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Journal of Lipid Research, Vol 28, 949-954, Copyright © 1987 by Lipid Research, Inc.

ARTICLES

Synthesis of a thiophosphate analog of dioctanoylphosphatidylcholine: a phospholipase C substrate

WR Snyder
Department of Chemistry, Northern Illinois University, DeKalb 60115.

Dioctanoylthiophosphatidylcholine, a racemic thiophosphate analog of L- alpha-dioctanoylphosphatidylcholine, has been synthesized and isolated by flash chromatography. In contrast with the didecanoylthiophosphatidylcholine synthesized previously, the analog is easily dispersed on sonication in aqueous media and is rapidly hydrolyzed to produce a free thiol group in the presence of the extracellular phospholipase C from either Bacillus cereus or Clostridium perfringens. When 5,5'-dithiobis (2-nitro-benzoic acid) was included as a thiol reactive chromogenic agent, the resultant measurement of product release, as an increase in absorbance at 412 nm, showed a linear relationship with added enzyme.
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