108340-81-4

Basic information

• Product Name: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXASODIUM SALT
• Synonyms: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE SODIUM SALT;D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXASODIUM SALT;D-MYO-INOSITOL-1,4,5-TRISPHOSPHATE 6NA;D-MYO-INOSITOL-1,4,5-TRIPHOSPHATE HEXASODIUM;D-MYO-INOSITOL-1,4,5-TRIPHOSPHATE HEXASODIUM SALT;D-INS(1,4,5)P3, 6NA;D-INS 1,4,5-TRISPHOSPHATE HEXASODIUM SALT;INS(1,4,5)P3 6 NA
• CAS NO: 108340-81-4
• Molecular Formula: C₆H₉O₁₅P₃*6Na
• Molecular Weight: 551.99
• Mol File: 108340-81-4.mol

Chemical Properties

• Appearance: White to off-white/Lyophilized Powder
• Storage Temp.: −20°C
• Solubility: H2O: soluble
• CAS DataBase Reference: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXASODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXASODIUM SALT(108340-81-4)
• EPA Substance Registry System: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE HEXASODIUM SALT(108340-81-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 108340-81-4(Hazardous Substances Data)

Usage

Biochem/physiol Actions

Primary TargetMobilization of Ca2+ from intracellular stores.

Upstream product

• 342789-76-8 (-)-D-3-O-benzyl-2,6-O-bisbenzyloxymethyl-myo-inositol 1,4,5-tris(dibenzyl phosphate) 
• 1312185-55-9 1D-2,3,6-tris-O-(benzyloxymethyl)myoinositol 1,4,5-tris(dibenzyl phosphate) 
• 128119-51-7 C₂₇H₂₇O₁₈P₃ 
• 128119-51-7 C₂₇H₂₇O₁₈P₃ 
• 128119-51-7 C₂₇H₂₇O₁₈P₃ 
• 128119-51-7 C₂₇H₂₇O₁₈P₃ 
• 910864-38-9 2-O-benzyl-1-O-benzyloxymethyl-D-myo-inositol 3,5,6-tris(dibenzyl phosphate) 
• 910864-22-1 2-O-benzyl-4,6-di-O-p-methoxybenzyl-D-myo-inositol 
• 98510-20-4 myo-Inositol orthoformate 
• 114419-09-9 (-)-1L-2,5,6-tri-O-benzyl-1,3,4-tris(dibenzylphospho)-myo-inositol 
• 114218-28-9 (3aS,4S,6S,7R,7aR)-4,6,7-Tris-benzyloxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-5-one 
• 114218-28-9 (3aR,4R,6R,7S,7aS)-4,6,7-Tris-benzyloxy-2,2-dimethyl-tetrahydro-benzo[1,3]dioxol-5-one 
• 140840-40-0 C₂₆H₄₀O₈Si 
• 140840-42-2 C₄₀H₇₀O₁₀Si₃ 

Relevant articles and documents

Yb(OTf)3-Catalyzed Desymmetrization of myo-Inositol 1,3,5-Orthoformate and Its Application in the Synthesis of Chiral Inositol Phosphates

A variety of inositol phosphates including myo-inositol 1,4,5-trisphosphate, which is a secondary messenger in transmembrane signaling, were selectively synthesized via Yb(OTf)3-catalyzed desymmetrization of myo-inositol 1,3,5-orthoformate using a proline-based chiral anhydride as an acylation precursor. The investigated catalytic system could regioselectively differentiate the enantiotopic hydroxy groups of myo-inositol 1,3,5-orthoformate in the presence of a chiral auxiliary. This key step to generate a suitably protected chiral myo-inositol derivatives is described here as a unified approach to access inositol phosphates.

Fluorescent bis-cyclen tweezer receptors for inositol (1,4,5)-trisphosphate

Herein, we report the development of two fluorescent sensors for inositol 1,4,5-trisphosphate (InsP3), containing either two free cyclen or zinc(II)/cyclen groups preorganized into a binding cleft. Preorganization was achieved using a rigid acr

A type 2 Ferrier rearrangement-based synthesis of d-myo-inositol 1,4,5-trisphosphate

The synthesis of d-myo-inositol 1,4,5-trisphosphate (InsP3) from methyl α-d-glucopyranose, via a type 2 Ferrier rearrangement is reported. A key intermediate in this synthesis possesses orthogonal protecting groups at the 1-, 4- and 5-position, making it a versatile starting point for the synthesis of unnatural InsP3 derivatives. Biological evaluation of the synthetic InsP3 demonstrates that this compound evokes selective Ca2+ release via activation of InsP3 receptors.

Unified total syntheses of the inositol polyphosphates: D-I-3,5,6P 3, D-I-3,4,5P3, D-I-3,4,6P3, and D-I-3,4,5,6P4 via catalytic enantioselective and site-selective phosphorylation

Synthetic routes to various inositol polyphosphates have been discovered utilizing catalytic enantioselective and site-selective phosphorylation reactions. The syntheses described herein exploit a common intermediate to gain efficient access to eight unique inositol polyphosphates.

Regioselective phosphorylation of vicinal 3,4-hydroxy myo-inositol derivative promoted practical synthesis of D-PtdIns(4,5)P2 and D-Ins(1,4,5)P3

The reactivity of 3 and 4-OH in 3,4-diol myo-inositol derivatives were observed through the phosphorylation, acylation and silylation. The results indicated that 3-OH is much more reactive than 4-OH, giving regiospecifically 3-mono-functionalized products

Practical Synthesis of Enantiomerically Pure myo-Inositol Derivatives

The synthesis of enantiomerically pure myo-inositol derivatives is accomplished using a mandelic acid-derived acyl protecting group.

Synthesis and Some Properties of D-myo-Inositol 1,4,5-Tris(dihydrogen phosphate)

Optically active myo-inositol 1,4,5-tris(dihydrogen phosphate) 1, which has now been recognized as a second messenger in a new intracellular signal transduction system, has been prepared starting from myo-inositol.The key step, phosphorylation of an adequately protected polyhydroxy derivative, was accomplished by three methods, among which a phosphoramidite method using a new phosphitylating agent, o-xylylene N,N-diethylphosphoramidite, gave the triphosphoric ester in quantitative yield.Optical resolution was effectively realized by derivatization into diastereoisomeric l-menthoxyacetic esters.NMR spectra and optical rotation are shown to depend on the pH of an aqueous solution of compound 1.

Synthesis and Ca2+-release activity of D- and L-myo-inositol 2,4,5-trisphosphate and D- and L-chiro-inositol 1,3,4-trisphosphate

Partial benzoylation of the 3,4-dibenzyl ethers of D- and L-chiro-inositol provided the 1,2,5-tri-O-benzoyl-3,4-di-O-benzyl-chiro-inositols. Inversion of the free axial hydroxyl group gave a mixture of chiral 1,3,4- and 1,2,4-tri-O-benzoyl-5,6-di-O-benzyl

FLUORINATED ANALOGS AND TRITIATED ENANTIOMERS OF INOSITOL (1,3,4)-TRISPHOSPHATE

The total syntheses of 2-fluoro- and 2,2-difluoro-2-deoxy analogs of DL-myo-Ins(1,3,4)P3 are described.Resolution of a key intermediate followed by borotritide reduction and phosphorylation provided both D- and L--Ins(1,3,4)P3 enantiomers with spe