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6218874 
Book/Book Chapter 
Chapter 6 Polyglycerophospholipids: phosphatidylglycerol, diphosphatidylglycerol and bis (monoacylglycero) phosphate 
Hostetler, KY 
1982 
Elsevier 
New Comprehensive Biochemistry 
4 
215-261 
Publisher Summary This chapter describes the biochemistry of the polyglycerophospholipids, which include phosphatidylglycerol, diphosphatidylglycerol (cardiolipin), and bis(monoacylglycero) phosphate (lysobisphosphatidic acid). Diphosphatidylglycerol (cardiolipin) was the first of the polyglycerophospholipids to be discovered. Diphosphatidylglycerol was isolated from lipid extracts of beef heart by solvent fractionation of the cadmium complexes of the phospholipids. A non-nitrogen containing phospholipid was isolated, which proved to be reactive in the Wasserman serological test for syphilis. Bis(monoacylglycero)phosphate (lysobisphosphatidic acid) was isolated from pig lung. A total lipid extract of pig lung was prepared and fractionated the lipids by silicic acid column chromatography. After elution of neutral lipids with chloroform/methanol (98:2), it was found diphosphatidylglycerol, phosphatidylglycerol, and an unknown lipid in successive fractions of chloroform/methanol (9:1). The unknown compound had an RF on silicic acid-impregnated paper and on thin layers of silica gel, which was greater than that of phosphatidylglycerol. The compound contained phosphorus, glycerol, and fatty acid esters in a ratio of 1:1.8:2.3 and yielded glycerophosphoglycerol as the water-soluble product of alkaline hydrolysis; treatment of the intact lipid with periodate did not result in production of formaldehyde, indicating the absence of adjacent free hydroxyl groups. Acetolysis of the intact phospholipid gave only one glyceroacetate derivative identified by thin-layer chromatography as diacetylmonoacylglycerol. This evidence established the compound as bis(monoacylglycero)phosphate. 
Hawthorne, J. N.