Synthesis of Inositol 1,2-(cyclic)-4,5-trisphosphate

Overview

Journal Proc Natl Acad Sci U S A

Specialty Science

Date 1987 Mar 1

PMID 3469663

Citations 2

Authors

R J Auchus

S L Kaiser

P W MAJERUS

Affiliations

Soon will be listed here.

Abstract

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.

Citing Articles

Isolation of 1-monomethylphosphoinositol 4,5-bisphosphate [a product of methanolysis of inositol 1,2-(cyclic)-4,5-trisphosphate] from Swiss mouse 3T3 cells.

Lips D, Bross T, MAJERUS P Proc Natl Acad Sci U S A. 1988; 85(1):88-92.

PMID: 3422429 PMC: 279487. DOI: 10.1073/pnas.85.1.88.

Pathway for inositol 1,3,4-trisphosphate and 1,4-bisphosphate metabolism.

Inhorn R, Bansal V, MAJERUS P Proc Natl Acad Sci U S A. 1987; 84(8):2170-4.

PMID: 3031669 PMC: 304610. DOI: 10.1073/pnas.84.8.2170.

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