488-59-5Relevant articles and documents
Posternak et al.
, p. 2676 (1963)
Sulfonate protecting groups. Improved synthesis of scyllo-inositol and its orthoformate from myo-inositol
Sarmah, Manash P.,Shashidhar, Mysore S.
, p. 999 - 1001 (2003)
A convenient high yielding method for the preparation of scyllo-inositol and its orthoformate from myo-inositol, without involving chromatography is described. myo-Inositol 1,3,5-orthoformate was benzoylated to obtain 2-O-benzoyl-myo-inositol 1,3,5-orthoformate. This diol was tosylated and the benzoyl group removed by aminolysis in a one-pot procedure to obtain 4,6-di-O-tosyl-myo-inositol 1,3,5-orthoformate. Swern oxidation of the ditosylate, followed by sodium borohydride reduction and methanolysis of tosylates gave scyllo-inositol 1,3,5-orthoformate (isolated as the triacetate). Aminolysis of the acetates followed by acid hydrolysis of the orthoformate moiety with trifluoroacetic acid gave scyllo-inositol in an overall yield of 64%.
Novel substrates for kinases involved in the biosynthesis of inositol pyrophosphates and their enhancement of atpase activity of a kinase
Bhandari, Rashna,Ganguli, Shubhra,Madhusudhanan, Mithun C.,Manorama, Ruth,Mohanrao, Raja,Sureshan, Kana M.
, (2021/06/28)
IP6K and PPIP5K are two kinases involved in the synthesis of inositol pyrophosphates. Synthetic analogs or mimics are necessary to understand the substrate specificity of these enzymes and to find molecules that can alter inositol pyrophosphate synthesis. In this context, we synthesized four scyllo‐inositol polyphosphates—scyllo‐IP5, scyllo‐IP6, scyllo‐IP7 and Bz‐scyllo‐IP5—from myo-inositol and studied their activity as substrates for mouse IP6K1 and the catalytic domain of VIP1, the budding yeast variant of PPIP5K. We incubated these scyllo‐inositol polyphosphates with these kinases and ATP as the phosphate donor. We tracked enzyme activity by measuring the amount of radiolabeled scyllo‐inositol pyrophosphate product formed and the amount of ATP consumed. All scyllo‐inositol polyphosphates are substrates for both the kinases but they are weaker than the corresponding myo‐inositol phosphate. Our study reveals the importance of axial-hydroxyl/phosphate for IP6K1 substrate recognition. We found that all these derivatives enhance the ATPase activity of VIP1. We found very weak ligand‐induced ATPase activity for IP6K1. Benzoyl‐scyllo‐IP5 was the most potent ligand to induce IP6K1 ATPase activity despite being a weak substrate. This compound could have potential as a competitive inhibitor.
Method for Producing Scyllo-Inositol
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Paragraph 0188; 0189, (2015/01/06)
The disclosure provides a method of producing a scyllo-inositol or a new scyllo-inositol derivative in a one-step process, from ubiquitous and inexpensive raw materials. Also provided is a scyllo-inositol derivative bonded to saccharides such as glucose and similar.
PROCESS FOR THE PREPARATION OF SCYLLO-INOSITOL
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Page/Page column 21-22, (2011/09/15)
This invention pertains to a process for manufacturing scyllo-Inositol. Specifically, the current invention pertains to a process for converting myo-Inositol to scyllo-Inositol using a bioconversion process.