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Literature summary extracted from

  • Morii, H.; Okauchi, T.; Nomiya, H.; Ogawa, M.; Fukuda, K.; Taniguchi, H.
    Studies of inositol 1-phosphate analogues as inhibitors of the phosphatidylinositol phosphate synthase in mycobacteria (2013), J. Biochem., 153, 257-266.
    View publication on PubMed

Application

EC Number Application Comment Organism
2.7.8.B13 drug development the enzyme is a promising target for the development of anti-mycobacterium drugs Mycobacterium tuberculosis

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.8.B13 (+-)-1-deoxy-1-phosphonomethyl-myo-inositol Ino-C-P, competitive inhibition, 24% and 76% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 (+-)-1-deoxy-1-phosphonomethyl-myo-inositol leads to growth inhibition Mycolicibacterium smegmatis
2.7.8.B13 (+-)-1-deoxy-1-[(diethoxyphosphinyl)methyl]-myo-inositol Ino-C-P(OEt)2, 11% and 40% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 (+-)-1-deoxy-1-[(diethoxyphosphinyl)methyl]-myo-inositol Ino-C-P(OEt)2, leads to growth inhibition Mycolicibacterium smegmatis
2.7.8.B13 (+-)-1-O-sulfamoyl-myo-inositol 16% and 45% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 1D-myo-inositol 1-monophosphate 4% and 45% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 1L-1-deoxy-1-carboxymethyl-chiro-inositol 7% and 41% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 1L-1-deoxy-1-carboxymethyl-myo-inositol 7% and 41% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis
2.7.8.B13 additional information chemical synthesis of four types of inositol 1-phosphate derivatives, all synthesized compounds inhibit PIP synthase activity. The phosphonate analogue of inositol 1-phosphate has the greatest inhibitory effect among the synthesized compounds examined, kinetic analysis. No substrate inhibition by 1L-myo-inositol 1-phosphate Mycobacterium tuberculosis
2.7.8.B13 additional information no growth inhibition by (+-)-1-O-sulfamoyl-myo-inositol, 1L-1-deoxy-1-carboxymethyl-myo-inositol, and 1 L-1-deoxy-1-carboxymethyl-chiro-inositol Mycolicibacterium smegmatis
2.7.8.B13 myo-inositol 2-monophosphate 10% and 44% inhibition at 1 mM and 5 mM, respectively Mycobacterium tuberculosis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.7.8.B13 Mg2+ the enzyme requires Mg2+ or Mn2+ Mycolicibacterium smegmatis
2.7.8.B13 Mg2+ the enzyme requires Mg2+ or Mn2+ Mycobacterium tuberculosis
2.7.8.B13 Mn2+ the enzyme requires Mg2+ or Mn2+ Mycolicibacterium smegmatis
2.7.8.B13 Mn2+ the enzyme requires Mg2+ or Mn2+ Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.7.8.B13 CDP-diacylglycerol + 1L-myo-inositol 1-phosphate Mycolicibacterium smegmatis
-
CMP + 1-phosphatidyl-1D-myo-inositol 3-phosphate
-
?
2.7.8.B13 CDP-diacylglycerol + 1L-myo-inositol 1-phosphate Mycobacterium tuberculosis
-
CMP + 1-phosphatidyl-1D-myo-inositol 3-phosphate
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.7.8.B13 Mycobacterium tuberculosis
-
-
-
2.7.8.B13 Mycolicibacterium smegmatis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.8.B13 CDP-diacylglycerol + 1L-myo-inositol 1-phosphate
-
Mycolicibacterium smegmatis CMP + 1-phosphatidyl-1D-myo-inositol 3-phosphate
-
?
2.7.8.B13 CDP-diacylglycerol + 1L-myo-inositol 1-phosphate
-
Mycobacterium tuberculosis CMP + 1-phosphatidyl-1D-myo-inositol 3-phosphate
-
?

Synonyms

EC Number Synonyms Comment Organism
2.7.8.B13 phosphatidylinositol phosphate synthase
-
Mycolicibacterium smegmatis
2.7.8.B13 phosphatidylinositol phosphate synthase
-
Mycobacterium tuberculosis
2.7.8.B13 PIP synthase
-
Mycolicibacterium smegmatis
2.7.8.B13 PIP synthase
-
Mycobacterium tuberculosis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.7.8.B13 37
-
assay at Mycobacterium tuberculosis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.7.8.B13 8.5
-
assay at Mycobacterium tuberculosis

General Information

EC Number General Information Comment Organism
2.7.8.B13 metabolism distinct pathway for the biosynthesis of phosphatidylinositol in mycobacteria via phosphatidylinositol phosphate (PIP) and phosphatidylinositol phosphate synthase activity Mycolicibacterium smegmatis
2.7.8.B13 metabolism distinct pathway for the biosynthesis of phosphatidylinositol in mycobacteria via phosphatidylinositol phosphate (PIP) and phosphatidylinositol phosphate synthase activity Mycobacterium tuberculosis