1311140-98-3

Basic information

• Product Name: Myo-Inositol 1,2,3-Trisphosphate
• Synonyms: Myo-Inositol 1,2,3-Trisphosphate;Ins(1,2,3)P3
• CAS NO: 1311140-98-3
• Molecular Formula: C6H15O15P3
• Molecular Weight: 420.095583
• Product Categories: Carbohydrates & Derivatives;Inositols;Phosphorylating and Phosphitylating Agents;Carbohydrates & Derivatives, Inositols, Phosphorylating and Phosphitylating Agents
• Mol File: 1311140-98-3.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Myo-Inositol 1,2,3-Trisphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Myo-Inositol 1,2,3-Trisphosphate(1311140-98-3)
• EPA Substance Registry System: Myo-Inositol 1,2,3-Trisphosphate(1311140-98-3)

Safety Data

• Hazardous Substances Data: 1311140-98-3(Hazardous Substances Data)

Usage

Uses

Ins(1,2,3)P3 is an important chelator of iron cations not strongly bound to proteins, which avoids iron redox cycling and the associated production of free radicals.

Upstream product

• 114418-90-5 D-myo-inositol 1,2,3,4-tetrakisphosphate 
• 28841-60-3 D-myo-inositol 1,4,5,6-tetrakisphosphate 
• 80582-74-7 (1S,2S,3S,4S)-anti-benzene dioxide 
• 80582-75-8 (1R,2R,3R,4R)-anti-benzene dioxide 
• 145772-95-8 4,5,6-tri-O-benzyl-DL-myo-inositol 
• 106-51-4 p-benzoquinone 
• 112212-81-4 (+/-)-(1S,2R,3R,4S)-1,4-diacetoxy-2,3-dibromocyclohex-5-ene 
• 69945-44-4 (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol 
• 5273-61-0 (5RS,6RS)-5,6-dibromocyclohex-2-ene-1,4-dione 
• 169529-92-4 (+)-(1R,2S,3S,4R)-2,3-dibromocyclohex-5-ene-1,4-diol 
• 454198-26-6 D-1,2,6-tri-O-benzoyl-3,4-O-isopropylidene-myo-inositol 
• 455268-34-5 D-1,2,6-tri-O-benzoyl-myo-inositol 
• 454199-11-2 D-1,6-di-O-benzoyl-3,4-O-isopropylidene-myo-inositol 
• 454198-20-0 D-1,6-di-O-benzoyl-2,3:4,5-di-O-isopropylidene-myo-inositol 

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.

Flexible stereo- and regioselective synthesis of myo-inositol phosphates (Part 2): Via nonsymmetrical conduritol B derivatives

A practical route is described for the preparation of myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivat

Divergent syntheses of all possible optically active regioisomers of myo-inositol tris- and tetrakisphosphates

Since the discovery of D-myo-inositol 1,4,5-trisphosphate, which plays a pivotal role as a second messenger in transmembrane signaling, the scope of the phosphoinositide-based signaling processes has been continually expanding. However, the clear understanding of the molecular signal transduction mechanisms including the functions of newly found IPn is still lacking. As a continuing effort to our previously reported syntheses of all possible 39 optically inactive regioisomers of myoinositol phosphates (IPn; n = 1-6), we synthesized all possible optically active regioisomers of myo-IP3 and myo-IP4 using chiral IBz3s and IBz2s, respectively. A series of procedures involving CRL-catalyzed enzymatic resolution of racemic 1,2:5,6-di-O-isopropylidene-myo-inositol and base-catalyzed benzoyl migration in tri- and dibenzoyl-isopropylidene-myo-inositol afforded eight enantiomeric pairs of IBz3 and six enantiomeric pairs of IBz2, respectively. Phosphorylation of these intermediates by the phosphitylation and oxidation procedure gave the target products.