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Literature summary for 3.1.3.25 extracted from

  • Miller, D.J.; Bashir-Uddin Surfraz, M.; Akhtar, M.; Gani, D.; Allemann, R.K.
    Removal of the phosphate group in mechanism-based inhibitors of inositol monophosphatase leads to unusual inhibitory activity (2004), Org. Biomol. Chem., 2, 671-688.
    View publication on PubMed
Search for more literature for 3.1.3.25

Inhibitors

Inhibitors Comment Organism Structure
(-)-(1R,2R,4R,6R)-2,4,6-trihydroxycyclohexyl 1-methylphosphonate IC50 is 260 mM Bos taurus
(-)-(1R,2R,4R,6R)-6-propyloxy-2,4-dihydroxycyclohexyl 1-ethylphosphonate competitive inhibition Bos taurus
(-)-(1R,2R,4R,6R)-6-propyloxy-2,4-dihydroxycyclohexyl 1-methylphosphonate competitive inhibition Bos taurus
(-)-(1S,2R,4R,6R)-6-propyloxycyclohexane-1,2,4-triol IC50 is about 150 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-(2-aminoethyloxy)cyclohexane-1,2,4-triol IC50 is 5 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-(2-phenylethyl)amino-2,4-dihydroxycyclohexyl 1-methylphosphonate IC50 is above 54 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-(2-phenylethyl)aminocyclohexane-1,2,4-triol IC50 is 6 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-(3-aminopropyloxy)cyclohexane-1,2,4-triol IC50 is 10 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-(4-phenylbutyl)aminocyclohexane-1,2,4-triol non-competitive inhibition Bos taurus
(-)-(1S,2R,4S,6R)-6-aminocyclohexane-1,2,4-triol IC50 is above 50 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-butylaminocyclohexane-1,2,4-triol non-competitive inhibition in absence of phosphate Bos taurus
(-)-(1S,2R,4S,6R)-6-ethylaminocyclohexane-1,2,4-triol IC50 is above 50 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-hexylamino-2,4-dihydroxycyclohexyl 1-methylphosphonate IC50 is 1.3 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-hexylaminocyclohexane-1,2,4-triol uncompetitive inhibition Bos taurus
(-)-(1S,2R,4S,6R)-6-hexyloxycyclohexane-1,2,4-triol IC50 is about 10 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-methylamino-2,4-dihydroxycyclohexyl 1-methylphosphonate IC50 is above 8 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-octylaminocyclohexane-1,2,4-triol IC50 is 4 mM Bos taurus
(-)-(1S,2R,4S,6R)-6-[4-(2-hydroxyphenyloxy)butyloxy]cyclohexane-1,2,4-triol competitive inhibition Bos taurus
(-)-(1S,2R,4S,6R)-6-[N-(4-phenylbutyl)-N-(2-aminoethyl)-amino]cyclohexane-1,2,4-triol [hydrochloride salt] IC50 is 9 mM Bos taurus
Li+
-
 Bos taurus
additional information potency and structural features of product-like inhibitors, inhibitory mechanism, overview Bos taurus
myo-inositol non-competitive inhibition Bos taurus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.025
-
 (-)-(1R,2R,4R,6R)-2,4,6-trihydroxycyclohexyl-1-hydroxyphosphonate cyclohexylammonium salt pH 8.0, 25°C Bos taurus
0.1
-
 D-myo-Inositol 1-phosphate pH 8.0, 25°C Bos taurus

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, 2 Mg2+ per active site, involved in catalysis Bos taurus

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-

Reaction

Reaction Comment Organism Reaction ID
myo-inositol phosphate + H2O = myo-inositol + phosphate catalytic mechanism and substrate-enzyme interactions, active site residues Bos taurus
a

Source Tissue

Source Tissue Comment Organism Textmining
brain
-
 Bos taurus
-
commercial preparation from brain Bos taurus
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
 different assay methods, overview Bos taurus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(-)-(1R,2R,4R,6R)-2,4,6-trihydroxycyclohexyl cyclohexylammonium 1-hydroxyphosphonate + H2O
-
 Bos taurus ?
-
 ?
(-)-(1R,2R,4R,6R)-2,4,6-trihydroxycyclohexyl-1-hydroxyphosphonate cyclohexylammonium salt + H2O
-
 Bos taurus ?
-
 ?
D-myo-inositol 1-phosphate + H2O catalytic mechanism and substrate-enzyme interactions Bos taurus D-myo-inositol + phosphate
-
 ?

Synonyms

Synonyms Comment Organism
IMPase
-
 Bos taurus
myo-inositol-phosphatase
-
 Bos taurus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Bos taurus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
8
-
 assay at Bos taurus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.04
-
 (-)-(1R,2R,4R,6R)-6-propyloxy-2,4-dihydroxycyclohexyl 1-methylphosphonate pH 8.0, 25°C Bos taurus
0.16
-
 (-)-(1R,2R,4R,6R)-6-propyloxy-2,4-dihydroxycyclohexyl 1-ethylphosphonate pH 8.0, 25°C Bos taurus
0.3
-
 (-)-(1S,2R,4S,6R)-6-hexylaminocyclohexane-1,2,4-triol pH 8.0, 25°C Bos taurus
0.3
-
 (-)-(1S,2R,4S,6R)-6-butylaminocyclohexane-1,2,4-triol pH 8.0, 25°C Bos taurus
4
-
 (-)-(1S,2R,4S,6R)-6-[4-(2-hydroxyphenyloxy)butyloxy]cyclohexane-1,2,4-triol pH 8.0, 25°C Bos taurus
9
-
 (-)-(1S,2R,4S,6R)-6-(4-phenylbutyl)aminocyclohexane-1,2,4-triol pH 8.0, 25°C Bos taurus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3
-
 IC50 is 1.3 mM Bos taurus (-)-(1S,2R,4S,6R)-6-hexylamino-2,4-dihydroxycyclohexyl 1-methylphosphonate
4
-
 IC50 is 4 mM Bos taurus (-)-(1S,2R,4S,6R)-6-octylaminocyclohexane-1,2,4-triol
5
-
 IC50 is 5 mM Bos taurus (-)-(1S,2R,4S,6R)-6-(2-aminoethyloxy)cyclohexane-1,2,4-triol
6
-
 IC50 is 6 mM Bos taurus (-)-(1S,2R,4S,6R)-6-(2-phenylethyl)aminocyclohexane-1,2,4-triol
8
-
 IC50 is above 8 mM Bos taurus (-)-(1S,2R,4S,6R)-6-methylamino-2,4-dihydroxycyclohexyl 1-methylphosphonate
9
-
 IC50 is 9 mM Bos taurus (-)-(1S,2R,4S,6R)-6-[N-(4-phenylbutyl)-N-(2-aminoethyl)-amino]cyclohexane-1,2,4-triol [hydrochloride salt]
10
-
 IC50 is 10 mM Bos taurus (-)-(1S,2R,4S,6R)-6-(3-aminopropyloxy)cyclohexane-1,2,4-triol
10
-
 IC50 is about 10 mM Bos taurus (-)-(1S,2R,4S,6R)-6-hexyloxycyclohexane-1,2,4-triol
50
-
 IC50 is above 50 mM Bos taurus (-)-(1S,2R,4S,6R)-6-aminocyclohexane-1,2,4-triol
50
-
 IC50 is above 50 mM Bos taurus (-)-(1S,2R,4S,6R)-6-ethylaminocyclohexane-1,2,4-triol
54
-
 IC50 is above 54 mM Bos taurus (-)-(1S,2R,4S,6R)-6-(2-phenylethyl)amino-2,4-dihydroxycyclohexyl 1-methylphosphonate
150
-
 IC50 is about 150 mM Bos taurus (-)-(1S,2R,4R,6R)-6-propyloxycyclohexane-1,2,4-triol
260
-
 IC50 is 260 mM Bos taurus (-)-(1R,2R,4R,6R)-2,4,6-trihydroxycyclohexyl 1-methylphosphonate