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Literature summary for 2.3.1.157 extracted from

  • Buurman, E.T.; Andrews, B.; Gao, N.; Hu, J.; Keating, T.A.; Lahiri, S.; Otterbein, L.R.; Patten, A.D.; Stokes, S.S.; Shapiro, A.B.
    In vitro validation of acetyltransferase activity of GlmU as an antibacterial target in Haemophilus influenzae (2011), J. Biol. Chem., 286, 40734-40742.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.3.1.157

Application

Application Comment Organism
drug development GlmU is a target for inhibitor design Staphylococcus aureus
drug development GlmU is a target for inhibitor design Haemophilus influenzae
drug development GlmU is a target for inhibitor design Escherichia coli
drug development GlmU is a target for inhibitor design Streptococcus pneumoniae

Cloned(Commentary)

Cloned (Comment) Organism
gene glmU, expression in Escherichia coli strain BL21(DE3) Staphylococcus aureus
gene glmU, expression in Escherichia coli strain BL21(DE3) Haemophilus influenzae
gene glmU, expression in Escherichia coli strain HMS174(DE3) Escherichia coli
gene glmU, expression in Escherichia coli strain HMS174(DE3) Streptococcus pneumoniae

Inhibitors

Inhibitors Comment Organism Structure
4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
-
 Escherichia coli
4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
-
 Haemophilus influenzae
4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
-
 Staphylococcus aureus
4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
-
 Streptococcus pneumoniae
4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
-
 Escherichia coli
4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
-
 Haemophilus influenzae
4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
-
 Staphylococcus aureus
4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
-
 Streptococcus pneumoniae
4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
-
 Escherichia coli
4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid substrate inhibition, competitive versus N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide Haemophilus influenzae
4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
-
 Staphylococcus aureus
4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
-
 Streptococcus pneumoniae
alpha-D-glucosamine 1-phosphate substrate inhibition, competitive versus N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide Haemophilus influenzae
additional information inhibitor design from enzyme structure, analysis of antimicrobial compounds mediating their growth inhibitory effects specifically via GlmU, antimicrobial properties of sulfonamide inhibitors of GlmU acetyl transferase, overview Escherichia coli
additional information inhibitor design from enzyme structure, analysis of antimicrobial compounds mediating their growth inhibitory effects specifically via GlmU, antimicrobial properties of sulfonamide inhibitors of GlmU acetyl transferase, overview Haemophilus influenzae
additional information inhibitor design from enzyme structure, analysis of antimicrobial compounds mediating their growth inhibitory effects specifically via GlmU, antimicrobial properties of sulfonamide inhibitors of GlmU acetyl transferase, overview Staphylococcus aureus
additional information inhibitor design from enzyme structure, analysis of antimicrobial compounds mediating their growth inhibitory effects specifically via GlmU, antimicrobial properties of sulfonamide inhibitors of GlmU acetyl transferase, overview Streptococcus pneumoniae
N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
-
 Escherichia coli
N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
-
 Haemophilus influenzae
N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
-
 Staphylococcus aureus
N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
-
 Streptococcus pneumoniae
N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
-
 Escherichia coli
N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
-
 Haemophilus influenzae
N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
-
 Staphylococcus aureus
N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
-
 Streptococcus pneumoniae

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetyl-CoA + alpha-D-glucosamine 1-phosphate Staphylococcus aureus
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
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 Streptococcus pneumoniae
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Streptococcus pneumoniae NCTC 7466
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Escherichia coli ATCC 27325
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Haemophilus influenzae ATCC 51907
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate Staphylococcus aureus RN4220
-
 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-
Escherichia coli ATCC 27325
-
-
-
Haemophilus influenzae
-
-
-
Haemophilus influenzae ATCC 51907
-
-
-
Staphylococcus aureus
-
-
-
Staphylococcus aureus RN4220
-
-
-
Streptococcus pneumoniae
-
-
-
Streptococcus pneumoniae NCTC 7466
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant GlmU from Escherichia coli strain BL21(DE3) by anion exchange and hydrophobic interaction chromatography and gel filtration Staphylococcus aureus
recombinant GlmU from Escherichia coli strain BL21(DE3) by anion exchange and hydrophobic interaction chromatography and gel filtration Haemophilus influenzae
recombinant GlmU from Escherichia coli strain HMS174(DE3) by anion exchange and hydrophobic interaction chromatography and gel filtration Escherichia coli
recombinant GlmU from Escherichia coli strain HMS174(DE3) by anion exchange and hydrophobic interaction chromatography and gel filtration Streptococcus pneumoniae

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
 Staphylococcus aureus CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
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
-
 Streptococcus pneumoniae CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
 Streptococcus pneumoniae NCTC 7466 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
 Escherichia coli ATCC 27325 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
 Haemophilus influenzae ATCC 51907 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?
acetyl-CoA + alpha-D-glucosamine 1-phosphate
-
 Staphylococcus aureus RN4220 CoA + N-acetyl-alpha-D-glucosamine 1-phosphate
-
 ?

Synonyms

Synonyms Comment Organism
GlmU
-
 Staphylococcus aureus
GlmU
-
 Haemophilus influenzae
GlmU
-
 Escherichia coli
GlmU
-
 Streptococcus pneumoniae
GlmU acetyltransferase
-
 Staphylococcus aureus
GlmU acetyltransferase
-
 Haemophilus influenzae
GlmU acetyltransferase
-
 Escherichia coli
GlmU acetyltransferase
-
 Streptococcus pneumoniae

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.2
-
 assay at Staphylococcus aureus
7.2
-
 assay at Haemophilus influenzae
7.2
-
 assay at Escherichia coli
7.2
-
 assay at Streptococcus pneumoniae

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
additional information
-
 additional information inhibition kinetics, ping pong bisubstrate rate, overview Haemophilus influenzae

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000007
-
 pH 7.2, temperature not specified in the publication Escherichia coli 4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
0.000018
-
 pH 7.2, temperature not specified in the publication Escherichia coli 4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
0.000023
-
 pH 7.2, temperature not specified in the publication Haemophilus influenzae 4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
0.000058
-
 pH 7.2, temperature not specified in the publication Escherichia coli 4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
0.00028
-
 pH 7.2, temperature not specified in the publication Haemophilus influenzae 4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
0.0004
-
 pH 7.2, temperature not specified in the publication Haemophilus influenzae 4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
0.0021
-
 pH 7.2, temperature not specified in the publication Escherichia coli N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
0.0033
-
 pH 7.2, temperature not specified in the publication Escherichia coli N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
0.0047
-
 pH 7.2, temperature not specified in the publication Streptococcus pneumoniae 4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid
0.0064
-
 pH 7.2, temperature not specified in the publication Haemophilus influenzae N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
0.0078
-
 pH 7.2, temperature not specified in the publication Haemophilus influenzae N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
0.015
-
 pH 7.2, temperature not specified in the publication Streptococcus pneumoniae 4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
0.04
-
 pH 7.2, temperature not specified in the publication Streptococcus pneumoniae 4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
0.2
-
 above, pH 7.2, temperature not specified in the publication Staphylococcus aureus N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
0.2
-
 above, pH 7.2, temperature not specified in the publication Streptococcus pneumoniae N-[2,4-dimethoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]acetamide
0.2
-
 above, pH 7.2, temperature not specified in the publication Staphylococcus aureus N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
0.2
-
 above, pH 7.2, temperature not specified in the publication Streptococcus pneumoniae N-[2,4-dimethoxy-5-[methyl(phenyl)sulfamoyl]phenyl]acetamide
0.2
-
 above, pH 7.2, temperature not specified in the publication Staphylococcus aureus 4-[[2,4-dimethoxy-5-(10H-phenoxazin-10-ylsulfonyl)phenyl]amino]-4-oxobutanoic acid
0.2
-
 above, pH 7.2, temperature not specified in the publication Staphylococcus aureus 4-([5-[(4-aminophenyl)(phenyl)sulfamoyl]-2,4-dimethoxyphenyl]amino)-4-oxobutanoic acid
0.2
-
 above, pH 7.2, temperature not specified in the publication Staphylococcus aureus 4-([4-hydroxy-2-methoxy-5-[(2-methyl-3,4-dihydroquinolin-1(2H)-yl)sulfonyl]phenyl]amino)-4-oxobutanoic acid

General Information

General Information Comment Organism
physiological function GlmU is a bifunctional enzyme that is essential for bacterial growth, converting D-glucosamine 1-phosphate into UDPGlcNAc via acetylation and subsequent uridyl transfer Staphylococcus aureus
physiological function GlmU is a bifunctional enzyme that is essential for bacterial growth, converting D-glucosamine 1-phosphate into UDPGlcNAc via acetylation and subsequent uridyl transfer Haemophilus influenzae
physiological function GlmU is a bifunctional enzyme that is essential for bacterial growth, converting D-glucosamine 1-phosphate into UDPGlcNAc via acetylation and subsequent uridyl transfer Escherichia coli
physiological function GlmU is a bifunctional enzyme that is essential for bacterial growth, converting D-glucosamine 1-phosphate into UDPGlcNAc via acetylation and subsequent uridyl transfer Streptococcus pneumoniae