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Literature summary for 1.1.1.25 extracted from

  • Han, C.; Wang, L.; Yu, K.; Chen, L.; Hu, L.; Chen, K.; Jiang, H.; Shen, X.
    Biochemical characterization and inhibitor discovery of shikimate dehydrogenase from Helicobacter pylori (2006), FEBS J., 273, 4682-4692.
    View publication on PubMed
Search for more literature for 1.1.1.25

Cloned(Commentary)

Cloned (Comment) Organism
gene aroE, expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Helicobacter pylori

Inhibitors

Inhibitors Comment Organism Structure
2-([2-([2-([2-(2,3-dimethylanilino)-2-oxoethyl]sulfanyl)-1,3-benzothiazol-6-yl]amino)2-oxoethyl]sulfanyl)-N-(2-naphthyl)acetamide IC50: 0.0029 mM, competitive inhibition with respect to shikimate, noncompetitive to NADP+, potent antibacterial activity Helicobacter pylori
3-(2-naphthyloxy)-4-oxo-2-(trifluoromethyl)-4H-chromen-7-yl 3-chlorobenzoate IC50: 0.0039 mM, noncompetitive inhibition with respect to shikimate, competitive to NADP+ Helicobacter pylori
butyl 2-([3-(2-naphthyloxy)4-oxo-2-(trifluoromethyl)4H-chromen-7-yl]oxy)propanoate IC50: 0.0134 mM, noncompetitive inhibition with respect to shikimate, competitive to NADP+, potent antibacterial activity Helicobacter pylori
curcumin IC50: 0.0154 mM, noncompetitive inhibition with respect to shikimate and NADP+ Helicobacter pylori
maesaquinone diacetate IC50: 0.0035 mM, noncompetitive inhibition with respect to shikimate and NADP+ Helicobacter pylori
additional information antibacterial activity of inhibitors, overview Helicobacter pylori

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.148
-
 shikimate pH 8.0, 60°C, recombinant enzyme Helicobacter pylori
0.182
-
 NADP+ pH 8.0, 60°C, recombinant enzyme Helicobacter pylori
2.9
-
 NAD+ pH 8.0, 60°C, recombinant enzyme Helicobacter pylori

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3-dehydroshikimate + NAD(P)H + H+ Helicobacter pylori fourth enzyme involved in the shikimate pathway shikimate + NAD(P)+
-
 r
3-dehydroshikimate + NAD(P)H + H+ Helicobacter pylori SS1 fourth enzyme involved in the shikimate pathway shikimate + NAD(P)+
-
 r

Organism

Organism UniProt Comment Textmining
Helicobacter pylori Q56S04 gene aroE; gene aroE
-
Helicobacter pylori SS1 Q56S04 gene aroE; gene aroE
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography Helicobacter pylori

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
-
 Helicobacter pylori

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-dehydroshikimate + NAD(P)H + H+
-
 Helicobacter pylori shikimate + NAD(P)+
-
 r
3-dehydroshikimate + NAD(P)H + H+ fourth enzyme involved in the shikimate pathway Helicobacter pylori shikimate + NAD(P)+
-
 r
3-dehydroshikimate + NAD(P)H + H+
-
 Helicobacter pylori SS1 shikimate + NAD(P)+
-
 r
3-dehydroshikimate + NAD(P)H + H+ fourth enzyme involved in the shikimate pathway Helicobacter pylori SS1 shikimate + NAD(P)+
-
 r
quinate + NADP+
-
 Helicobacter pylori 3-dehydroquinate + NADPH + H+
-
 r
quinate + NADP+
-
 Helicobacter pylori SS1 3-dehydroquinate + NADPH + H+
-
 r
shikimate + NAD+
-
 Helicobacter pylori 3-dehydroshikimate + NADH + H+
-
 r
shikimate + NAD+
-
 Helicobacter pylori SS1 3-dehydroshikimate + NADH + H+
-
 r

Subunits

Subunits Comment Organism
More analysis of secondary structure Helicobacter pylori

Synonyms

Synonyms Comment Organism
SDH
-
 Helicobacter pylori

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
60
-
 oxidation reaction, recombinant His-tagged enzyme Helicobacter pylori

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
20 80
-
 Helicobacter pylori

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
5.2
-
 NAD+ pH 8.0, 60°C, recombinant enzyme Helicobacter pylori
7.1
-
 NADP+ pH 8.0, 60°C, recombinant enzyme Helicobacter pylori
7.7
-
 shikimate pH 8.0, 60°C, recombinant enzyme Helicobacter pylori

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8 9 oxidation reaction, recombinant His-tagged enzyme Helicobacter pylori

pH Range

pH Minimum pH Maximum Comment Organism
additional information
-
 pH profile of the oxidation reaction Helicobacter pylori

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Helicobacter pylori
NADH
-
 Helicobacter pylori
NADP+ preferred cofactor Helicobacter pylori
NADPH preferred cofactor Helicobacter pylori

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0029
-
 IC50: 0.0029 mM, competitive inhibition with respect to shikimate, noncompetitive to NADP+, potent antibacterial activity Helicobacter pylori 2-([2-([2-([2-(2,3-dimethylanilino)-2-oxoethyl]sulfanyl)-1,3-benzothiazol-6-yl]amino)2-oxoethyl]sulfanyl)-N-(2-naphthyl)acetamide
0.0035
-
 IC50: 0.0035 mM, noncompetitive inhibition with respect to shikimate and NADP+ Helicobacter pylori maesaquinone diacetate
0.0039
-
 IC50: 0.0039 mM, noncompetitive inhibition with respect to shikimate, competitive to NADP+ Helicobacter pylori 3-(2-naphthyloxy)-4-oxo-2-(trifluoromethyl)-4H-chromen-7-yl 3-chlorobenzoate
0.0134
-
 IC50: 0.0134 mM, noncompetitive inhibition with respect to shikimate, competitive to NADP+, potent antibacterial activity Helicobacter pylori butyl 2-([3-(2-naphthyloxy)4-oxo-2-(trifluoromethyl)4H-chromen-7-yl]oxy)propanoate
0.0154
-
 IC50: 0.0154 mM, noncompetitive inhibition with respect to shikimate and NADP+ Helicobacter pylori curcumin