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Literature summary for 2.3.1.157 extracted from

  • Sharma, R.; Rani, C.; Mehra, R.; Nargotra, A.; Chib, R.; Rajput, V.; Kumar, S.; Singh, S.; Sharma, P.; Khan, I.
    Identification and characterization of novel small molecule inhibitors of the acetyltransferase activity of Escherichia coli N-acetylglucosamine-1-phosphate-uridyltransferase/glucosamine-1-phosphate-acetyltransferase (GlmU) (2016), Appl. Microbiol. Biotechnol., 100, 3071-3085 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Haemophilus influenzae
expression in Escherichia coli Escherichia coli

Inhibitors

Inhibitors Comment Organism Structure
(5-[(E)-[(2,5-dimethylphenyl)imino]methyl]furan-2-yl)(hydroxy)oxoammonium 0.1 mM, 93.82% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
(5-[(E)-[(2,5-dimethylphenyl)imino]methyl]furan-2-yl)(hydroxy)oxoammonium
-
Haemophilus influenzae
3-fluoro-N-[1-(2-methylpropanoyl)-1,2,3,4-tetrahydroquinolin-6-yl]benzene-1-sulfonamide 0.1 mM, 82.87% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
3-fluoro-N-[1-(2-methylpropanoyl)-1,2,3,4-tetrahydroquinolin-6-yl]benzene-1-sulfonamide
-
Haemophilus influenzae
3-hydrazinylquinoline-2-thiol 0.1 mM, 92.68% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
3-hydrazinylquinoline-2-thiol
-
Haemophilus influenzae
5,7-dichloro-2-hydrazinylquinolin-8-ol 0.1 mM, 98.25% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
5,7-dichloro-2-hydrazinylquinolin-8-ol
-
Haemophilus influenzae
6-chloro-N-[3-(methylsulfanyl)phenyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-sulfonamide 0.1 mM, 68.69% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
6-chloro-N-[3-(methylsulfanyl)phenyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-7-sulfonamide
-
Haemophilus influenzae
N-[2,4-dimethoxy-5-(10H-phenoxazine-10-sulfonyl)phenyl]-2-(pyridin-4-yl)acetamide
-
Escherichia coli
N-[2,4-dimethoxy-5-(10H-phenoxazine-10-sulfonyl)phenyl]-2-(pyridin-4-yl)acetamide
-
Haemophilus influenzae
[4-fluoro-3-[(E)-([5-[hydroxy(oxo)azaniumyl]furan-2-yl]methylidene)amino]phenyl](hydroxy)oxoammonium 0.1 mM, 97.47% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
[4-fluoro-3-[(E)-([5-[hydroxy(oxo)azaniumyl]furan-2-yl]methylidene)amino]phenyl](hydroxy)oxoammonium
-
Haemophilus influenzae
[5-[(E)-2-(1-butyl-1H-benzimidazol-2-yl)ethenyl]furan-2-yl](hydroxy)oxoammonium 0.1 mM, 84.26% inhibition, competitive inhibition versus acetyl-CoA, uncompetitive inhibition versus glucose 1-phosphate Escherichia coli
[5-[(E)-2-(1-butyl-1H-benzimidazol-2-yl)ethenyl]furan-2-yl](hydroxy)oxoammonium
-
Haemophilus influenzae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetyl-CoA + alpha-D-glucosamine 1-phosphate Haemophilus influenzae the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Escherichia coli the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Escherichia coli ATCC 25922 the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-
Escherichia coli ATCC 25922
-
-
-
Haemophilus influenzae
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Haemophilus influenzae
-
Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
Haemophilus influenzae CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
Escherichia coli CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms Haemophilus influenzae CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms Escherichia coli CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
Escherichia coli ATCC 25922 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?
acetyl-CoA + alpha-D-glucosamine 1-phosphate the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms Escherichia coli ATCC 25922 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
?

Synonyms

Synonyms Comment Organism
GlmU
-
Haemophilus influenzae
GlmU
-
Escherichia coli
N-acetylglucosamine-1-phosphate-uridyltransferase/glucosamine-1-phosphate-acetyltransferase
-
Haemophilus influenzae
N-acetylglucosamine-1-phosphate-uridyltransferase/glucosamine-1-phosphate-acetyltransferase
-
Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00054
-
pH 7.3, 37°C Escherichia coli N-[2,4-dimethoxy-5-(10H-phenoxazine-10-sulfonyl)phenyl]-2-(pyridin-4-yl)acetamide
0.0014
-
pH 7.3, 37°C Escherichia coli 5,7-dichloro-2-hydrazinylquinolin-8-ol
0.00376
-
pH 7.3, 37°C Escherichia coli 3-hydrazinylquinoline-2-thiol
0.00405
-
pH 7.3, 37°C Escherichia coli [4-fluoro-3-[(E)-([5-[hydroxy(oxo)azaniumyl]furan-2-yl]methylidene)amino]phenyl](hydroxy)oxoammonium
0.02105
-
pH 7.3, 37°C Escherichia coli (5-[(E)-[(2,5-dimethylphenyl)imino]methyl]furan-2-yl)(hydroxy)oxoammonium
0.0249
-
pH 7.3, 37°C Escherichia coli 3-fluoro-N-[1-(2-methylpropanoyl)-1,2,3,4-tetrahydroquinolin-6-yl]benzene-1-sulfonamide
0.048
-
pH 7.3, 37°C Haemophilus influenzae 3-fluoro-N-[1-(2-methylpropanoyl)-1,2,3,4-tetrahydroquinolin-6-yl]benzene-1-sulfonamide
0.066
-
pH 7.3, 37°C Haemophilus influenzae [4-fluoro-3-[(E)-([5-[hydroxy(oxo)azaniumyl]furan-2-yl]methylidene)amino]phenyl](hydroxy)oxoammonium
0.079
-
pH 7.3, 37°C Haemophilus influenzae 5,7-dichloro-2-hydrazinylquinolin-8-ol
0.1
-
pH 7.3, 37°C Haemophilus influenzae 3-hydrazinylquinoline-2-thiol
0.1
-
pH 7.3, 37°C Haemophilus influenzae (5-[(E)-[(2,5-dimethylphenyl)imino]methyl]furan-2-yl)(hydroxy)oxoammonium

General Information

General Information Comment Organism
metabolism the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms Haemophilus influenzae
metabolism the enzyme is involved in the cell wall biosynthesis of Gram-negative organisms Escherichia coli