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J. Biochem, 1982, Vol. 92, No. 3 881-887
© 1982 Japanese Biochemical Society

research-article

Studies on Glycosphingolipids of Larvae of the Green-Bottle Fly, Lucilia caesar1 II. Isolation and Structural Studies of Three Glycosphingolipids with Novel Sugar Sequences

Mutsumi SUGITA, Yumi IWASAKI and Taro HORI

Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University Otsu, Shiga 520

Three novel glycosphingolipids containing five to seven sugars in their saccharide chains have been isolated from larvae of the green-bottle fly, Lucilia caesar. The structures of these glycolipids were identified by sequential enzymatic degradation with exoglycosidases, methylation analysis, and partial acid hydrolysis to be: Gal-NAc{alpha}(1–4)GalNAcß(1–4)GlcNAcß(1–3)Manß(1–4)Glc-Cer, Gal{alpha}(1–4)GalNAc{alpha}(1–4)GalNAcß(1–4)GlcNAcß(1–3)Manß(1–4)Glc-Cer, and GlcNAcß(1–4)Gal{alpha}(1–4)GalNAc{alpha}(1–4)GalNAcß(1–4)GlcNAcß(1–3)Manß(1–4)Glc-Cer.

It should be noted that one N-acetylgalactosamine in their saccharide chains is {alpha}-glycosidically linked to another N-acetylgalactosamine by a 1–4 bond and that this is the first example of the presence of an {alpha}(1–4) linked galactosamine unit in nature.

The major fatty acids were normal saturated fatty acids with carbon numbers of 16 to 22. The long-chain bases were dominated by C14 and C16-4-sphingenine homologues.

1This research was supported in part by a grant from the Ministry of Education, Science and Culture of Japan.


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