Glycolipids synthesis: improved hydrazinolysis conditions for preparation of 1,2-polyunsaturated fatty acyl-β-monogalactosyl-glycerols

Abstract

The investigation is related to the development of a general strategy for the synthesis of glycolipids including analogs bearing polyunsaturated fatty acids. In particular, here we report exceptionally mild and selective conditions to remove acetate protecting groups from glyceroglycolipids by hydrazinolysis. Synthetic 1,2-O-di-arachidonoyl-3-O-β-galactosyl-glycerol was used as representative of polyunsaturated β-galactosyl-di-acyl-glycerols due to its reactivity under the conditions usually employed in literature.

Keywords: Acetate; Bioactive lipids; Galactolipids; Organic synthesis; Protecting group; Synthetic method.