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Literature summary for 3.5.1.108 extracted from

  • Pirrung, M.C.; Tumey, L.N.; Raetz, C.R.; Jackman, J.E.; Snehalatha, K.; McClerren, A.L.; Fierke, C.A.; Gantt, S.L.; Rusche, K.M.
    Inhibition of the antibacterial target UDP-(3-O-acyl)-N-acetylglucosamine deacetylase (LpxC): isoxazoline zinc amidase inhibitors bearing diverse metal binding groups (2002), J. Med. Chem., 45, 4359-4370.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methanethiol
-
Escherichia coli
(R)-N-(1-(2-(3,4-dimethoxy-5-propylphenyl)-4,5-dihydrooxazol-4-yl)vinyl)hydroxylamine
-
Escherichia coli
(S)-3-(4-methoxyphenyl)-4,5-dihydro-isoxazole-5-carboxylic acid hydroxyamide
-
Escherichia coli
2-mercapto-1-[3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]ethanone racemate Escherichia coli
2-thioacetyl-1-[3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]ethanone racemate Escherichia coli
3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl(methyl)phosphinic acid
-
Escherichia coli
N'-formyl-3-(4-methoxyphenyl)-4,5-dihydroisoxazole-5-carbohydrazide
-
Escherichia coli
[3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]phosphonic acid
-
Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ zinc amidase Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Escherichia coli catalyzes the second step of lipid A biosynthesis in Gram negative bacteria ?
-
?

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information catalyzes the second step of lipid A biosynthesis in Gram negative bacteria Escherichia coli ?
-
?
UDP-3-O-((R)-3-hydroxymyristoyl)-N-acetylglucosamine + H2O
-
Escherichia coli UDP-3-O-((R)-3-hydroxymyristoyl)-D-glucosamine + acetate
-
?

Synonyms

Synonyms Comment Organism
LpxC
-
Escherichia coli
UDP-(3-O-acyl)-N-acetylglucosamine deacetylase
-
Escherichia coli
UDP-3-O-[R-3-hydroxymyristoyl]-GlcNAc deacetylase
-
Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6
-
assay at Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.003
-
pH 6.0, 30°C Escherichia coli (R)-N-(1-(2-(3,4-dimethoxy-5-propylphenyl)-4,5-dihydrooxazol-4-yl)vinyl)hydroxylamine
0.004
-
pH 6.0, 30°C Escherichia coli [3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]phosphonic acid
0.00437
-
pH 6.0, 30°C Escherichia coli (S)-3-(4-methoxyphenyl)-4,5-dihydro-isoxazole-5-carboxylic acid hydroxyamide
0.012
-
racemate, pH 6.0, 30°C Escherichia coli 2-thioacetyl-1-[3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]ethanone
0.022
-
pH 6.0, 30°C Escherichia coli (3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl)methanethiol
0.027
-
racemate, pH 6.0, 30°C Escherichia coli 2-mercapto-1-[3-(4-methoxyphenyl)-4,5-dihydro-isoxazol-5-yl]ethanone
0.17
-
pH 6.0, 30°C Escherichia coli 3-(4-methoxyphenyl)-4,5-dihydroisoxazol-5-yl(methyl)phosphinic acid
0.4
-
pH 6.0, 30°C Escherichia coli N'-formyl-3-(4-methoxyphenyl)-4,5-dihydroisoxazole-5-carbohydrazide