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Rapid synthesis of isoprenoid diphosphates and their isolation in one step using either thin layer or flash chromatography

1993; Elsevier BV; Volume: 645; Issue: 1 Linguagem: Inglês

10.1016/0021-9673(93)80630-q

1873-3778

R. Kennedy Keller, Robert D. Thompson,

Microbial Natural Products and Biosynthesis

A rapid procedure for the preparation of short-chain (C5-C20) isoprenoid diphosphates is described. It is based on the method of Cornforth and Popjak [Methods Enzymol., 15 (1969) 359–390] which utilizes bis-triethylammonium phosphate in trichloroacetonitrile as the phosphorylating reagent. The reaction takes place in 15 min, and product isolation, previously requiring several steps, is done in a single step using either preparative thin-layer chromatography or flash chromatography on silica. From a single TLC plate, up to 50 μmol of pure farnesyl diphosphate (i.e., ca. 20 mg) can be isolated, while up to 1200 μmol can be isolated using a standard flash chromatography column.