PMID: 9187306May 17, 1997Paper

On the mechanism of lysophospholipase activity of secretory phospholipase A2 (EC 3.1.1.4): deacylation of monoacylphosphoglycerides by intrinsic sn-1 specificity and pH-dependent acyl migration in combination with sn-2 specificity

Biochimica Et Biophysica Acta
H KunzeH Eibl

Abstract

We show for the first time that secreted low-molecular weight phospholipase A2 (EC 3.1.1.4) catalyzes the deacylation of monoacylphosphoglycerides directly from the sn-1 position, although at a very low rate: purified phospholipase A2 enzymes from bee venom, crotalus atrox venom, and porcine pancreas hydrolyze the sn-1 ester bond in 1-palmitoyl-2-O-methyl-sn-glycero-3-phosphorylcholine. Hydrolytic rates with the corresponding isomer, 1-O-methyl-2-palmitoyl-sn-glycero-3-phosphorylcholine, are about 3-4 orders of magnitude higher. The similarities in Ca2+ requirement and inactivation profiles suggest that deacylation, albeit with different rates, from both sn-1 and sn-2 positions is catalyzed by the same catalytic site of phospholipase A2. Furthermore, evidence is provided that phospholipase A2-catalyzed 1-acyl lysophospholipid deacylation is mediated by sn-1-directed action, but above pH 7 acyl migration with subsequent enzyme-catalyzed hydrolytic cleavage from the sn-2 position contributes to the overall deacylation of monoacylphosphoglycerides, acyl migration becoming eventually the rate-limiting factor.

References

Apr 13, 2000·Biochimica Et Biophysica Acta·H A van der HelmH van den Bosch
Mar 18, 1961·Biochimica Et Biophysica Acta·G de HAAS, L van DEENEN
Sep 1, 1960·Biochemical and Biophysical Research Communications·G de HAASL van DEENEN
Feb 12, 1963·Biochimica Et Biophysica Acta·L van DEENENC H HEEMSKERK
Oct 22, 1963·Biochimica Et Biophysica Acta· VAN DEENENL, G H DE HAAS
Sep 1, 1978·Proceedings of the National Academy of Sciences of the United States of America·H Eibl

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Citations

May 13, 2010·Molecular Pharmaceutics·Huong T LeJeffrey A Hughes

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