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Literature summary for 1.1.1.23 extracted from

  • Turtaut, F.; Ouahrani-Bettache, S.; Montero, J.; Köhler, S.; Winum, J.
    Synthesis and biological evaluation of a new class of anti-brucella compounds targeting histidinol dehydrogenase: alpha-O-arylketones and alpha-S-arylketones derived from histidine (2011), MedChemComm, 2, 995-1000.
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
recombinant expression of the His6-tagged enzyme in Escherichia coli strain BL21(DE3) Brucella sp.

Inhibitors

Inhibitors Comment Organism Structure
(3S)-3-amino-1-(2,3,4,5,6-pentafluorophenyloxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-(2,3,4,5,6-pentafluorophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-(4-bromophenoxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-(4-bromophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-(4-fluorophenoxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-(4-fluorophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-hydroxy-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-1-thio-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(naphthalen-2-yloxy)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(naphthalen-2-ylthio)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(p-tolyloxy)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(phenyloxy)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(phenylthio)butan-2-one dihydrochloride
-
Brucella sp.
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(tolylthio)butan-2-one dihydrochloride
-
Brucella sp.
additional information synthesis and evaluation of alpha-O-arylketones and alpha-S-arylketones derived from histidine Brucella sp.

Metals/Ions

Metals/Ions Comment Organism Structure
Mn2+ required Brucella sp.

Organism

Organism UniProt Comment Textmining
Brucella sp.
-
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His6-tagged enzyme from Escherichia coli strain BL21(DE3) by cobalt affinity chromatography Brucella sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
L-histidinol + 2 NAD+ + H2O
-
Brucella sp. L-histidine + 2 NADH + 3 H+
-
?

Synonyms

Synonyms Comment Organism
HDH
-
Brucella sp.

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Brucella sp.

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9.2
-
assay at Brucella sp.

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Brucella sp.

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000024
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-hydroxy-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.00011
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(naphthalen-2-yloxy)butan-2-one dihydrochloride
0.00021
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(p-tolyloxy)butan-2-one dihydrochloride
0.0016
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(4-bromophenoxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0021
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-thio-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0028
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(4-bromophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0028
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(2,3,4,5,6-pentafluorophenyloxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0031
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(4-fluorophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0033
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(naphthalen-2-ylthio)butan-2-one dihydrochloride
0.0037
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(phenyloxy)butan-2-one dihydrochloride
0.0047
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(4-fluorophenoxy)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0071
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(phenylthio)butan-2-one dihydrochloride
0.0192
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-1-(2,3,4,5,6-pentafluorophenylthio)-4-(1H-imidazol-4-yl)butan-2-one dihydrochloride
0.0395
-
pH 9.2, 30°C, recombinant His6-tagged enzyme Brucella sp. (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(tolylthio)butan-2-one dihydrochloride