Journal of Lipid Research, Vol 35, 45-51, Copyright © 1994 by Lipid Research, Inc.
Synthesis of photoreactive phosphatidylethanolamine and its interaction with phospholipase A2
R Rajasekharan and JD Kemp
Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces 88003.
A photoreactive derivative of phosphatidylethanolamine, N-(4-
azidobenzoyl)phosphatidylethanolamine (AB-PE), was synthesized by acylation
of phosphatidylethanolamine with an N-hydroxysuccinimide ester of
4-azidobenzoic acid. The substantial photosensitivity exhibited by AB-PE
correlated with a marked decrease in the absorption spectra of the
compound. The compound proved sensitive to lipase and phospholipase A2
hydrolysis but resistant to phospholipase C and D activities. Photolysis of
a sonicated dispersion of AB-PE containing phospholipase A2 resulted in
irreversible inhibition of the enzyme. Addition of natural
phosphatidylethanolamine provided protection against photoinactivation.
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