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
• Article Data: 9

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

General Description

Sodium salt of D-Ins(1,4,5)P3 that has similar biological properties as the lithium salt (Cat. No. 407123).

Biochem/physiol Actions

Primary TargetMobilization of Ca2+ from intracellular stores.

Upstream product

• 114419-09-9 (-)-1L-2,5,6-tri-O-benzyl-1,3,4-tris(dibenzylphospho)-myo-inositol 
• 140840-40-0 C₂₆H₄₀O₈Si 
• 140840-42-2 C₄₀H₇₀O₁₀Si₃ 
• 104873-74-7 1D-1,4,5-tri-O-allyl-3,6-di-O-benzyl-myo-inositol 
• 98925-52-1 (+/-)-5,6-di-O-allyl-1,4-di-O-benzyl-myo-inositol 
• 104873-73-6 1L-5,6-di-O-allyl-1,4-di-O-benzyl-myo-inositol 
• 35949-66-7 (+/-)-1,4-di-O-benzyl-2,3-O-cyclohexylidene-myo-inositol 
• 34361-60-9 1,2:4,5-dicyclohexylidene-myo-inositol 
• 6763-47-9 rac-1,2-O-cyclohexylidene-myo-inositol 
• 104873-76-9 2,3,6-tris-O-(phenylmethyl)-D-myo-inositol 
• 87-89-8 D-myo-inositol 
• 524047-36-7 L-1,2-O-cyclohexylidene-5,6-di-O-(o-xylylenephosphoryl)-myo-inositol 
• 524047-34-5 L-1,2-O-cyclohexylidene-3,4-O-(tetraisopropyldisiloxane-1,3-diyl)-myo-inositol 
• 627084-29-1 D-2,3-O-cyclohexylidene-1-O-(dibenzylphosphoryl)-4,5-di-O-(o-xylylenephosphoryl)-myo-inositol 

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.

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.

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