Abstract
Two glucuronic acid-containing glycosphingolipids were purified from larvae of the green-bottle fly, Lucilia caesar by DEAE-Sephadex and Iatrobeads column chromatography. Structures of these acidic glycolipids, glycolipids X and Y, were elucidated by means of sugar analysis, permethylation, enzymatic hydrolysis, negative-ion fast atom bombardment mass spectrometry, and NMR studies. Glycolipid X was determined to have the following structure: GlcA beta 1-3Gal beta 1-3GalNAc alpha 1-4 GalNAc beta 1-4 GlcNAc beta 1-3Man beta 1-4Glc beta 1-1 ceramide. The other acidic glycolipid, glycolipid Y contains a phosphoethanolamine residue linked through the 6-hydroxy group of the N-acetyl-glucosamine unit of glycolipid X. The ceramide moieties were composed of saturated fatty acids (16:0-22:0) and tetradeca- and hexadeca-4-sphingenines. Based on the structural similarity of the ceramide moieties it appears likely that glycolipid X is an intermediate from which glycolipid Y is synthesized by addition of a phosphoethanolamine residue.
Highlights
X is an intermediate from which glycolipid Y is syn- In this paper we describe the structural elucidation of a thesized by addition of aphosphoethanolamineresidue. glucuronic acid-containing glycolipid and its phosphoethanolamine derivative fromlarvae of the green-bottle fly, L
The main acidic glycolipids of the Deuterostomia are gangliosides, and the Echinodermata belonging to the invertebrate contgaainngliosides, their structures are not typical [1,2]
Theacidic moiety of glycolipids in themajority of Isolation of the Fly Larvae Acidic Glycolipids X and Y-The basic procedures for the isolation of glycosphingolipidsfrom the larvae (3.1 kg, commercial origin) were reported in our previous publications [7, 8].Briefly, after pretreatmentby acetone extraction to remove neutral the invertebrate phyla of the Protostomia has remained un- fatty substances, the tissues were extracted at room temperature with clear; sialic acid is absent from all their glycosphingolipids studied so far
Summary
Nodermata belonging to the invertebrate contgaainngliosides, their structures are not typical [1,2]. 10 volumes each of the following chloroform and methanol mixtures: 2:1, 1:1, and 1:2 (v/v). DEAE-Sephadex A-25 column (bed volume 250 ml, acetate form); elution with chloroform/methanol/water (60:30:8, v/v) at this point removed the nonacidic compounds. Insect glycolipids and have found the following neutral gly- methanol mixture (1:1,v/v) and chromatographed on a DEAE-Sephcolipids in larvae of the fly, Lucilia caesar: Glc-Cer, Manpladex A-25 column (bed volume 100 ml, acetateform) to obtain residual acidic glycosphingolipids.The two acidic lipid fractions were. This glycosphingolipid series containing novel core sugar sewere defrayed in part by the payment of page charges. RESULTSANDDISCUSSION centrifugation, the supernatantwas dialyzed against water to remove inorganic salts, and thetubing contents were lyophilized
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
