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Literature summary for 6.3.4.15 extracted from

  • Soares da Costa, T.P.; Tieu, W.; Yap, M.Y.; Pendini, N.R.; Polyak, S.W.; Sejer Pedersen, D.; Morona, R.; Turnidge, J.D.; Wallace, J.C.; Wilce, M.C.; Booker, G.W.; Abell, A.D.
    Selective inhibition of biotin protein ligase from Staphylococcus aureus (2012), J. Biol. Chem., 287, 17823-17832.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 6.3.4.15

Cloned(Commentary)

Cloned (Comment) Organism
-
 Staphylococcus aureus

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging drop vapor diffusion method, using 8-12% (w/v) PEG8000 in 0.1 M Tris pH 7.5 or 8.0 and 10% (v/v) glycerol Staphylococcus aureus

Protein Variants

Protein Variants Comment Organism
R125A the mutant shows severely reduced catalytic efficiency compared to the wild type enzyme Staphylococcus aureus
R125N the mutant shows severely reduced catalytic efficiency compared to the wild type enzyme Staphylococcus aureus

Inhibitors

Inhibitors Comment Organism Structure
(3aS,4S,6aR)-4-(5-[1-[3-(naphthalen-2-yloxy)propyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-1-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-2-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-[-[1-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6ahexahydrothieno[3,4-d]imidazol-2-one competitive inhibitor Staphylococcus aureus
(3aS,4S,6aR)-4-[4-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]butyl]-1,3,3a,4,6,6a-hexa hydrothieno[3,4-d]imidazol-2-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-[5-[1-(4-phenoxybutyl)-1H-1,2,3-triazol-4-yl]pentyl]tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-[5-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6a-hexa hydrothieno[3,4-d]imidazol-2-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-[5-[3-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
-
 Staphylococcus aureus
(3aS,4S,6aR)-4-[6-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]hexyl]-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
-
 Staphylococcus aureus
2-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)ethyl 2,2-dimethylpropanoate
-
 Staphylococcus aureus
5-methyl-3-[3-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)propyl]-1,3-benzoxazol-2(3H)-one
-
 Staphylococcus aureus
5-methyl-3-[4-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)butyl]-1,3-benzoxazol-2(3H)-one competitive inhibitor versus biotin Staphylococcus aureus
biotinol-5'-AMP
-
 Staphylococcus aureus
biotinyl-5'-AMP selective inhibitor Staphylococcus aureus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00101
-
 biotin wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.00108
-
 biotin mutant enzyme R125A, at pH 7.5 and 37°C Staphylococcus aureus
0.00108
-
 biotin mutant enzyme R125N, at pH 7.5 and 37°C Staphylococcus aureus
0.18
-
 ATP wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.35
-
 ATP mutant enzyme R125N, at pH 7.5 and 37°C Staphylococcus aureus
0.42
-
 ATP mutant enzyme R125A, at pH 7.5 and 37°C Staphylococcus aureus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required Staphylococcus aureus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ATP + biotin + apo-[acetyl-CoA:carbon-dioxide ligase (ADP-forming)] Staphylococcus aureus
-
 AMP + diphosphate + [acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 ?
ATP + biotin + apo-[acetyl-CoA:carbon-dioxide ligase (ADP-forming)] Staphylococcus aureus ECT-2
-
 AMP + diphosphate + [acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 ?

Organism

Organism UniProt Comment Textmining
Staphylococcus aureus
-
-
-
Staphylococcus aureus ECT-2
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Staphylococcus aureus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + biotin + apo-[acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 Staphylococcus aureus AMP + diphosphate + [acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 ?
ATP + biotin + apo-[acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 Staphylococcus aureus ECT-2 AMP + diphosphate + [acetyl-CoA:carbon-dioxide ligase (ADP-forming)]
-
 ?

Synonyms

Synonyms Comment Organism
biotin protein ligase
-
 Staphylococcus aureus
BPL
-
 Staphylococcus aureus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
440
-
 ATP mutant enzyme R125A, at pH 7.5 and 37°C Staphylococcus aureus
520
-
 ATP mutant enzyme R125N, at pH 7.5 and 37°C Staphylococcus aureus
810
-
 biotin mutant enzyme R125A, at pH 7.5 and 37°C Staphylococcus aureus
840
-
 biotin mutant enzyme R125N, at pH 7.5 and 37°C Staphylococcus aureus
360000
-
 ATP wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
450000
-
 biotin wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus

Cofactor

Cofactor Comment Organism Structure
ATP
-
 Staphylococcus aureus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00009
-
 5-methyl-3-[4-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)butyl]-1,3-benzoxazol-2(3H)-one wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.00117
-
 (3aS,4S,6aR)-4-[-[1-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6ahexahydrothieno[3,4-d]imidazol-2-one wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.0017
-
 (3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-2-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.01
-
 2-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)ethyl 2,2-dimethylpropanoate Ki above 0.01 mM, wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.01
-
 (3aS,4S,6aR)-4-[5-[1-(4-phenoxybutyl)-1H-1,2,3-triazol-4-yl]pentyl]tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one Ki above 0.01 mM, wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.01
-
 (3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-1-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one Ki above 0.01 mM, wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.01
-
 (3aS,4S,6aR)-4-(5-[1-[3-(naphthalen-2-yloxy)propyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one Ki above 0.01 mM, wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus
0.01
-
 5-methyl-3-[3-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)propyl]-1,3-benzoxazol-2(3H)-one Ki above 0.01 mM, wild type enzyme, at pH 7.5 and 37°C Staphylococcus aureus