title: Synthesis of photoreactive phosphatidylethanolamine and its interaction with phospholipase A2.
abstract: 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.
authors.affiliation: Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces 88003.
authors.forename: R
authors.initials: R
authors.lastname: Rajasekharan
authors.forename: J D
authors.initials: JD
authors.lastname: Kemp
mesh_terms: D001391:Azo Compounds / Q000138:chemical synthesis / Q000378:metabolism / Q000528:radiation effects; D001665:Binding Sites; D006868:Hydrolysis; D066298:In Vitro Techniques; D008049:Lipase / Q000378:metabolism; D010714:Phosphatidylethanolamines / Q000138:chemical synthesis* / Q000378:metabolism / Q000528:radiation effects*; D010741:Phospholipases A / Q000037:antagonists & inhibitors / Q000378:metabolism* / Q000528:radiation effects; D054467:Phospholipases A2; D010777:Photochemistry; D010782:Photolysis
chemical_list: D001391:Azo Compounds; D010714:Phosphatidylethanolamines; D008049:Lipase; D010741:Phospholipases A; D054467:Phospholipases A2