P. Darrigo et al., ENZYME-MEDIATED SYNTHESIS OF 2 DIASTEREOISOMERIC FORMS OF PHOSPHATIDYLGLYCEROL AND OF DIPHOSPHATIDYLGLYCEROL (CARDIOLIPIN), Journal of the Chemical Society. Perkin transactions. I, (21), 1996, pp. 2657-2660
3-sn-Phosphatidyl-1'-sn-glycerol and its stereoisomer 3-sn-phosphatidy
l-3'-sn-glycerol are prepared through phospholipase D-catalysed transp
hosphatidylation of natural phosphatidylcholine with the two enantiome
ric (R)- and (S)-isopropylideneglycerols and subsequent hydrolysis of
the phospholipids obtained. If glycerol is the alcohol donor in the sa
me reaction, a mixture of stereoisomers is obtained. When the enzyme f
rom savoy cabbage is used, the two compounds are obtained as the only
products. With PLD from Streptomyces as catalyst, the initially formed
phosphatidylglycerols are quantitatively transformed into diphosphati
dylglycerol (cardiolipin).