Synthesis of inositol 1,2-(cyclic)-4,5-trisphosphate.
We have developed a method for synthesis of inositol 1,2-(cyclic)-4,5-trisphosphate from inositol 1,4,5-trisphosphate using a water-soluble carbodiimide. We obtained 1-1.5 mumol of the inositol cyclic trisphosphate starting with 5 mumol of inositol 1,4,5-trisphosphate. The cyclized product was isolated by HPLC on Partisil SAX. The identity of the cyclic product was verified by its hydrolysis to inositol 1,4,5-trisphosphate in acid and by its conversion to 1,2-(cyclic)-4-bisphosphate by a specific 5-phosphomonoesterase from platelets. We also identified the product by 31P NMR spectroscopy, which showed a peak at 17.2 ppm, characteristic of a five-membered cyclic phosphodiester ring, and peaks at 4.1 ppm and 0.8 ppm, indicative of phosphomonoesters. This relatively simple method for producing inositol 1,2-(cyclic)-4,5-trisphosphate will facilitate studies of the physiology of this compound in signal transduction.
Auchus
R J
RJ
Kaiser
S L
SL
Majerus
P W
PW
D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D007295:Inositol Phosphates / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D010761:Phosphorus Radioisotopes; D013403:Sugar Phosphates / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D007295:Inositol Phosphates; D010761:Phosphorus Radioisotopes; D013403:Sugar Phosphates; C049924:inositol-1,2-cyclic-4,5-triphosphate