Information on EC 3.1.3.11 - fructose-bisphosphatase

Li+

Triticum aestivum

0.05-0.2 M, 20% activation in presence of 10 mM Mg2+

Mg2+

Mn2+

Na+

NH4+

Bothriocephalus scorpii

activates

715750

Tl+

Zn2+

8 entries

additional information

10 entries

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(1H-indol-1-yl)(4-(trifluoromethyl)phenyl)methanone

(2,3-diethoxy-7,8,9,10-tetrahydro-6H-cyclohepta[b]quinolin-11-yl)[3-(2-methylthiazol-4-yl)phenyl]amine

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl)methyl dihydrogen phosphate

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl)phosphonic acid

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)methyl dihydrogen phosphate

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl)phosphonic acid

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl)methyl dihydrogen phosphate

(2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl)phosphonic acid

(2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl)methyl dihydrogen phosphate

(2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl)phosphonic acid

(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)methyl dihydrogen phosphate

(2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl)phosphonic acid

(2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl)methyl dihydrogen phosphate

(2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl)phosphonic acid

(2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl)methyl dihydrogen phosphate

(2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl)phosphonic acid

(2-aminomethyl-6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]-amine

(2E)-3-(5-bromo-4-hydroxy-2-methoxyphenyl)-1-[4-[(3-methylbut-2-en-1-yl)oxy]phenyl]prop-2-en-1-one

(3-Bromo-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine

IC50: 0.0017 mM

(3-Bromo-phenyl)-(6,7-dimethoxy-2-methyl-quinazolin-4-yl)-amine

IC50: 0.0045 mM

(3-Bromo-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine

IC50: 0.001 mM

(3-Bromo-phenyl)-(7-ethoxy-6-nitro-quinazolin-4-yl)-amine

IC50: 0.0039 mM

(3-Bromo-phenyl)-[6-(2-methoxy-ethoxy)-quinazolin-4-yl]-amine

IC50: 0.0029 mM

(3-Bromo-phenyl)-[7-methoxy-6-(2-methoxy-ethoxy)-quinazolin-4-yl]-amine

IC50: 0.0055 mM

(3-Chloro-4-fluoro-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine

IC50: 0.00053 mM

(3-Chloro-phenyl)-(6,7-diethoxy-quinazolin-4-yl)-amine

IC50: 0.0016 mM

(3-Chloro-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine

IC50: 0.0013 mM

(5-[2-amino-5-[(propylsulfanyl)carbonyl]-1,3-thiazol-4-yl]furan-2-yl)phosphonic acid

(5-[4-amino-7-[3-(dimethylamino)propyl]-5-fluoro-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl)phosphonic acid

(6,7-diethoxy-1,2,3,4-tetrahydroacridin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]amine

(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)[3-(2-methylthiazol-4-yl)phenyl]amine

(6,7-Diethoxy-quinazolin-4-yl)-(3-ethynyl-phenyl)-amine

IC50: 0.0024 mM

(6,7-Diethoxy-quinazolin-4-yl)-(3-fluoro-phenyl)-amine

IC50: 0.0092 mM

(6,7-Diethoxy-quinazolin-4-yl)-(3-iodo-phenyl)-amine

IC50: 0.0021 mM

(6,7-Dimethoxy-quinazolin-4-yl)-(3-ethynyl-phenyl)-amine

IC50: 0.0009 mM

1,10-phenanthroline

170771

1-Fluoro-2,4-dinitrobenzene

up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor

170763

2',3'-O-(2,4,6-trinitrophenyl)adenosine 5'-monophosphate

P09467

wild-type muscle enzyme, 50% inhibition at 0.00022 mM, wild-type liver enzyme, 50% inhibition at 0.0046 mM

664962

2,5-anhydromannitol 1,6-diphosphate

170726

2,5-dichloro-N-(4-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide

2,5-dichloro-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

3 entries

2,5-dichloro-N-(5-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide

2,5-dichloro-N-(6-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

2,5-dichloro-N-(6-methoxy-1,3-benzoxazol-2-yl)benzenesulfonamide

2,5-dichloro-N-(6-methyl-1,3-benzoxazol-2-yl)benzenesulfonamide

2,5-dichloro-N-[5-(3-furyl)-1,3-benzoxazol-2-yl]benzenesulfonamide

2,5-dichloro-N-[5-methoxy-7-(4-methoxypyridin-3-yl)-1,3-benzoxazol-2-yl]benzenesulfonamide

2,5-dichloro-N-[7-(3-hydroxyphenyl)-5-methoxy-1,3-benzoxazol-2-yl]benzenesulfonamide

2,5-dichloro-N-[7-(4-hydroxyphenyl)-5-methoxy-1,3-benzoxazol-2-yl]benzenesulfonamide

2-(2-(phenylamino)thiazol-4-yl)phenol

2-(2-aminoethyl)-6,7-diethoxy-N-[3-(2-methyl-1,3-thiazol-4-yl)phenyl]quinazolin-4-amine

uncompetitive

2-(2-thienyl)-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-(3-pyridyl)-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol

2-(4-phenylthiazol-2-ylamino)phenol

2-acetamido-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-7-yl dihydrogen phosphate

2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-8-yl dihydrogen phosphate

2-amino-4,5-dihydronaphtho[1,2-d][1,3]thiazol-9-yl dihydrogen phosphate

2-amino-4-[1-(3-phosphono)phenyl]thiazole

2-amino-4-[2-(5-(1-(3-bromophenyl)-1,3-propyl)phosphono)-furanyl]-5-isobutyl-thiazole

2-amino-4-[2-(5-(O-phenyl)-(N-((S)-1-ethoxycarbonyl)ethyl)-phosphonamido)-furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-bis(p-acetoxybenzyl)phosphono)furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-diphenylphosphono)furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-monophenyl-monoamino-phosphono)furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-monophenylphosphono)furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-N,N'-bis((S)-1-(1-ethoxycarbonyl)ethyl)phosphonoamido)furanyl]-5-isobutylthiazole

optimization of the diamide prodrugs of phosphonic acid leads to the identification of a new diamide, the first reported orally efficacious FBPase inhibitor

693557

2-amino-4-[2-(5-phosphono)furanyl]-5-ethoxycarbonylthiazole

2-amino-4-[2-(5-phosphono)furanyl]-5-isobutylthiazole

2-amino-4-[2-(5-phosphono)furanyl]-5-phenylthiazole

2-amino-4-[2-(5-phosphono)furanyl]-5-propylsulfanylthiazole

2-amino-4-[2-(6-phosphono)pyridyl]thiazole

2-amino-4-[2-[5-(1-(4-pyridyl)-1,3-propyl)phosphono]furanyl]-5-isobutylthiazole

2-amino-4-[2-[5-bis(1-(1-ethoxycarbonyloxy)ethyl)phosphono]-furanyl]-5-isobutyl-thiazole

2-amino-4-[2-[5-bis(ethoxycarbonyloxymethyl)phosphono]-furanyl]-5-isobutyl-thiazole

2-amino-4-[2-[5-bis(phenoxycarbonyloxymethyl)phosphono]-furanyl]-5-isobutyl-thiazole

2-amino-5,6-dihydro-4H-benzo[6,7]cyclohepta[1,2-d][1,3]thiazol-9-yl dihydrogen phosphate

2-amino-5-(2,2,2-trifluoroethyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(2-furanyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(2-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(2-naphthyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(2-thienyl)-4-[(N-phosphonomethyl)carbamoyl]-thiazole

2-amino-5-(2-thienyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(3-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(4-acetylphenyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(4-chlorophenyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(4-fluorophenyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(4-methanesulfonyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(4-methoxycarbonylphenyl)-4-[2-(5-phosphono)-furanyl]thiazole

2-amino-5-(4-methoxyphenyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(4-methylthiophenyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(4-phenylphenyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-(4-tert-butylphenyl)-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-(N-morpholinyl)-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-benzyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-benzyloxycarbonyl-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-bromo-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-chloro-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-cyclobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-cyclohexyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-cyclohexylmethyl-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-cyclopentyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-cyclopentylmethyl-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-cyclopropylmethyl-4-[2-(5-phosphono)furanyl]-thiazole

2-amino-5-ethylthio-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-hydroxymethyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-iodo-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-isopropyl- 4-[1-(4-methoxy-3-phosphono)phenyl]-thiazole

2-amino-5-isopropyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-isopropylthio-4-[2-(5-phosphono)furanyl]thiazole hydrobromide

2-amino-5-methyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-methylsulfanyl-4-[2-(5-diethylphosphono)furanyl]thiazole

2-amino-5-neopentyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-phenyl- 4-[1-(4-fluoro-3-phosphono)phenyl]thiazole

2-amino-5-phenyl-4-[2-(5-methyl-4-phosphono)oxazolyl]-thiazole

2-amino-5-phenyl-4-[3-(1-phosphono)pyrrolyl]thiazole

2-amino-5-phenylthio-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-propyl- 4-[1-(4-methyl-3-phosphono)phenyl]thiazole

2-amino-5-propyl-4-phosphonomethoxycarbonylthiazole

2-amino-5-propyl-4-[1-(3-phosphono)phenyl]thiazole

2-amino-5-propyl-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-tert-butylthio-4-[2-(5-phosphono)furanyl]thiazole

2-amino-5-[(4-morpholinyl)methyl]-4-[2-(5-phosphono)furanyl]-thiazole dihydrobromide

2-amino-5-[(N,N-dimethyl)carbamoyl]-4-[2-(5-phosphono)-furanyl]thiazole

2-amino-8H-indeno[1,2-d][1,3]thiazol-4-yl dihydrogen phosphate

2-amino-8H-indeno[1,2-d][1,3]thiazol-5-yl dihydrogen phosphate

2-amino-8H-indeno[1,2-d][1,3]thiazol-6-yl dihydrogen phosphate

2-bromo-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-bromo-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

2-carbamoyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-chloro-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-cyano-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-deoxy-AMP

Saccharomyces cerevisiae

170750

2-deoxyribose-5-phosphate

170726

2-ethyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-hydroxymethyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-methyl-5-isobutyl-4-[2-(5-phosphono)furanyl]-thiazole

2-methylamino-5-isobutyl-4-[2-(5-hosphono)furanyl]thiazole

2-methylthio-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-phenyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-thiocarbamoyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-vinyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

2-[(3S,11aS)-3-(4-hydroxybenzyl)-1,4-dioxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-2-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide

uncompetitive

2-[3-methyl-5-([[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]sulfamoyl)thiophen-2-yl]ethyl acetate

2-[5-([[6-amino-5-fluoro-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]sulfamoyl)-3-methylthiophen-2-yl]ethyl acetate

3,4-dihydroxy-N'-[(E)-[4-oxo-6-(propan-2-yl)-4H-chromen-3-yl]methylidene]benzohydrazide

Synechocystis sp.

compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM

729869

3,5-diphenyl-1-(3-(trifluoromethyl) phenyl)-1H-pyrazole

3-(2-carboxyethyl)-4,6-dichloro-1H-indole-2-carboxylic acid

non-competitive

3-(4-(4-hydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide

3-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol

3-(4-phenylthiazol-2-ylamino)benzenesulfonamide

3-(4-phenylthiazol-2-ylamino)phenol

3-chloro-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

3-chloro-N-[(3,5-dichlorophenyl)carbamoyl]benzenesulfonamide

3-ethyl-5-isobutyl-7-nitro-1H-indole-2-carboxylic acid

molecular modeling of binding mode. The key hydrogen bonding interactions are observed between the carboxylate and residues Thr 27, Lys 112 and Arg 140, which are also recognized by the phosphate group in AMP. This hydrogen bonding network may make crucial contributions to the binding affinity. The indole ring is situated in a hydrophobic pocket involved in residues Leu30 and Leu34. The 7-nitro group interacted with the hydroxyl group of Thr31 via a hydrogen bond

729390

4-(2-(2-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol

4-(2-(3-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol

4-(2-(3-nitrophenylamino)thiazol-4-yl)phenol

4-(2-(4-hydroxyphenylamino)thiazol-4-yl)benzene-1,3-diol

4-(2-(4-nitrophenylamino)thiazol-4-yl)phenol

4-(2-(phenylamino)thiazol-4-yl)benzene-1,3-diol

4-(4-(2,4-dihydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide

4-(4-(4-hydroxyphenyl)thiazol-2-ylamino)benzenesulfonamide

4-(4-(4-hydroxyphenyl)thiazol-2-ylamino)phenol

4-(4-phenylthiazol-2-ylamino)benzenesulfonamide

4-(4-phenylthiazol-2-ylamino)phenol

4-chloromercuribenzoate

Phagocata sibirica

715752

4-tert-butyl-N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

4-[[(2R,4S)-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

4-[[(2R,4S)-4-(3-methoxyphenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

4-[[(2R,4S)-4-(4-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

4-[[(2S,4S)-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

4-[[(2S,4S)-4-(3-methoxyphenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

4-[[(2S,4S)-4-(4-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazole

5,5'-dithiobis(2-nitrobenzoate)

up to 90% inhibition at pH 6.5-7.0, slight increase at pH 9.0 when Mg2+ is the metal cofactor. 3fold increase of activity at alkaline pH, less activation at neutral pH when Mn2+ is the metal cofactor

170763

5-(1H-tetrazol-5-yl)-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)pentanamide

729676

5-(2-hydroxyethyl)-4-methyl-N-[[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide

5-(2-methoxyethyl)-4-methyl-N-([6-[(methylcarbamoyl)amino]-4-(methylsulfanyl)pyridin-2-yl]carbamoyl)thiophene-2-sulfonamide

5-(2-methoxyethyl)-4-methyl-N-[[4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide

5-(2-methoxyethyl)-4-methyl-N-[[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl]thiophene-2-sulfonamide

5-(2-methoxyethyl)-N-([4-methoxy-6-[(methylcarbamoyl)amino]pyridin-2-yl]carbamoyl)-4-methylthiophene-2-sulfonamide

5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole

6,7-diethoxy-N-[3-(2-methyl-1,3-thiazol-4-yl)phenyl]quinazolin-4-amine

6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-2-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole

6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-3-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole

6,7-dimethyl-4-[[(2R,4S)-2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole

6,7-dimethyl-4-[[(2R,4S)-4-(2-methylpyridin-3-yl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole

6,7-dimethyl-4-[[(2R,4S)-4-(6-methylpyridin-3-yl)-2-oxido-1,3,2-dioxaphosphinan-2-yl]methoxy]-8H-indeno[1,2-d][1,3]thiazole

6-hydroxy-N-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenyl)hexanamide

729676

6-oxo-6-(3-(5-p-tolyl-1,3,4-oxadiazol-2-yl)phenylamino)hexanoic acid

729676

8-hydroxyquinoline

Acetylimidazole

ADP

aminoimidazole carboxamide ribotide

Salmonella enterica

inhibition of fructose-1,6-bisphosphatase by aminoimidazole carboxamide ribotide prevents growth of Salmonella enterica purH mutants on glycerol

680709

ammonium sulfate

Malus domestica

10 mM, 127% of initial activity, 50 mM, no residual activity

666587

AMP

68 entries

AMP-Mn

anilinoquinazoline

low molecular weight inhibitors of enzyme that are not substrate mimics or AMP analogues

ATP

10 entries

Ca2+

15 entries

Cd2+

Saccharomyces cerevisiae

CDP

citrate

Cs+

CTP

Cu2+

Cys

above 10 mM

cysteine

D-fructose 1,6-bisphosphate

6 entries

D-Fructose 1-phosphate

Escherichia coli

P0A9C9

651666

D-fructose 2,6-bisphosphate

5 entries

D-fructose 6-phosphate

Malus domestica

mixed-type. AMP, D-fructose 6-phosphate, D-fructose 1,6-bisphosphate interact in a synergistic way to inhibit the enzyme activity

666587

D-fructose-1-phosphate

D-fructose-2,6-bisphosphate

10 entries

D-glucose 6-phosphate

dAMP

dehydroascorbate

deactivates the enzyme activated by reduced thioredoxin f

134842

denatured DNA

Bacillus subtilis

170751

diethyl (5-[4-amino-1-[(1R,2R)-bicyclo[2.2.1]hept-2-ylamino]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate

diethyl (5-[4-amino-1-[3-(thiophen-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate

diethyl (5-[4-amino-1-[4-(furan-3-ylmethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate

diethyl (5-[4-amino-1-[4-(trifluoromethyl)benzyl]-1H-benzimidazol-2-yl]furan-2-yl)phosphonate

diethyl [5-(4-amino-1-benzyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate

diethyl [5-(4-amino-1-ethyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate

diethyl [5-(4-amino-1-methyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate

diethyl [5-(4-amino-1-propyl-1H-benzimidazol-2-yl)furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(2-methylpropyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(3-hydroxybenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(4-tert-butylbenzyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(biphenyl-4-ylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(cyclobutylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(cycloheptylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(cyclohexylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(cyclopentylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diethyl [5-[4-amino-1-(cyclopropylmethyl)-1H-benzimidazol-2-yl]furan-2-yl]phosphonate

diphenyl [5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]phosphonate

non-competitive

diphosphate

DTT

EDTA

ethyl (2S,6S)-4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide

ethyl (2S,6S)-4-[[(6,7-dimethyl-8H-indeno[1,2-d][1,3]thiazol-4-yl)oxy]methyl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide

ethyl 3,3,3-trifluoro-2-hydroxy-2-(1-methyl-1H-indol-3-yl)propanoate

ethyl 3-(3,5-dimethyl-1H-pyrrol-2-yl)-4,4,4-trifluoro-3-hydroxybutanoate

ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,2,6,6-tetramethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)

ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-2,6-dimethyl-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)

ethyl 4-[5-[2-amino-5-(2-methylpropyl)-1,3-thiazol-4-yl]furan-2-yl]-7-oxo-8-oxa-3,5-diaza-4-phosphadecan-1-oate 4-oxide (non-preferred name)

FAD

Fe2+

Fe3+

fructose 1,6-diphosphate

12 entries

fructose 2,6-bisphosphate

global conformational change in porcine FBPase induced by fructose 2,6-bisphosphate in the absence of AMP

680855

fructose 2,6-diphosphate

13 entries

fructose 6-phosphate

product inhibitor

170726

fructose-2,6-bisphosphate

Yarrowia lipolytica

Q7Z8Q0

50% inhibition in the presence of 0.2 mM fructose-1,6-bisphosphate

GDP

Glutaraldehyde

GTP

Hg2+

; 0.1 mM, no residual activity

iodoacetate

K+

KCl

KCN

170771

L-alanine, N,N'-[[5-[2-amino-5-(2-methylpropyl)-4-thiazolyl]-2-furanyl] phosphinylidene]bis-, diethyl ester

Rattus norvegicus

effect of gluconeogenesis inhibition on postprandial hyperglycemia is investigated using the inhibitor CS-917 in meal-loaded diabetic Goto-Kakizaki rats. CS-917 suppresses plasma glucose elevation after meal loading in a dose-dependent manner at doses ranging from 10 to 40 mg/kg. In an overnight-fasted state, CS-917 decreases the plasma glucose levels dose-dependently at doses ranging from 2.5 to 40 mg/kg. Glucose-lowering is associated with an accumulation of hepatic D-fructose 1,6-bisphosphate and a reduction in hepatic D-fructose 6-phosphate. Chronic treatment of CS-917 decreases plasma glucose significantly, and no significant increase in plasma lactate and no profound elevation in plasma triglycerides are observed by both acute and chronic treatment of CS-917 in Goto-Kakizaki rats

Li+

LiCl

;

MB06322

Mg2+

MgADP-

MgATP2-

MgP2O42-

Mn2+

MnAMP

MnUDP

N'-[(E)-(6-ethyl-4-oxo-4H-chromen-3-yl)methylidene]-3,4-dihydroxybenzohydrazide

Synechocystis sp.

compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM

729869

N'-[(E)-(6-tert-butyl-4-oxo-4H-chromen-3-yl)methylidene]-3,4-dihydroxybenzohydrazide

Synechocystis sp.

compound potently inhibits both fructose-1,6-bisphoshate aldolase and fructose-1,6-bisphosphatase with IC50 values below 30 microM

729869

N,4-diphenylthiazol-2-amine

N,N'-bis(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)pentane-1,5-diamine

uncompetitive

N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)butan-1,4-diamine

0.03 mM, 20% inhibition

N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)hexan-1,6-diamine

N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)pentan-1,5-diamine

N,N'-bis-(6,7-diethoxy-2,3-dihydro-1H-cyclopenta[b]quinolin-9-yl)propan-1,3-diamine

N-(5-bromo-1,3-benzoxazol-2-yl)-2,5-dichlorobenzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-1-methyl-1H-imidazole-4-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-2-(1H-imidazol-1-yl)benzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-2-cyanobenzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-3-nitrobenzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-4-(3-furyl)benzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-4-(trifluoromethoxy)benzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-4-fluorobenzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)-4-methylbenzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)anthracene-2-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)benzenesulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-2-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-3-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)biphenyl-4-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)naphthalene-2-sulfamide

Rattus norvegicus

excellent bioavailability and a good pharmacokinetic profile in rats

N-(5-chloro-1,3-benzoxazol-2-yl)naphthalene-2-sulfonamide

N-(5-chloro-1,3-benzoxazol-2-yl)thiophene-2-sulfonamide

N-(5-tert-butyl-1,3-benzoxazol-2-yl)-2,5-dichlorobenzenesulfonamide

N-(6,7-diethoxy-9-[3-(2-methylthiazol-4-yl)phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-1-yl)-acetamide

N-(6,7-diethoxy-9-[3-(2-methylthiazol-4-yl)phenylamino]-2,3-dihydro-1H-cyclopenta[b]quinolin-2-yl)acetamide