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Literature summary for 6.1.1.1 extracted from

  • Brown, P.; Richardson, C.M.; Mensah, L.M.; O'Hanlon, P.J.; Osborne, N.F.; Pope, A.J.; Walker, G.
    Molecular recognition of tyrosinyl adenylate analogues by prokaryotic tyrosyl tRNA synthetases (1999), Bioorg. Med. Chem., 7, 2473-2485.
    View publication on PubMed

Application

Application Comment Organism
medicine enzyme inhibitors can be used as antibacterial agents Staphylococcus aureus
medicine enzyme inhibitors can be used as antibacterial agents Geobacillus stearothermophilus

Crystallization (Commentary)

Crystallization (Comment) Organism
-
Staphylococcus aureus
X-ray diffraction, at 2.7 A resolution, structure analysis of the enzyme-ligand complex, e.g. with specific synthetic inhibitors, molecular modeling Geobacillus stearothermophilus

Inhibitors

Inhibitors Comment Organism Structure
L-tyrosinyl 1,4-anhydro-D-ribitol-5-O-phosphate
-
Geobacillus stearothermophilus
L-tyrosinyl 1,4-anhydro-D-ribitol-5-O-phosphate
-
Staphylococcus aureus
L-tyrosinyl 1-beta-naphthyl-1,4-anhydro-D-ribitol-5-O-phosphate
-
Geobacillus stearothermophilus
L-tyrosinyl 1-beta-naphthyl-1,4-anhydro-D-ribitol-5-O-phosphate
-
Staphylococcus aureus
L-tyrosinyl N6-benzoyl adenylate
-
Geobacillus stearothermophilus
L-tyrosinyl uridine-5'-O-phosphate 25% inhibition at 0.1 mM Geobacillus stearothermophilus
L-tyrosinyl uridine-5'-O-phosphate
-
Staphylococcus aureus
L-tyrosinyl-2',3'-O-isopropylidene adenylate
-
Geobacillus stearothermophilus
L-tyrosinyl-2',3'-O-isopropylidene adenylate
-
Staphylococcus aureus
L-tyrosinyl-2'-deoxy adenylate
-
Geobacillus stearothermophilus
L-tyrosinyl-2'-deoxy adenylate
-
Staphylococcus aureus
L-tyrosinyl-3'-deoxy adenylate
-
Geobacillus stearothermophilus
L-tyrosinyl-3'-deoxy adenylate
-
Staphylococcus aureus
additional information no inhibition by L-tyrosinyl 1-beta-(E)-(3-ethoxycarbonyl-2-methylprop-2-enyl)-1,4-anhydro-D-ribitol-5-O-phosphate, N-(L-tyrosinyl)-N'-(5'-deoxy-5'-adenosinyl)-sulfamide, and 2(S)-amino-3-(4-hydroxyphenyl)propyl 1-(adenine-9-yl)-(E)-5,6-dideoxy-beta-D-ribohept-5-enfuranuronate hydrochloride Staphylococcus aureus
tyrosinyl adenylate
-
Geobacillus stearothermophilus
tyrosinyl adenylate
-
Staphylococcus aureus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Staphylococcus aureus
Mg2+ required Geobacillus stearothermophilus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + tyrosine + tRNATyr Staphylococcus aureus enzyme plays a key role in protein biosynthesis AMP + Tyr-tRNATyr + diphosphate
-
?
ATP + tyrosine + tRNATyr Geobacillus stearothermophilus enzyme plays a key role in protein biosynthesis AMP + Tyr-tRNATyr + diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Geobacillus stearothermophilus
-
-
-
Staphylococcus aureus
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant enzyme to near homogeneity Staphylococcus aureus

Reaction

Reaction Comment Organism Reaction ID
ATP + L-tyrosine + tRNATyr = AMP + diphosphate + L-tyrosyl-tRNATyr the adenine ring is important to the binding of tyrosinyl adenylate to the enzyme, important water-mediated hydrogen interactions Staphylococcus aureus
ATP + L-tyrosine + tRNATyr = AMP + diphosphate + L-tyrosyl-tRNATyr the adenine ring is important to the binding of tyrosinyl adenylate to the enzyme, important water-mediated hydrogen interactions Geobacillus stearothermophilus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + tyrosine + tRNATyr extreme high fidelity in charging the tRNA with an amino acid Staphylococcus aureus AMP + Tyr-tRNATyr + diphosphate
-
?
ATP + tyrosine + tRNATyr extreme high fidelity in charging the tRNA with an amino acid Geobacillus stearothermophilus AMP + Tyr-tRNATyr + diphosphate
-
?
ATP + tyrosine + tRNATyr enzyme plays a key role in protein biosynthesis Staphylococcus aureus AMP + Tyr-tRNATyr + diphosphate
-
?
ATP + tyrosine + tRNATyr enzyme plays a key role in protein biosynthesis Geobacillus stearothermophilus AMP + Tyr-tRNATyr + diphosphate
-
?

Synonyms

Synonyms Comment Organism
tyrosyl tRNA synthetase
-
Staphylococcus aureus
tyrosyl tRNA synthetase
-
Geobacillus stearothermophilus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Staphylococcus aureus
37
-
assay at Geobacillus stearothermophilus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.9
-
assay at Staphylococcus aureus
7.9
-
assay at Geobacillus stearothermophilus

Cofactor

Cofactor Comment Organism Structure
ATP
-
Staphylococcus aureus
ATP
-
Geobacillus stearothermophilus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000063
-
tyrosinyl adenylate pH 7.9, 37°C Geobacillus stearothermophilus
0.0000093
-
L-tyrosinyl-2',3'-O-isopropylidene adenylate pH 7.9, 37°C Geobacillus stearothermophilus
0.000011
-
L-tyrosinyl adenylate pH 7.9, 37°C Staphylococcus aureus
0.000026
-
L-tyrosinyl-2',3'-O-isopropylidene adenylate pH 7.9, 37°C Staphylococcus aureus
0.00021
-
L-tyrosinyl uridine-5'-O-phosphate pH 7.9, 37°C Staphylococcus aureus
0.00068
-
L-tyrosinyl N6-benzoyl adenylate pH 7.9, 37°C Geobacillus stearothermophilus
0.0057
-
L-tyrosinyl 1-beta-naphthyl-1,4-anhydro-D-ribitol-5-O-phosphate pH 7.9, 37°C Geobacillus stearothermophilus
0.018
-
L-tyrosinyl-2'-deoxy adenylate pH 7.9, 37°C Geobacillus stearothermophilus
0.036
-
L-tyrosinyl-3'-deoxy adenylate pH 7.9, 37°C Geobacillus stearothermophilus
0.076
-
L-tyrosinyl 1,4-anhydro-D-ribitol-5-O-phosphate pH 7.9, 37°C Geobacillus stearothermophilus
0.1
-
L-tyrosinyl-2'-deoxy adenylate pH 7.9, 37°C Staphylococcus aureus
0.14
-
L-tyrosinyl-3'-deoxy adenylate pH 7.9, 37°C Staphylococcus aureus
0.15
-
L-tyrosinyl 1-beta-naphthyl-1,4-anhydro-D-ribitol-5-O-phosphate pH 7.9, 37°C Staphylococcus aureus
0.42
-
L-tyrosinyl 1,4-anhydro-D-ribitol-5-O-phosphate pH 7.9, 37°C Staphylococcus aureus