolohydroxamate
Polyphosphate
-
-
Propanol
-
-
pyridoxal 5'-phosphate
pyruvate
-
-
Resorcinol diphosphate
-
competitive
ribose 5-phosphate
Sodium borohydride
incubation with sodium borohydride in the presence of substrate results more than 80% of decrease in aldolase activity; more than 80% of decrease in aldolase activity in the presence of substrate. Negligible decrease in aldolase activity when Pcal_0111 and sodium borohydride are incubated in the absence of the substrate; results in more than 80% of decrease in aldolase activity of Pcal_0111 in the presence of substrate, also a negligible decrease in aldolase activity is observed when Pcal_0111 and sodium borohydride are incubated in the absence of the substrate
sulfhydryl reagents
-
-
suramin
tagatose 1,6-bisphosphate
Toluene
at 12.5% (v/v) remaining activity, 89.70%, and 25% (v/v) remaining activity, 91.02%
[(3-hydroxy-2-oxopyridin-1(2H)-yl)methyl]phosphonic acid
-
-
[2-(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)ethyl]phosphonic acid
-
-
[[(3-hydroxy-2-oxo-1,2-dihydropyridin-4-yl)methoxy]methyl]phosphonic acid
-
-
[[3-hydroxy-2-oxo-4-(2-phosphonoethyl)pyridin-1(2H)-yl]methyl]phosphonic acid
-
-
additional information
-