title: 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.
authors.affiliation: Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy.
authors.forename: Dario
authors.initials: D
authors.lastname: Pagano
authors.affiliation: Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy.
authors.forename: Adele
authors.initials: A
authors.lastname: Cutignano
authors.affiliation: Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy. Electronic address: emanzo@icb.cnr.it.
authors.forename: Emiliano
authors.initials: E
authors.lastname: Manzo
authors.affiliation: Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy.
authors.forename: Francesco
authors.initials: F
authors.lastname: Tinto
authors.affiliation: Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, I 80078-Pozzuoli (Na), Italy.
authors.forename: Angelo
authors.initials: A
authors.lastname: Fontana
mesh_terms: D004075:Diglycerides / Q000737:chemistry; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry; D005990:Glycerol / Q000138:chemical synthesis* / Q000737:chemistry; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D004075:Diglycerides; D005231:Fatty Acids, Unsaturated; D006017:Glycolipids; D005990:Glycerol
keywords: Acetate; Bioactive lipids; Galactolipids; Organic synthesis; Protecting group; Synthetic method