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5.3.1.1: triose-phosphate isomerase

This is an abbreviated version!
For detailed information about triose-phosphate isomerase, go to the full flat file.

Word Map on EC 5.3.1.1

Reaction

D-glyceraldehyde 3-phosphate
=
glycerone phosphate

Synonyms

CP 25, CTIMC, cTPI, cytoplasmic TPI, cytoplasmic triosephosphate isomerase, cytoTPI, D-glyceraldehyde-3-phosphate ketol-isomerase, GlTIM, Isomerase, triose phosphate, Lactacin B inducer protein, monoTIM, PfTIM, PfuTIM, Phosphotriose isomerase, plastidic TPI, plastidic triosephosphate isomerase, pTPI, SSO2592, TcTIM, TIM, TIM1, TIM2, TonTIM, TpI, TPI1, TpiA, Triose phosphate isomerase, Triose phosphate mutase, Triose phosphoisomerase, Triosephosphate isomerase, Triosephosphate mutase, vTIM

ECTree

     5 Isomerases
         5.3 Intramolecular oxidoreductases
             5.3.1 Interconverting aldoses and ketoses, and related compounds
                5.3.1.1 triose-phosphate isomerase

Inhibitors

Inhibitors on EC 5.3.1.1 - triose-phosphate isomerase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1E,3E,6E,8E)-1,9-di(furan-2-yl)nona-1,3,6,8-tetraen-5-one
-
compound binds to the dimer interface and is unable to inactivate Trypanosoma brucei TIM or Homo sapiens TIM at concentrations higher than 100 microM. Compound also affects cruzipain
(1Z,2Z)-N,N'-dihydroxy-4-methylcyclohexa-3,5-diene-1,2-diimine
-
-
(2E)-2-[(4-methyl-5-oxido-1,2,5-oxadiazol-3-yl)methylidene]hydrazinecarbothioamide
-
-
(2E)-2-[(5-nitrofuran-2-yl)methylidene]hydrazinecarbothioamide
-
irreversible inhibitor
(2E)-2-[2-[(3-oxido-2,1,3-benzoxadiazol-5-yl)methoxy]benzylidene]-N-(prop-2-en-1-yl)hydrazinecarbothioamide
-
irreversible inhibitor
(2E)-N-(naphthalen-2-yl)-2-[(2E)-3-(5-nitrofuran-2-yl)prop-2-en-1-ylidene]hydrazinecarboxamide
-
irreversible inhibitor
(2E)-N-[2-(3,4-dimethoxyphenyl)ethyl]-2-[(5-nitrofuran-2-yl)methylidene]hydrazinecarboxamide
-
irreversible inhibitor
(2E,5E)-2,5-bis[(2E)-3-(thiophen-2-yl)prop-2-en-1-ylidene]cyclopentan-1-one
-
compound is unable to inactivate Trypanosoma brucei TIM or Homo sapiens TIM at concentrations higher than 100 microM. Compound also affects cruzipain
(2E,6E)-2,6-bis[(2E)-3-(furan-2-yl)prop-2-en-1-ylidene]cyclohexan-1-one
-
compound binds to the dimer interface and is unable to inactivate Trypanosoma brucei TIM or Homo sapiens TIM at concentrations higher than 100 microM. Compound also affects cruzipain
(4-methyl-1,2,3-thiadiazol-5-yl)methanol
-
29% inhibition at 0.4 mM
1,2,4-thiadiazole
1,2,6-thiadiazine
-
irreversible inhibitor
1,3,4-oxathiazole
-
-
1-Chloro-3-hydroxyacetone
-
-
2,2'-methylenebis(1,3-benzothiazole)
2,4-dinitrofluorobenzene
2,6-dibenzyl-4-[(5-nitrothiophen-2-yl)methylidene]-1,2,6-thiadiazinane-3,5-dione 1,1-dioxide
-
irreversible inhibitor
2,9-dimethyl-beta-carbolinium ion
-
-
2-(N-formyl-N-hydroxy)-aminoethyl phosphonate
-
2-carboxyethyl methanethiosulfonate
modifies four Cys per subunit of dimeric protein and induces 97% of inactivation. Inactivation does not affect secondary structure nor induce dimer dissociation. Cys modification decreases thermal stability of the enzyme
2-carboxyethylphosphonic acid
-
-
2-methyl-beta-carbolinium ion
-
-
2-phenyl-4H-chromen-4-one
-
-
2-phosphoglycerate
-
-
2-Phosphoglycolate
2-phosphoglycolic acid
-
-
2-[(1E)-2-nitroprop-1-en-1-yl]thiophene
-
-
2-[(3-aminophenyl)disulfanyl]aniline
-
-
3,5-diphenyl-1,2,4-thiadiazole
-
74% inhibition at 0.4 mM
3-(2-benzothiazolylthio)-1-propanesulfonic acid
binds to the dimer interface of the enzyme and thereby abolishes its function with a high level of selectivity
3-(4-methylphenyl)-5-[(4-methylphenyl)sulfonyl]-1,2,4-thiadiazole
-
-
3-nitrobiphenyl-4-amine
-
-
3-phospho-D-glycerate
-
3-phosphoglycerate
4,4'-Dithiopyridine
4-(4-nitrobenzylidene)-2,6-bis(2-phenylethyl)-1,2,6-thiadiazinane-3,5-dione 1,1-dioxide
-
irreversible inhibitor, 85% inhibition at 0.4 mM
4-[(5-nitrofuran-2-yl)methylidene]-4H-1,2,6-thiadiazine-3,5-diamine 1,1-dioxide
-
irreversible inhibitor
4-[(5-nitrothiophen-2-yl)methylidene]-2,6-bis(2-phenylethyl)-1,2,6-thiadiazinane-3,5-dione 1,1-dioxide
-
irreversible inhibitor
5,5'-dithio-bis(2-nitrobenzoic acid)
5,5'-dithiobis(2-nitrobenzoate)
5-[(1E)-2-nitroprop-1-en-1-yl]-1,3-benzodioxole
-
-
6,6'-bi-1,3-benzothiazole-2,2'-diamine
6-phosphogluconate
-
5 mM, 9% inhibition
6-[(E)-2-(5-nitrothiophen-2-yl)ethenyl]-2,1,3-benzoxadiazole 1-oxide
-
irreversible inhibitor
6-[(E)-2-[(4-fluorophenyl)sulfanyl]ethenyl]-2,1,3-benzoxadiazole 1-oxide
-
irreversible inhibitor
8-bromo-5,10-dioxidophenazin-2-yl chloroacetate
-
50% inhibition at 0.4 mM
Acetylphosphate
arsenate
AsO2-
AsO43-
Atrazine
-
a herbicide which interferes with photosynthesis
bromohydroxyacetone phosphate
butylbrevifolin carboxylate
-
-
Chloroacetol phosphate
-
-
citrate
-
25 mM, 9% inhibition
cyclo(Gly-Pro-Phe-Val-Phe-PSI[CS-NH]Phe)
cyclo[Trp-Phe-D-Pro-Phe-Phe-Lys(benzyloxycarbonyl)-]
cyclo[Trp-Tyr(OSO3Na)-D-Phe-Thr(OSO3Na)-Lys(benzyloxycarbonyl)-]
-
noncompetitive, reversible
D-alpha-glycerophosphate
D-erythrose 4-phosphate
-
-
Diamide
1 mM, presence of glutathione, complete inhibition by S-glutathionylation
DL-glycidol phosphate
ethyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,2,4-thiadiazole-5-carboxylate
-
-
ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate
-
-
ethylbrevifolin carboxylate
-
-
fluorodifen
-
a herbicide which interferes with photosynthesis
fructose 1,6-diphosphate
-
5 mM, 69% inhibition
fructose 6-phosphate
-
5 mM, 44% inhibition
glucose 1-phosphate
-
5 mM, 10% inhibition
glucose 6-phosphate
-
5 mM, 25% inhibition
glutathione disulfide
modification of residues Cys127 and Cys218
glycerol 1-phosphate
-
GSSG
-
oxidized glutathione is a strong inhibitor of the enzyme at low concentrations
iodoacetamide
-
-
iodoacetate
KFGNGSYTGEVS
peptide that corresponds to loop 3 of the triosephosphate isomerase, residues 68-79. Efficient inhibitor with the activity falling to about 45% at 1000fold molar excess of the peptide in case of the wild-type enzyme. In the case of either of the mutants, Y74C and Y74G, even at 100fold molar excess of the peptide, only 30% activity can be obtained
KYGNGSCTGEVS
peptide that is an analog of the peptide that corresponds to loop 3 of the protein, residues 68-79, with the replacement Y74C and F69Y. Inhibits the activity of the mutant enzymes Y74C and Y74G, with about 40% activity remaining in the presence of 1000fold molar excess of the peptide
mannobiose
-
-
Mannopentaose
-
-
Mannotetraose
-
-
Mannotriose
-
docking simulation
methyl methanethiosulfonate
methylbrevifolin carboxylate
-
molecular docking simulations and enzyme binding structure, and inhibition kinetics, overview
methylmethane thiosulfonate
N-ethylmaleimide
N-[(2-oxido-4-phenyl-1,2,5-oxadiazol-3-yl)methyl]naphthalen-1-amine
-
72% inhibition at 0.4 mM
N-[(4-methyl-5-oxido-1,2,5-oxadiazol-3-yl)methyl]naphthalen-1-amine
-
41% inhibition at 0.4 mM
o-Iodosobenzoate
-
-
p-benzoquinone
-
-
p-hydroxymercuribenzoate
phenazine 5,9-dioxide
-
84% inhibition at 0.4 mM
phosphate
phosphoenolpyruvate
Phosphoglycolate
phosphoglycoloaldoxime
-
-
phosphoglycolohydrazide
-
-
Phosphoglycolohydroxamate
S-Phenyl-p-toluenethiosulfonate
SO42-
succinate
-
5 mM, 9% inhibition
suramin
-
-
[3-amino-3-(hydroxyimino)propyl]phosphonic acid
-
-
additional information
-