99610-76-1

Basic information

• Product Name: D-myo-inositol-1,3,4,5-tetrakisphosphate
• Synonyms: D-myo-inositol-1,3,4,5-tetrakisphosphate
• CAS NO: 99610-76-1
• Molecular Weight: 500.077
• Mol File: 99610-76-1.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: D-myo-inositol-1,3,4,5-tetrakisphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: D-myo-inositol-1,3,4,5-tetrakisphosphate(99610-76-1)
• EPA Substance Registry System: D-myo-inositol-1,3,4,5-tetrakisphosphate(99610-76-1)

Safety Data

• Hazardous Substances Data: 99610-76-1(Hazardous Substances Data)

Upstream product

• 126960-08-5 C₅₂H₅₂O₁₈P₄ 
• 135195-52-7 C₅₀H₆₈O₁₈P₄Si₂ 
• 140696-30-6 (1R,2S,3R,6R)-2-bromo-7-oxabicyclo[4.1.0]hept-4-en-3-ol 
• 115015-98-0 octabenzyl 1D-2,6-di-O-benzyl-myo-inositol 1,3,4,5-tetrakisphosphate 
• 115133-07-8 (1R,5S,6S,7R,8S,9R)-6,8-Bis-benzyloxy-9-benzyloxymethoxy-2,4,10-trioxa-tricyclo[3.3.1.1^3,7]decane 
• 114828-06-7 (+/-) 2,6-di-O-benzyl-4-O-allyl-myo-inositol orthoformate 
• 114828-05-6 4/6-O-allyl-myo-inositol 1,3 5-monoorthoformate 
• 98510-20-4 myo-Inositol orthoformate 
• 16749-97-6 racemic 2,4-di-O-benzyl-myo-inositol 
• 114342-99-3 (+/-) 2,6-di-O-benzyl-myo-inositol 1,3,4,5-tetrakis(dibenzylphosphate) 
• 864950-98-1 (1R,2S,3R,6S)-6-benzyloxy-2-bromocyclohex-4-ene-1,3-diol 
• 864951-01-9 (1S,2R,3R,4S)-1-O-benzylconduritol B 
• 864951-09-7 (1S,2R,3S,6R)-3-Benzyloxy-7-oxa-bicyclo[4.1.0]hept-4-en-2-ol 

Relevant articles and documents

Rapid Synthesis of the Enantiomers of myo-Inositol-1,3,4,5-tetrakisphosphate by Direct Chiral Desymmetrization of myo-Inositol Orthoformate

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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.

AN EFFICIENT ROUTE TO D-MYO-INOSITOL 1,3,4-TRIPHOSPHATE AND D-MYO-INOSITOL 1,3,4,5-TETRAKISPHOSPHATE

Multigram quantities of the title compounds in their enantiomerically-pure forms have been prepared by employing a chiral precursor which can be obtained via a facile enzymatic process.