Journal of Lipid Research, Vol. 7, 779-785, November 1966
Copyright © 1966 by Lipid Research, Inc.

New, partially hydrolyzable synthetic analogues of lecithin, phosphatidyl ethanolamine, and phosphatidic acid

Arthur F. Rosenthal

Department of Laboratories, The Long Island Jewish Hospital, New Hyde Park, New York

The synthesis of two new synthetic analogues of lecithin, two of phosphatidyl ethanolamine ("cephalin"), and one new phosphatidic acid analogue is described. They comprise one of each of the following types: the "isosteric" diether lecithin and cephalin analogues ROCH₂CH(OR)- CH₂CH₂P(O) (O^-)OCH₂CH₂N⁺R'₃ (R = C₁₈H₃₇; R' = H or CH₃); and the "hydrocarbon" analogues of phosphatidic acid, lecithin, and cephalin, C₁₇H₃₅CH₂CH(C₁₈H₃₇)CH₂P(O)(R) = (R'); [R = R' = OH; R = O^-, R' = OCH₂CH₂N⁺(CH₃)₃; and R = O^-, R' = OCH₂CH₂N⁺H₃]. Infrared spectra and other properties of these compounds are described.

Supplementary key words synthetic analogues • lecithin • cephalin • phosphatidyl ethanolamine • phosphatidic acid • nonhydrolyzable • phosphonates • infrared spectra

Submitted on July 14, 1966
Accepted on August 22, 1966

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