114418-90-5

Upstream product

• 157542-48-8 D-2,3-O-cyclohexylidene-1,4,5,6-tetra-O-(bisbenzyloxyphosphoryl)-myo-inositol 
• 281206-70-0 5,6-di-O-acetyl-1,4-bis-O-(di-O-benzylphospho)-2,3-bis-O-(3-oxo-1,5-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol 
• 80582-74-7 (1S,2S,3S,4S)-anti-benzene dioxide 
• 114488-20-9 myo-Inositol 1,5,6-trisphosphate 
• 181782-84-3 D-2,3-Di-O-butyryl-myo-inositol 
• 57029-87-5 (±)-1,2-cyclohexylidene myo-inositol 
• 163580-32-3 D-2,3-Di-O-butyryl-myo-inositol 1,4,5,6-tetrakisphosphate 

Downstream Products

• 114488-20-9 myo-Inositol 1,5,6-trisphosphate 
• 26326-86-3 Ins(1,2,3,4,5)P₅ 
• 41613-02-9 Inositol 1,2,3-triphosphate 

Relevant academic research and scientific papers

Regulation of ins(3456)p4 signalling by a reversible kinase phosphatase and methods and compositions related thereto

Provided is a method of increasing 3,4,5,6-tetrakisphosphate by increasing the activity of inositol 1,3,4,5,6 pentakisphosphate 1-phosphatase, and a method of decreasing 3,4,5,6-tetrakisphosphate by decreasing the activity of inositol 1,3,4,5,6 pentakisph

Flexible stereo- and regioselective synthesis of myo-inositol phosphates (part 1): Via symmetrical conduritol B derivatives

A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key in

Diastereoselective synthesis of D- and L-myo-inositol 3,4,5,6- tetrakisphosphates from D-glucose via dihydroxylation of (+)-conduritol B derivatives

Syntheses of D- and L-myo-inositol 3,4,5,6-tetrakisphosphates were achieved via diastereoselective 1,2-addition of vinylcopper reagent with the chiral aldehyde prepared from 1,2,5,6-diisopropylidene-D-glucose, ring-closing metathesis of 1,7-diene with Gru

A Definitive Synthesis of D-myo-Inositol 1,4,5,6-Tetrakisphosphate and Its Enantiomer D-myo-Inositol 3,4,5,6-Tetrakisphosphate from a Novel Butane-2,3-diacetal-Protected Inositol

New and rapid syntheses of the enantiomeric intracellular signalling molecules D-myo-inositol 1,4,5,6-tetrakisphosphate (1a) and D-myo-inositol 3,4,5,6-tetrakisphosphate (1b) are described. The synthetic strategy employs the novel butane-2,3-diacetal-prot

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.

De novo synthesis of the enantiomers Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4-regiospecificity of their enzymatic dephosphorylation

The first total synthesis of Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4 is presented. Starting from p-benzoquinone, we took advantage of the C2-symmetry of conduritol-B intermediates. The target compounds were dephosphorylated by s

Enzyme-assisted total synthesis of the optical antipodes D-myo-inositol 3,4,5-trisphosphate and D-myo-inositol 1,5,6-trisphosphate: Aspects of their structure-activity relationship to biologically active inositol phosphates

Unambiguous total syntheses of both optical antipodes of the enantiomeric pair D-myo-inositol 3,4,5-trisphosphate (Ins(3,4,5)P3) and D- myo-inositol 1,5,6-trisphosphate (Ins(1,5,6)P3) are described. The ring system characteristic of

Membrane-permeant analogues of the putative second messenger myo-inositol 3,4,5,6-tetrakisphosphate

For future investigations of the binding properties of D-myo-inositol 3,4,5,6- and 1,4,5,6-tetrakis-phosphate [D-Ins(3,4,5,6)P4 and D-Ins(1,4,5,6)P4, respectively] to their putative target proteins, a set of analogues with modificati

Lipase-catalyzed regio- and enantioselective esterification of rac-1,2-O-cyclohexylidene-myo-inositol

The hydroxyl group at C-5 in racemic 1,2-O-Cyclohexylidene-myo-inositol (rac-1) was regio- and enantioselectively acylated to give 5-O-acetyl- (2a)- or 5-O-butyryl-2,3-O-cyclohexylidene-myo-inositol (3a), respectively, by treatment of 1 with vinyl acetate

Synthesis of D-myo-inositol 3,4,5,6- and 1,4,5,6-tetrakisphosphate analogues and their membrane-permeant derivatives

A set of D-myo-inositol 3,4,5,6- and 1,4,5,6-tetrakisphosphates [D-Ins(3,4,5,6)P4 and D-Ins(1,4,5,6)P4, respectively] analogues with modifications of the hydroxy groups is synthesized and subsequently converted to the corresponding u