BRENDA - Enzyme Database show

New phenolic inhibitors of yeast homoserine dehydrogenase

Ejim, L.; Mirza, I.A.; Capone, C.; Nazi, I.; Jenkins, S.; Chee, G.L.; Berghuis, A.M.; Wright, G.D.; Bioorg. Med. Chem. 12, 3825-3830 (2004)

Data extracted from this reference:

Application
EC Number
Application
Commentary
Organism
1.1.1.3
pharmacology
enzyme is a target for inhibitor design for construction of antimicrobial agents
Saccharomyces cerevisiae
Crystallization (Commentary)
EC Number
Crystallization
Organism
1.1.1.3
10 mg/ml purified recombinant enzyme, in TAPS, pH 8.5, in complex with inhibitor 4,4'-thiobis[2-(1-methylethyl)-phenol] in a molar ratio of 1:1, precipitant solution contains either 0.1 CHES, pH 9.5, 35% PEG 600 or 0.1 M CHES, pH 8.5, 40% PEG 400, and 0.2 M NaCl, 0.005 ml protein complex solution are equilibrated against 0.7 ml of precipitant solution using sitting drop technique, 3 months, X-ray diffraction structure determination and analysis at 3.0 A resolution, modeling
Saccharomyces cerevisiae
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
1.1.1.3
2,2'-[thiobis[[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]oxy]]bis-acetic acid diethyl ester
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1,1-dimethylethyl)]-5-methyl-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1,1-dimethylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1-methylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[5-methyl-2-(1-methylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-[1,2-ethanediylbis(thio)]bis[2,6-bis(1-methylpropyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-[1,2-ethanediylbis(thio)]bis[2-(1,1-dimethylethyl)-6-methyl]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4-(1-methylheptyl)-1,3-benzenediol
-
Saccharomyces cerevisiae
1.1.1.3
4-[[2-(2-furanyl)ethyl]thio]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4-[[[4-(1,1-dimethylethyl)phenyl]thio]methyl]-2,6-bis(1-methylethyl)-phenol
-
Saccharomyces cerevisiae
1.1.1.3
bis(4-chlorophenyl)ethyloxiranyl-silane
-
Saccharomyces cerevisiae
1.1.1.3
additional information
no inhibition by [2-(1,1-dimethylethyl)-4-[[5-(1,1-dimethylethyl)-4-hydroxy-2-methylphenyl]thio]-5-methylphenoxy]-acetic acid and 4-amino-butyric acid 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-phenylsulfanyl)-phenyl ester
Saccharomyces cerevisiae
1.1.1.3
[2-(1,1-dimethylethyl)-4-[[5-(1,1-dimethylethyl)-4-hydroxy-2-methylphenyl]thio]-5-methylphenoxy]-acetic acid ethyl ester
-
Saccharomyces cerevisiae
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
Saccharomyces cerevisiae
essential step in amino acids L-methionine, L-threonine, and L-isoleucine biosynthesis
L-homoserine + NAD(P)+
-
-
?
Organism
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
1.1.1.3
Saccharomyces cerevisiae
-
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
-
654955
Saccharomyces cerevisiae
L-homoserine + NAD(P)+
-
-
-
?
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
essential step in amino acids L-methionine, L-threonine, and L-isoleucine biosynthesis
654955
Saccharomyces cerevisiae
L-homoserine + NAD(P)+
-
-
-
?
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.1.1.3
NADH
-
Saccharomyces cerevisiae
1.1.1.3
NADPH
-
Saccharomyces cerevisiae
Application (protein specific)
EC Number
Application
Commentary
Organism
1.1.1.3
pharmacology
enzyme is a target for inhibitor design for construction of antimicrobial agents
Saccharomyces cerevisiae
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.1.1.3
NADH
-
Saccharomyces cerevisiae
1.1.1.3
NADPH
-
Saccharomyces cerevisiae
Crystallization (Commentary) (protein specific)
EC Number
Crystallization
Organism
1.1.1.3
10 mg/ml purified recombinant enzyme, in TAPS, pH 8.5, in complex with inhibitor 4,4'-thiobis[2-(1-methylethyl)-phenol] in a molar ratio of 1:1, precipitant solution contains either 0.1 CHES, pH 9.5, 35% PEG 600 or 0.1 M CHES, pH 8.5, 40% PEG 400, and 0.2 M NaCl, 0.005 ml protein complex solution are equilibrated against 0.7 ml of precipitant solution using sitting drop technique, 3 months, X-ray diffraction structure determination and analysis at 3.0 A resolution, modeling
Saccharomyces cerevisiae
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
1.1.1.3
2,2'-[thiobis[[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]oxy]]bis-acetic acid diethyl ester
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1,1-dimethylethyl)]-5-methyl-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1,1-dimethylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[2-(1-methylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-thiobis[5-methyl-2-(1-methylethyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-[1,2-ethanediylbis(thio)]bis[2,6-bis(1-methylpropyl)]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4,4'-[1,2-ethanediylbis(thio)]bis[2-(1,1-dimethylethyl)-6-methyl]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4-(1-methylheptyl)-1,3-benzenediol
-
Saccharomyces cerevisiae
1.1.1.3
4-[[2-(2-furanyl)ethyl]thio]-phenol
-
Saccharomyces cerevisiae
1.1.1.3
4-[[[4-(1,1-dimethylethyl)phenyl]thio]methyl]-2,6-bis(1-methylethyl)-phenol
-
Saccharomyces cerevisiae
1.1.1.3
bis(4-chlorophenyl)ethyloxiranyl-silane
-
Saccharomyces cerevisiae
1.1.1.3
additional information
no inhibition by [2-(1,1-dimethylethyl)-4-[[5-(1,1-dimethylethyl)-4-hydroxy-2-methylphenyl]thio]-5-methylphenoxy]-acetic acid and 4-amino-butyric acid 2-tert-butyl-4-(3-tert-butyl-4-hydroxy-phenylsulfanyl)-phenyl ester
Saccharomyces cerevisiae
1.1.1.3
[2-(1,1-dimethylethyl)-4-[[5-(1,1-dimethylethyl)-4-hydroxy-2-methylphenyl]thio]-5-methylphenoxy]-acetic acid ethyl ester
-
Saccharomyces cerevisiae
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
Saccharomyces cerevisiae
essential step in amino acids L-methionine, L-threonine, and L-isoleucine biosynthesis
L-homoserine + NAD(P)+
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
-
654955
Saccharomyces cerevisiae
L-homoserine + NAD(P)+
-
-
-
?
1.1.1.3
L-aspartate 4-semialdehyde + NAD(P)H
essential step in amino acids L-methionine, L-threonine, and L-isoleucine biosynthesis
654955
Saccharomyces cerevisiae
L-homoserine + NAD(P)+
-
-
-
?