Synthesis of 1,3- and 1,2-diphosphatidylglycerol

Lipids. 2007 Apr;42(3):291-6. doi: 10.1007/s11745-007-3020-1. Epub 2007 Feb 7.

Abstract

A novel phosphonium salt methodology was utilized for the first time to synthesize 1,3-, and 1,2-diphosphatidylglycerol. Optically active 1,2-di-O-acyl-sn-glyceryl phosphate was coupled with unprotected glycerol in the presence of pyridiniumbromide perbromide and triethylamine to yield, after final removal of phosphate protecting group, the title compounds. The 1,2-diphosphatidylglycerol (1,2-isomer of cardiolipin) may be a member of a new class of phospholipids for industrial applications similar to other phosphocholines.

MeSH terms

  • Cardiolipins / chemistry*
  • Chromatography, High Pressure Liquid
  • Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Cardiolipins