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Literature summary extracted from

  • Wang, X.D.; Deng, R.C.; Dong, J.J.; Peng, Z.Y.; Gao, X.M.; Li, S.T.; Lin, W.Q.; Lu, C.L.; Xiao, Z.P.; Zhu, H.L.
    3-Aryl-4-acyloxyethoxyfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: synthesis, molecular docking and antibacterial evaluation (2013), Bioorg. Med. Chem., 21, 4914-4922.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
6.1.1.1 expressed in Escherichia coli Staphylococcus aureus

Inhibitors

EC Number Inhibitors Comment Organism Structure
6.1.1.1 4-(2-(2,4-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2,4-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2,5-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2-chlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2-hydroxyphenylformyloxyl)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2-methoxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(2-nitrophenylformyloxyl)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3,4-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3,4-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3,4-dimethoxyphenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3,5-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-bromophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-chlorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-chlorophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-chlorophenylformyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-nitrophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-pyridylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(3-trifluoromethylphenylformyoxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-bromophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-bromophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-chlorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-chlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-fluorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-fluorophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-fluorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-hydroxyphenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-hydroxyphenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-hydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(4-nitrophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(6-hydroxynaphthalen-2-ylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-(naphthalen-2-ylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-butyryloxyethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-hexanoyloxyethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-octanoyloxyethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus
6.1.1.1 4-(2-phenylacetyloxylethoxy)-3-phenylfuran-2(5H)-one
-
 Staphylococcus aureus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.1.1.1 ATP + L-tyrosine + tRNATyr Staphylococcus aureus
-
 AMP + diphosphate + L-tyrosyl-tRNATyr
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
6.1.1.1 Staphylococcus aureus
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
6.1.1.1
-
 Staphylococcus aureus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.1.1.1 ATP + L-tyrosine + tRNATyr
-
 Staphylococcus aureus AMP + diphosphate + L-tyrosyl-tRNATyr
-
 ?

Synonyms

EC Number Synonyms Comment Organism
6.1.1.1 Tyrosyl-tRNA synthetase
-
 Staphylococcus aureus

Cofactor

EC Number Cofactor Comment Organism Structure
6.1.1.1 ATP
-
 Staphylococcus aureus

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
6.1.1.1 0.0009
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-chlorophenylformyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0011
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-chlorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0035
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-bromophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0043
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-trifluoromethylphenylformyoxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0052
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-nitrophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0052
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2,5-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0057
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-fluorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0067
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3,5-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0075
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-fluorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0079
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-hydroxyphenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0088
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-chlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0093
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-chlorophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0112
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-hydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0128
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-phenylacetyloxylethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0165
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2,4-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0167
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-bromophenylacetyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one
6.1.1.1 0.0168
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(6-hydroxynaphthalen-2-ylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0177
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(naphthalen-2-ylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0178
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0182
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2-nitrophenylformyloxyl)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.026
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-pyridylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0334
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3,4-dichlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.041
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-octanoyloxyethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0414
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2-hydroxyphenylformyloxyl)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0478
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-hexanoyloxyethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0481
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-bromophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0502
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2,4-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0568
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2-chlorophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0647
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2-methoxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0753
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3,4-dihydroxyphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.081
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0838
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3,4-dimethoxyphenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0846
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-butyryloxyethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.0936
-
 in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-fluorophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.1
-
 IC50 above 0.1 mM, in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(2-methylphenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.1
-
 IC50 above 0.1 mM, in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-nitrophenylformyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.1
-
 IC50 above 0.1 mM, in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(3-chlorophenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one
6.1.1.1 0.1
-
 IC50 above 0.1 mM, in 100 mM Tris/Cl pH 7.9, 50 mM KCl, 16 mM MgCl2, at 37°C Staphylococcus aureus 4-(2-(4-hydroxyphenylacetyloxy)ethoxy)-3-phenylfuran-2(5H)-one