Abstract

A new phospholipid, isolated from extracts of Cryptococcus neoformans, has been identified as pyrophosphatidic acid. Acetolysis of the lipid gave diglyceride-mono-acetate amounting to 98% of the original weight. Analysis of the lipid gave the mole ratio 1 : 1 for diglyceride-phosphorus. Quantitative degradation of the lipid with aqueous pyridine yielded phosphatidic acid. This result suggests the presence of a pyrophosphate bond in the molecular structure. Spectrometric (IR, S1P-NMR) analyses also showed the presence of a P-O-P bond. The sodium form of the lipid contained 1 mole of sodium per mole of phosphorus, and the amount of alkali necessary to neutralize the acidic groups of the free form of the lipid corresponded to one-half that for phosphatidic acid. Furthermore, the results of these chromatographic, chemical, and spectrometric. analyses agreed fairly with those for chemically synthesized pyrophosphatidic acid. The fatty acid composition of pyrophosphatidic acid from yeast was Ci6:o acid' (33%), Cis:i (33%), and Cie:2 (34%), being very similar to the composition of phosphatidic acid but different from that of cardiolipin.

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