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2.6.1.16: glutamine-fructose-6-phosphate transaminase (isomerizing)

This is an abbreviated version!
For detailed information about glutamine-fructose-6-phosphate transaminase (isomerizing), go to the full flat file.

Word Map on EC 2.6.1.16

Reaction

L-glutamine
+
D-fructose 6-phosphate
=
L-glutamate
+
D-glucosamine 6-phosphate

Synonyms

2-amino-2-deoxy-D-glucose-6-phosphate ketol-isomerase, BsglmS, EC 5.3.1.19, G-6-P synthase, Gfa1, Gfa1p, GFAT, GFAT1, GFAT2, GFPT1, GlcN-6-P synthase, GlmS, glmS ribozyme, glucosamine 6-phosphate synthase, glucosamine 6-phosphate synthetase, glucosamine phosphate isomerase (glutamine-forming), glucosamine synthase, glucosamine-6-P synthase, glucosamine-6-phosphate isomerase (glutamine-forming), glucosamine-6-phosphate synthase, glucosamine-6-phosphate synthetase, glucosamine-6P synthase, glucosamine:fructose-6-phosphate aminotransferase, glutamine-fructose 6-phosphate amidotransferase, glutamine-fructose 6-phosphate aminotransferase, glutamine-fructose-6-phosphate aminotransferase, glutamine-fructose-6-phosphate transaminase 1, glutamine: fructose-6-phosphate amidotransferase, glutamine: fructose-6-phosphate amidotransferase 1, glutamine: fructose-6-phosphate aminotransferase, glutamine:fructose-6-phosphate amidotransferase, glutamine:fructose-6-phosphate aminotransferase, hexosephosphate aminotransferase, isomerase, glucosamine phosphate (glutamine-forming), L-glutamine D-fructose 6-phosphate amidotransferase, L-glutamine fructose 6-phosphate transamidase, L-glutamine: D-fructose-6-phosphate amidotransferase, L-glutamine: L-fructose-6-phosphate amidotransferase, L-glutamine:D-fructose-6-phosphate amidotransferase, L-glutamine:D-fructose-6-phosphate amidotransferase (hexose isomerizing), L-glutamine:D-fructose-6-phosphate amidotransferase (hexose-isomerizing), L-glutamine:L-fructose-6-phosphate amidotransferase

ECTree

     2 Transferases
         2.6 Transferring nitrogenous groups
             2.6.1 Transaminases
                2.6.1.16 glutamine-fructose-6-phosphate transaminase (isomerizing)

Inhibitors

Inhibitors on EC 2.6.1.16 - glutamine-fructose-6-phosphate transaminase (isomerizing)

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2S)-2-amino-3-(([(2R,3R)-3-benzoyloxiran-2-yl]carbonyl)amino)propanoic acid
-
-
(2S)-2-amino-3-([(2E)-4-oxo-4-phenylbut-2-enoyl]amino)propanoic acid
-
-
(2S)-2-amino-3-([(2E)-4-oxopent-2-enoyl]amino)propanoic acid
-
-
(2S)-3-(([(2R,3R)-3-acetyloxiran-2-yl]carbonyl)amino)-2-aminopropanoic acid
-
-
(3R,4S)-4-(methylamino)-1-phenylpent-1-en-3-ol
(4S)-2-methyl-2-phenylpentane-1,4-diol
1'-N-methyl spiro[2'.2'']-acenaphthyleno-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.2'']-indane-1'',3''-dione-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']-(4'',7''-dichloro)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']-(5'',7''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']-(5''-bromo)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']-(N-methyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']-(N-phenyl)-oxindolo-3'-cholestrylcarboxylate pyrrolidine
1'-N-methyl spiro[2'.3'']oxindolo-3'-cholestrylcarboxylate pyrrolidine
1,1'-dithiodiformamidine
1,1'-[1,3,4-thiadiazole-2,5-diylbis[sulfanediyl(1-oxoethane-2,1-diyl)]]ditetrahydropyridazine-3,6-dione
-
1,2-anhydrohexitol 6-phosphate
-
mixture of the four diastereoisomers. Irreversible inactivation. D-fructose 6-phosphate and 2-amino-2-deoxyglucitol protect, L-glutamine does not
1-methyl 8-(2-oxopropyl) (2E,7S)-7-amino-4-oxooct-2-enedioate
-
ester derivative of N3-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid, potent inhibitory activity against fungal glucosamine-6-phosphate synthase, good antifungal activity against Candida albicans
1-methyl 8-[(2R)-3-oxobutan-2-yl] (2E,7S)-7-amino-4-oxooct-2-enedioate
-
ester derivative of N3-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid, potent inhibitory activity against fungal glucosamine-6-phosphate synthase, good antifungal activity against Candida albicans
2,2'-(1,3,4-thiadiazole-2,5-diyldisulfanediyl)bis[N-(pyrrolidin-1-yl)acetamide]
-
2-(4-hydroxyphenyl)-4-(4-nitrophenylimino)chroman-5,7-diol
2-amino-2-deoxy-D-glucitol 6-phosphate
2-amino-2-deoxy-D-glucitol-6-phosphate
2-amino-2-deoxy-D-glucitol-6-phosphate dimethyl ester
-
-
2-amino-2-deoxy-D-mannitol 6-phosphate
2-amino-2-deoxy-D-mannitol-6-phosphate
2-Amino-2-deoxyglucitol 6-phosphate
-
competitive with respect to D-fructose 6-phosphate
3-(tert-butoxycarbonyl)-6-(3-benzoylprop-2-yl)phenol
4,4'-dithiodipyridine
-
inactivation reversed by dithiothreitol. Competitive with respect to L-glutamine. Non-competitive with respect to D-fructose 6-phosphate
4-(1,3-dihydroxypropan-2-ylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
4-(2-chlorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
4-(2-fluorophenylimino)-2-(4-hydroxyphenyl)chroman-5,7-diol
4-(furan-2-ylcarbonyl)-3-hydroxy-5-(4-phenoxyphenyl)-1-(pyridin-3-ylmethyl)-1,5-dihydro-2H-pyrrol-2-one
20% inhibition at 0.1 mM
5,5'-dithionitrobenzoic acid
5-phospho-D-arabinoamide
-
-
6,6'-Dithiodinicotinic acid
6,7-bis(2-methoxyphenyl)-10-methyl-1,4,7,12-tetrahydro-6H-chromeno[4,3-d][1,2,4]triazolo[1,5-a]pyrimidine
70% inhibition at 0.1 mM
6-diazo-5-oxo-L-norleucine
7-methoxy-2,3-dihydro-2-phenyl-4 quinolone
8-(3,3-dimethyl-2-oxobutyl) 1-methyl (2E,7S)-7-amino-4-oxooct-2-enedioate
-
ester derivative of N3-(4-metoxyfumaroyl)-(S)-2,3-diaminopropanoic acid, potent inhibitory activity against fungal glucosamine-6-phosphate synthase, good antifungal activity against Candida albicans
Aaptamine
IC50: 0.12 mM
amitrole
IC50: 0.1 mM
anticapsin
arabinose oxime 5-phosphate
-
inhibitor of the sugar isomerising domain
azaserine
catechin
cholest-5-en-3-yl 1,3-dioxo-1,1',2',3,5',6',7',7'a-octahydrospiro[indene-2,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 1-methyl-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 2-oxo-1',2',5',6',7',7'a-hexahydro-2H-spiro[acenaphthylene-1,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 2-oxo-1-phenyl-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 4,7-dichloro-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 5,7-dibromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
cholest-5-en-3-yl 5-bromo-2-oxo-1,1',2,2',5',6',7',7'a-octahydrospiro[indole-3,3'-pyrrolizine]-2'-carboxylate
Congo red
CR, affects the growth, morphology, and activity of glucosamine-6-phosphate synthase in human pathogenic fungus Sporothrix schenckii. Under conditions of yeast development, 0.015 mM CR abolishes conidia germination, but when yeast cells are first obtained in the absence of the dye and then post-incubated in its presence, yeasts rapidly differentiate into mycelial cells. On the other hand, under conditions of mycelium development, 0.150 mM CR do not affect conidia germination, but filamentous cells undergo structural changes characterized by a distorted cell wall contour, the loss of polarity and the formation of red-pigmented, hyphal globose structures. Under these conditions, CR also induces a significant and transient increase in the activity of GlcN-6-P synthase, an essential enzyme in cell wall biogenesis
D-glucitol 6-phosphate
-
competitive with respect to D-fructose 6-phosphate
D-glucosamine 6-phosphate
-
negative feedback-regulation at post-transcriptional level. The biological function of small RNA GlmZ is to positively control the enzyme's mRNA in response to D-glucosamine 6-phosphate concentrations. YhbJ, a gene of the rpoN operon, negatively regulates GlmZ
D-glucosamine-6-phosphate
-
1 mM, about 50% loss of activity
dihydroxyacetone
-
weak
dihydroxyacetone phosphate
-
weak
DL-delta-1-pyrroline-5-carboxylate
-
competitive with respect to L-glutamine
ethyl 2-[2-(3-bromophenyl)-3-[(4-fluorophenyl)carbonyl]-4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrol 1-yl]-4-methyl-1,3-thiazole-5-carboxylate
70% inhibition at 0.1 mM
ethyl 2-[3-[(4-fluorophenyl)carbonyl]-4-hydroxy-2-(4-methoxyphenyl)-5-oxo-2,5-dihydro-1H pyrrol-1-yl]-4-methyl-1,3-thiazole-5-carboxylate
70% inhibition at 0.1 mM
fructose 1,6-diphosphate
-
weak
glyceraldehyde 3-phosphate
-
50% inhibition at 0.2 mM
glycolaldehyde
-
weak
Glyoxal
-
50% inhibition at 0.03 mM
iodoacetamide
L-2,3-diaminopropanoic acid
L-alpha-glycerophosphate
-
weak
L-ascorbic acid
luteolin
Mercuric chloride
-
84% inhibition at 1 mM
methyl (2E)-4-([(2S)-2,3-diamino-3-oxopropyl]amino)-4-oxobut-2-enoate
-
-
methyl (2E)-4-([(2S)-2-amino-3-(methylamino)-3-oxopropyl]amino)-4-oxobut-2-enoate
-
-
methylglyoxal
N-acetyl-2-amino-2-deoxy-D-glucitol-6-phosphate
-
-
N-ethylmaleimide
N-iodoacetylglucosamine 6-phosphate
-
D-fructose 6-phosphate protects
N3-(4-Methoxyfumaroyl)-L-2,3-diaminopropanoic acid
N3-bromoacetyl-L-2,3-diaminopropanoic acid
N3-chloroacetyl-L-2,3-diaminopropanoic acid
N3-fumaramoyl-L-2,3-diaminopropanoic acid
N3-fumaroyl-L-2,3-diaminopropanoic acid
N3-fumarylcarboxyamido-L-2,3-diaminopropionic acid
N3-iodoacetyl-L-2,3-diaminopropanoic acid
N3-L-trans-epoxysuccinamoyl-L-2,3-diaminopropanoic acid
-
inhibitor of the glutamine binding site
N4-(4-Methoxyfumaroyl)-L-2,4-diaminobutanoic acid
-
-
naringenin
p-chloromercuribenzoate
pyridoxamine-5'-phosphate
-
-
Tolbutamide
-
80% inhibition at 2 mg/ml
UDP-glucose
-
-
UDP-N-acetyl-alpha-D-glucosamine
-
-
UDP-N-acetylglucosamine
uridine 5'-diphospho-N-acetyl-D-glucosamine
-
-
uridine 5'-diphospho-N-acetylglucosamine
-
additional information
-