D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT

Base Information

• Chemical Name: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT
• CAS No.: 103476-24-0
• Molecular Formula: C₆H₉O₁₅P₃*6K
• Molecular Weight: 648.64
• Mol file: 103476-24-0.mol

Synonyms:1,4,5-IP3, HEXAPOTASSIUM SALT;IP3;IP3 6K;INS(1,4,5)P3 HEXAPOTASSIUM SALT;INS(1,4,5)P3 6K;INS(1,4,5)IP3 (POTASSIUM SALT);INS(1,4,5)P3;D-MYO-INOSITOL 1,4,5-TRIPHOSPHATE HEXAPOTASSIUM SALT

Chemical Property of D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT

Chemical Property:

• PSA: 307.38000
• LogP: -0.85440
• Storage Temp.: −20°C
• Solubility.: H2O: soluble

Purity/Quality:

99% ^*data from raw suppliers

D-myo-Inositol 1,4,5-triphosphate potassium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: causes release of calcium from intracellular stores D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT is a second messenger produced in cells by phospholipase C (PLC) mediated hydrolysis of phosphatidyl inositol-4,5-biphosphate. It binds to one of several Ins(1,4,5)P3 receptors, each containing a calcium channel domain. Binding of Ins(1,4,5)P3 to the receptor results in opening of the calcium channels and an increase in intracellular calcium. D-myo-Inositol-1,4,5-trisphosphate hexapotassium salt is a second messenger produced in cells that signals the release of Ca2+.

Technology Process of D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT

There total 19 articles about D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXAPOTASSIUM SALT which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol (141611-64-5) → 1D-myo-inositol 1,4,5-tris(dihydrogen phosphat) potassium salt (103476-24-0,129828-71-3,135271-36-2,140385-74-6,141611-11-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 24h; Ambient temperature;

Reference yield:

(+/-)-1,2:5,6-dicyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8) → 1D-myo-inositol 1,3,4-triphosphate hexapotassium salt (103476-24-0,129828-71-3,135271-36-2,140385-74-6,141611-11-2)

Guidance literature:

Multi-step reaction with 10 steps

1: 1) Bu₂SnO, 2) CsF / 1) toluene, reflux, 2.5 h, 2) N,N-dimethylformamide, 23 deg C, overnight

2: potassium phosphate buffer, pH 7.4 / dimethylformamide / 48 h / 23 °C / cholesterol esterase

3: 92 percent / NaH / dimethylformamide / 3 h / 23 °C

4: 82 percent / KOH / methanol / 1 h / 23 °C

5: 95 percent / NaH / dimethylformamide / 8 h / 23 °C

6: 92 percent / acetyl chloride / CH₂Cl₂; methanol / 1 h / 23 °C

7: 1) Bu₂SnO, 2) CsF / 1) toluene, reflux, 2.5 h, 2) N,N-dimethylformamide, 23 deg C, overnight

8: 97 percent / NaH / dimethylformamide / 8 h / 23 °C

9: 79 percent / p-toluenesulfonic acid / 10percent Pd/C / methanol; H₂O / 2 h / Heating

With potassium hydroxide; potassium phosphate buffer; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetyl chloride; cesium fluoride; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(92)85038-2

Reference yield:

(+)-3,4-di-O-allyl-5,6-di-O-benzyl-myo-inositol (116786-69-7) → 1D-myo-inositol 1,3,4-triphosphate hexapotassium salt (103476-24-0,129828-71-3,135271-36-2,140385-74-6,141611-11-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Bu₂SnO, 2) CsF / 1) toluene, reflux, 2.5 h, 2) N,N-dimethylformamide, 23 deg C, overnight

2: 97 percent / NaH / dimethylformamide / 8 h / 23 °C

3: 79 percent / p-toluenesulfonic acid / 10percent Pd/C / methanol; H₂O / 2 h / Heating

With sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; cesium fluoride; palladium on activated charcoal; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(92)85038-2

upstream raw materials:

Dibenzyl N,N-diisopropylphosphoramidite

(-)-1D-2,5,6-tri-O-benzyl-myo-inositol

(-)-2,3:4,5-di-O-cyclohexylidene-myo-inositol

(+/-)-1,2:5,6-dicyclohexylidene-myo-inositol

Refernces

• 1、 Ozaki, Shoichiro,Kondo, Yoshihisa,Shiotani, Naokazu,Ogasawara, Tomio,Watanabe, Yutaka. "Synthesis and Some Properties of D-myo-Inositol 1,4,5-Tris(dihydrogen phosphate)". . p. 729 - 738. Retrieved 2007/10/02.