Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.1.1.267 extracted from

  • Perruchon, J.; Ortmann, R.; Altenkaemper, M.; Silber, K.; Wiesner, J.; Jomaa, H.; Klebe, G.; Schlitzer, M.
    Studies addressing the importance of charge in the binding of fosmidomycin-like molecules to deoxyxylulosephosphate reductoisomerase (2008), ChemMedChem, 3, 1232-1241.
    View publication on PubMed
Search for more literature for 1.1.1.267

Inhibitors

Inhibitors Comment Organism Structure
fosmidomycin
-
 Escherichia coli
FR900098 fosmidomycin homologue Escherichia coli
additional information neither the sulfone (N-hydroxy-N-[3-(alkylsulfonyl)propyl]acetamides) nor the sulfonamide derivatives (N-hydroxy-N-(3-sulfamoylpropyl) acetamide and N-hydroxy-N-(3-(N-alkylsulfamoyl)propyl)acetamide) of FR900098 display any significant inhibitory activity against DXR at a concentration of 0.03 mM. Importance of the negative charge for the binding of fosmidomycin-like inhibitors to DXR. Uncharged molecules are virtually inactive whereas derivatives that possess only one instead of two negative charges are markedly less active. It is possible to regain some of the activity that is lost by the reduction of the charge by occupation of hitherto unexploited areas of the enzyme Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid 3-methylbutyl ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono(2-naphthalen-1-yl-ethyl) ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono(2-naphthalen-2-yl-ethyl) ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono-n-butyl ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono-n-propyl ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid monomethyl ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic acid monophenethyl ester
-
 Escherichia coli
[3-(acetyl(hydroxy)amino)propyl]phosphonic monoethyl ester
-
 Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+
-
 Escherichia coli
Mn2+
-
 Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli P45568
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-deoxy-D-xylulose 5-phosphate + NADPH + H+
-
 Escherichia coli 2-C-methyl-D-erythritol 4-phosphate + NADP+
-
 ?

Synonyms

Synonyms Comment Organism
deoxyxylulosephosphate reductoisomerase
-
 Escherichia coli
DOXP reductoisomerase
-
 Escherichia coli
DXR
-
 Escherichia coli

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000035
-
 at 0.03 mM Escherichia coli fosmidomycin
0.000035
-
 at 0.03 mM Escherichia coli FR900098
0.00049
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid monophenethyl ester
0.0016
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono(2-naphthalen-2-yl-ethyl) ester
0.0021
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid 3-methylbutyl ester
0.0024
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono(2-naphthalen-1-yl-ethyl) ester
0.0039
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono-n-butyl ester
0.016
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid mono-n-propyl ester
0.023
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic monoethyl ester
0.05
-
 at 0.03 mM Escherichia coli [3-(acetyl(hydroxy)amino)propyl]phosphonic acid monomethyl ester