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Literature summary for 1.1.1.23 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
Search for more literature for 1.1.1.23

Inhibitors

Inhibitors Comment Organism Structure
(3S)-3-amino-1-[4-(benzyloxy)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
 Brucella suis
(3S)-3-amino-1-[4-(biphenyl-4-ylethynyl)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
 Brucella suis
(3S)-3-amino-1-[4-(biphenyl-4-ylmethoxy)phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
 Brucella suis
(3S)-3-amino-1-[4-[(4-bromobenzyl)oxy]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
 Brucella suis
(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
(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
(3S)-3-amino-1-[4-[(E)-2-(biphenyl-4-yl)ethenyl]phenyl]-4-(1H-imidazol-4-yl)butan-2-one
-
 Brucella suis
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-(4-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]phenyl)butan-2-one
-
 Brucella suis
(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
(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
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-(2-phenylethyl)phenyl]butan-2-one
-
 Brucella suis
(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
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(1E)-3-phenylprop-1-en-1-yl]phenyl]butan-2-one
-
 Brucella suis
(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
(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
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(4-methylphenyl)ethynyl]phenyl]butan-2-one
-
 Brucella suis
(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
(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
(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
(3S)-3-amino-4-(1H-imidazol-4-yl)-1-[4-[(E)-2-phenylethenyl]phenyl]butan-2-one
-
 Brucella suis
additional information design, synthesis and evaluation of 19 potential HDH inhibitors, molecular modeling and docking study, overview Brucella suis

Localization

Localization Comment Organism GeneOntology No. Textmining

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Brucella suis
-
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
HDH
-
 Brucella suis

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Brucella suis

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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

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