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1.1.1.3: homoserine dehydrogenase

This is an abbreviated version!
For detailed information about homoserine dehydrogenase, go to the full flat file.

Word Map on EC 1.1.1.3

Reaction

L-homoserine
+
NAD(P)+
=
L-aspartate 4-semialdehyde
+
NAD(P)H
+
H+

Synonyms

AK-HDH, AK-HSD-1, AK-HSDH, AK-HseDH, aspartate kinase-homoserine dehydrogenase, aspartokinase-homoserine dehydrogenase I, bifunctional aspartate kinase-homoserine dehydrogenase, BsHSD, HDH, hom, hom-1, Hom6, homoserine dehydrogenase 1, homoserine dehydrogenase 2, HSD, HSDH, HseDH, More, orf19.2951, PbHSD, SACOL1362, StHSD, thrA, TM_0547, TTHA0489, TtHSD

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.3 homoserine dehydrogenase

Inhibitors

Inhibitors on EC 1.1.1.3 - homoserine dehydrogenase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2S)-2-[[4-(propan-2-yl)phenyl]sulfanyl]propanenitrile
-
(S)-2-amino-4-oxo-5-hydroxypentanoic acid
-
RI-331
1-tert-butyl-4-[(difluoromethyl)sulfanyl]benzene
-
1-[(1S,2S)-2-(bromomethyl)cyclopropyl]-4-[(trifluoromethyl)sulfanyl]benzene
-
2,2'-[thiobis[[2-(1,1-dimethylethyl)-5-methyl-4,1-phenylene]oxy]]bis-acetic acid diethyl ester
-
-
3-[(4-tert-butylphenyl)sulfanyl]propane-1-thiol
-
4,4'-sulfanediylbis[2-(propan-2-yl)phenol]
-
4,4'-thiobis[2-(1,1-dimethylethyl)]-5-methyl-phenol
-
-
4,4'-thiobis[2-(1,1-dimethylethyl)]-phenol
-
-
4,4'-thiobis[2-(1-methylethyl)]-phenol
-
-
4,4'-thiobis[5-methyl-2-(1-methylethyl)]-phenol
-
-
4,4'-[1,2-ethanediylbis(thio)]bis[2,6-bis(1-methylpropyl)]-phenol
-
-
4,4'-[1,2-ethanediylbis(thio)]bis[2-(1,1-dimethylethyl)-6-methyl]-phenol
-
-
4-(1-methylheptyl)-1,3-benzenediol
-
-
4-(4-hydroxy-3-isopropylphenylthio)-2-isopropylphenol
4-[[2-(2-furanyl)ethyl]thio]-phenol
-
-
4-[[[4-(1,1-dimethylethyl)phenyl]thio]methyl]-2,6-bis(1-methylethyl)-phenol
-
-
5-hydroxy-4-oxo-L-norvaline
HONV, the mechanism of antifungal action of HONV dipeptides (determined against Candida albicans strain ATCC 10231 cells in three different growth media) involves uptake by the oligopeptide transport system, subsequent intracellular cleavage by cytosolic peptidases, and inhibition of homoserine dehydrogenase by the released HONV. Chemical synthesis of HONV and construction of HONV dipeptides as potential antifungal agents, overview. Six dipeptides with L-alanine, L-valine, L-norvaline (Nva), L-leucine, L-isoleucine, and L-phenylalanine as the N-terminal residues are obtained, Gly-HONV and D-Leu-HONV are synthesized and evaluated for comparative purposes. Antifungal in vitro activity and MIC values of HONV and its dipeptides, overview. Activity of HONV strongly depends on growth medium composition. Dipeptide (S)-2-N-[(R)-leucyl]amino-5-hydroxy-4-oxopentanoic acid (D-Leu-HONV) is inactive in all growth media. Antifungal activity of the compounds against different Candida species. Lack of activity of HONV-containing dipeptides against the Candida albicans opt1-opt5DELTA ptr2DELTA ptr22DELTA mutant clearly indicates that these compounds are transported to Candida albicans cells by the oligopeptide transport system, most probably by the di-tripeptide permeases Ptr2p and Ptr22, uptake rates into Candida albicans strain ATCC 10231 cells at pH 5.0 and pH 7.0 are determined, the initial uptake velocities are generally higher at pH 5.0 than at pH 7.0
Amphotericin B
aspartate
-
-
bis(4-chlorophenyl)ethyloxiranyl-silane
-
-
D-threonine
Thermophilic bacterium
-
slight
DL-allo-threonine
Thermophilic bacterium
-
-
glycyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-glycylamino-5-hydroxy-4-oxopentanoic acid
H-(1,2,4-triazol-3-yl)-DL-alanine
-
-
homoserine
-
-
itraconazole
L-alanyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-alanyl]amino-5-hydroxy-4-oxopentanoic acid
L-cysteine
L-isoleucyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-isoleucyl]amino-5-hydroxy-4-oxopentanoic acid
L-leucyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-leucyl]amino-5-hydroxy-4-oxopentanoic acid
L-lysine
allosteric regulation of recombinant engineered homoserine dehydrogenase by nonnatural inhibitor L-lysine
L-norvalyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-norvalyl]amino-5-hydroxy-4-oxopentanoic acid
L-phenylalanyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-phenylalanyl]amino-5-hydroxy-4-oxopentanoic acid
L-serine
L-threonine
L-valyl-5-hydroxy-4-oxo-L-norvaline
i.e. (S)-2-N-[(S)-valyl]amino-5-hydroxy-4-oxopentanoic acid
methionine
NADH
acts as a competitive inhibitor of NAD+, product inhibition, non-competitive inhibition versus L-homoserine
NADP+
p-chloromercuribenzoate
-
-
threonine
Trifluoperazine
-
-
Zinc15967722
MIC/MCF is 0.032 mg/ml
Zinc203432
Zinc20611644
MIC/MCF is 0.128 mg/ml
Zinc2123137
MIC/MCF is 0.008 mg/ml
Zinc273730
[2-(1,1-dimethylethyl)-4-[[5-(1,1-dimethylethyl)-4-hydroxy-2-methylphenyl]thio]-5-methylphenoxy]-acetic acid ethyl ester
-
-
additional information
-