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Literature summary extracted from

  • Lu, X.; Zhang, H.; Tonge, P.J.; Tan, D.S.
    Mechanism-based inhibitors of MenE, an acyl-CoA synthetase involved in bacterial menaquinone biosynthesis (2008), Bioorg. Med. Chem. Lett., 18, 5963-5966.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
6.2.1.3 menE, expression of N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3) Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
6.2.1.3 5'-deoxy-5'-[([(1E)-5-[2-(methoxycarbonyl)phenyl]-5-oxopent-1-en-1-yl]sulfonyl)amino]adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 5'-deoxy-5'-[([(1E)-5-[2-(methoxycarbonyl)phenyl]hexa-1,5-dien-1-yl]sulfonyl)amino]adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 5'-deoxy-5'-[([4-[2-(methoxycarbonyl)phenyl]-4-oxobutanoyl]sulfamoyl)amino]adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 5'-deoxy-5'-[([4-[2-(methoxycarbonyl)phenyl]pent-4-enoyl]sulfamoyl)amino]adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 5'-O-([4-[2-(methoxycarbonyl)phenyl]-4-oxobutanoyl]sulfamoyl)adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 5'-O-([4-[2-(methoxycarbonyl)phenyl]pent-4-enoyl]sulfamoyl)adenosine mechanism of covalent inhibition Mycobacterium tuberculosis
6.2.1.3 additional information design and construction of mechanism-based inhibitors of MenE Mycobacterium tuberculosis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
6.2.1.3 Mg2+
-
 Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.2.1.3 ATP + o-succinyl-1-benzoate + CoA Mycobacterium tuberculosis a step in the bacterial biosynthesis of menaquinone from chorismate, pathway overview AMP + diphosphate + o-succinyl-1-benzoyl-CoA
-
 ?
6.2.1.3 additional information Mycobacterium tuberculosis the acyl-CoA synthetase is involved in bacterial menaquinone biosynthesis ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
6.2.1.3 Mycobacterium tuberculosis
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
6.2.1.3 recombinant N-terminally His-tagged enzyme from Escherichia coli strain BL21(DE3) by metal affinity chromatography Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.2.1.3 ATP + o-succinyl-1-benzoate + CoA a step in the bacterial biosynthesis of menaquinone from chorismate, pathway overview Mycobacterium tuberculosis AMP + diphosphate + o-succinyl-1-benzoyl-CoA
-
 ?
6.2.1.3 ATP + o-succinyl-1-benzoate + CoA a two-step reaction via o-succinyl-1-benzoyl-AMP intermediate Mycobacterium tuberculosis AMP + diphosphate + o-succinyl-1-benzoyl-CoA
-
 ?
6.2.1.3 additional information the acyl-CoA synthetase is involved in bacterial menaquinone biosynthesis Mycobacterium tuberculosis ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
6.2.1.3 Acyl-CoA synthetase
-
 Mycobacterium tuberculosis
6.2.1.3 MenE
-
 Mycobacterium tuberculosis

Cofactor

EC Number Cofactor Comment Organism Structure
6.2.1.3 ATP
-
 Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
6.2.1.3 0.0057
-
-
 Mycobacterium tuberculosis 5'-deoxy-5'-[([(1E)-5-[2-(methoxycarbonyl)phenyl]-5-oxopent-1-en-1-yl]sulfonyl)amino]adenosine
6.2.1.3 0.034
-
-
 Mycobacterium tuberculosis 5'-deoxy-5'-[([4-[2-(methoxycarbonyl)phenyl]-4-oxobutanoyl]sulfamoyl)amino]adenosine
6.2.1.3 0.038
-
-
 Mycobacterium tuberculosis 5'-O-([4-[2-(methoxycarbonyl)phenyl]-4-oxobutanoyl]sulfamoyl)adenosine
6.2.1.3 0.2
-
 above Mycobacterium tuberculosis 5'-deoxy-5'-[([(1E)-5-[2-(methoxycarbonyl)phenyl]hexa-1,5-dien-1-yl]sulfonyl)amino]adenosine
6.2.1.3 0.2
-
 above Mycobacterium tuberculosis 5'-deoxy-5'-[([4-[2-(methoxycarbonyl)phenyl]pent-4-enoyl]sulfamoyl)amino]adenosine
6.2.1.3 0.2
-
 above Mycobacterium tuberculosis 5'-O-([4-[2-(methoxycarbonyl)phenyl]pent-4-enoyl]sulfamoyl)adenosine