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Literature summary extracted from

  • Abdo, M.R.; Joseph, P.; Mortier, J.; Turtaut, F.; Montero, J.L.; Masereel, B.; Koehler, S.; Winum, J.Y.
    Anti-virulence strategy against Brucella suis: synthesis, biological evaluation and molecular modeling of selective histidinol dehydrogenase inhibitors (2011), Org. Biomol. Chem., 9, 3681-3690.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.23 (3S)-3-amino-1-[4-(benzyloxy)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-(biphenyl-4-ylethynyl)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-(biphenyl-4-ylmethoxy)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-[(4-bromobenzyl)oxy]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-[(4-butylbenzyl)oxy]phenyl]-4-(1H-imidazol-4-yl)butan-2-one 50% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-[(4-tert-butylphenyl)ethynyl]phenyl]-4-(1H-imidazol-4-yl)butan-2-one 30% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-1-[4-[(E)-2-(biphenyl-4-yl)ethenyl]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]phenyl)butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[[4-(naphthalen-2-yl)benzyl]oxy]phenyl)butan-2-one complete inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[[4-(trifluoromethyl)benzyl]oxy]phenyl)butan-2-one 70% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-(2-phenylethyl)phenyl]butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-(phenylethynyl)phenyl]butan-2-one complete inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(1E)-3-phenylprop-1-en-1-yl]phenyl]butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methoxybenzyl)oxy]phenyl]butan-2-one 30% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methylbenzyl)oxy]phenyl]butan-2-one 30% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methylphenyl)ethynyl]phenyl]butan-2-one
-
Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-pentylphenyl)ethynyl]phenyl]butan-2-one 30% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-phenoxybenzyl)oxy]phenyl]butan-2-one 70% inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(E)-2-(4-methylphenyl)ethenyl]phenyl]butan-2-one complete inhibition of pathogen growth in minimal medium at 0.5 mM Brucella suis
1.1.1.23 (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(E)-2-phenylethenyl]phenyl]butan-2-one
-
Brucella suis
1.1.1.23 additional information design, synthesis and evaluation of 19 potential HDH inhibitors, molecular modeling and docking study, overview Brucella suis

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.23 L-histidinol + 2 NAD+ + H2O Brucella suis
-
L-histidine + 2 NADH + 3 H+
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.23 Brucella suis
-
-
-

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
1.1.1.23 HDH
-
Brucella suis

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.23 NAD+
-
Brucella suis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.1.1.23 3
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-1-[4-(benzyloxy)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
1.1.1.23 3
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-(phenylethynyl)phenyl]butan-2-one
1.1.1.23 8.5
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-pentylphenyl)ethynyl]phenyl]butan-2-one
1.1.1.23 13
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-(2-phenylethyl)phenyl]butan-2-one
1.1.1.23 20
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methoxybenzyl)oxy]phenyl]butan-2-one
1.1.1.23 25
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(E)-2-phenylethenyl]phenyl]butan-2-one
1.1.1.23 30
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methylbenzyl)oxy]phenyl]butan-2-one
1.1.1.23 30
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[[4-(trifluoromethyl)benzyl]oxy]phenyl)butan-2-one
1.1.1.23 30
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[[4-(naphthalen-2-yl)benzyl]oxy]phenyl)butan-2-one
1.1.1.23 30
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(1E)-3-phenylprop-1-en-1-yl]phenyl]butan-2-one
1.1.1.23 40
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-1-[4-[(4-butylbenzyl)oxy]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
1.1.1.23 40
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(E)-2-(4-methylphenyl)ethenyl]phenyl]butan-2-one
1.1.1.23 40
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methylphenyl)ethynyl]phenyl]butan-2-one
1.1.1.23 65
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]phenyl)butan-2-one
1.1.1.23 65
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-1-[4-[(4-tert-butylphenyl)ethynyl]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
1.1.1.23 70
-
pH and temperature not specified in the publication Brucella suis (3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-phenoxybenzyl)oxy]phenyl]butan-2-one

General Information

EC Number General Information Comment Organism
1.1.1.23 malfunction enzyme inhibition leads to inhibition of intracellular bacterial growth in macrophage infection of the facultative intracellular pathogen Brucella suis
1.1.1.23 metabolism the enzyme catalyzes the last step in histidine biosynthesis Brucella suis
1.1.1.23 physiological function the enzyme is essential for intramacrophagic replication Brucella suis