Synthesis of photoreactive phosphatidylethanolamine and its interaction with phospholipase A2.
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.
Rajasekharan
R
R
Plant Genetic Engineering Laboratory, New Mexico State University, Las Cruces 88003.
Kemp
J D
JD
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
D001391:Azo Compounds; D010714:Phosphatidylethanolamines; D008049:Lipase; D010741:Phospholipases A; D054467:Phospholipases A2