26326-85-2

Basic information

• Product Name: INS(1,2,3,5,6)P5
• Synonyms: D-MYO-INOSITOL-1,2,3,5,6-PENTAKISPHOSPHATE;INS(1,2,3,5,6)P5;L-myo-Inositol 1,2,3,4,5-pentakis-phosphate;myo-D-Inositol pentakis(dihydrogen phosphate);L-myo-Inositol 1,2,3,4,5-pentakis(dihydrogen phosphate);D-myo-Inositol 1,2,3,5,6-pentaphosphate
• CAS NO: 26326-85-2
• Molecular Formula: C₆H₁₇O₂₁P₅
• Molecular Weight: 580.06
• Mol File: 26326-85-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: INS(1,2,3,5,6)P5(CAS DataBase Reference)
• NIST Chemistry Reference: INS(1,2,3,5,6)P5(26326-85-2)
• EPA Substance Registry System: INS(1,2,3,5,6)P5(26326-85-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 26326-85-2(Hazardous Substances Data)

Usage

Uses

myo-Inositol 1,2,3,5,6-pentakisphosphate regulates RNA polymerase I-mediated rRNA transcription in Saccharomyces cerevisiae.

General Description

Aluminum was shown to increase the activity of multiple inositol polyphosphate phosphatathase(MIPP) in hepatic mammalian cells. This cased a decrease in the MIPP substrate, Ins(1,2,3,5,6)P5.

Biochem/physiol Actions

The metabolite inositol is a precursor of inositides, which have an important impact on diverse areas of cellular regulation.

Upstream product

• 211294-79-0 (3aS,4R,5R,5aR,8aR,8bR)-2,2,7,7-Tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole-4,5-diol 
• 211294-76-7 Acetic acid (3aR,4R,5S,5aR,8aR,8bS)-5-hydroxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxol-4-yl ester 
• 38643-30-0 (±)-1,2:5,6-di-O-isopropylidene-myo-inositol 
• 864951-05-3 (1R,2S,3S,4R)-2,3,4-tri-O-acetyl-1-O-benzylconduritol B 
• 17211-15-3 sodium inositol hexaphosphate 

Downstream Products

• 573-35-3 myo-Inositol 2-phosphate 
• 28841-62-5 D-myo-inositol 1,2,6-trisphosphate 

Relevant articles and documents

Quantitative analysis of phytate globoids isolated from wheat bran and characterization of their sequential dephosphorylation by wheat phytase

Wheat phytase was purified to investigate the action of the enzyme toward its pure substrate (phytic acid - myo-inositol hexakisphosphate) and its naturally occurring substrate (phytate globoids). Phytate globoids were purified to homogeneity from wheat bran, and their nutritionally relevant parameters were quantified by ICP-MS. The main components of the globoids were phytic acid (40% w/w), protein (46% w/w), and several minerals, in particular, K > Mg > Ca > Fe (in concentration order). Investigation of enzyme kinetics revealed that Km and Vmax decreased by 29 and 37%, respectively, when pure phytic acid was replaced with phytate globoids as substrate. Time course degradation of phytic acid or phytate globoids using purified wheat phytase was followed by HPIC identification of inositol phosphates appearing and disappearing as products. In both cases, enzymatic degradation initiated at both the 3- and 6-positions of phytic acid and end products were inositol and phosphate.

Pathway of dephosphorylation of myo-inositol hexakisphosphate by phytases of legume seeds

Using a combination of high-performance ion chromatography analysis and kinetic studies, the pathway of dephosphorylation of myo-inositol hexakisphosphate by the phytases purified from faba bean and lupine seeds, respectively, was established. The data demonstrate that the legume seed phytases under investigation dephosphorylate myo-inositol hexakisphosphate in a stereospecific way. The phytase from faba bean seeds and the phytase LP2 from lupine seeds degrade phytate by sequential removal of phosphate groups via D-Ins(1,2,3,5,6)P5, D-Ins(1,2,5,6)P4, D-Ins(1,2,6)P3, and D-Ins(1,2)P2 to finally Ins(2)P, whereas the phytases LP11 and LP12 from lupine seeds generate the final degradation product Ins(2)P via D-Ins(1,2,4,5,6)P5, D-Ins(1,2,5,6)P4, D-Ins(1,2,6)P3, and D-Ins(1,2)P2.

Syntheses of two enantiomeric pairs of myo-inositol(1,2,4,5,6) and - (1,2,3,4,5)pentakisphosphate

Two enantiomeric pairs of myo-inositol(1,2,4,5,6)P5 and - (1,2,3,4,5)P5 have efficiently been synthesized by means of the lipase catalyzed acetylation of 1,2:5,6-di-O-isopropylidene-myo-inositol and the benzoyl migration procedure.