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J. Biochem, 2001, Vol. 129, No. 1 93-100
© 2001 Japanese Biochemical Society

other

Characterization of a Novel Triphosphonooctaosylceramide from the Eggs of the Sea Hare, Aplysia kurodai1

Shigeko Araki*,2, Shoji Yamada*, Sachiko Abe*, Hatsue Waki{dagger}, Kazuo Kon{dagger}, Saki Itonori{ddagger}, Mutsumi Sugita{ddagger} and Susumu Ando{dagger}

*Department of Cellular Neurobiology, Brain Research Institute, Niigata University Asahimachi-1, Niigata, Niigata 951-8585
{dagger}Department of Membrane Biochemistry, Tokyo Metropolitan Institute of Gerontology Itabashi-ku, Tokyo 173-0015
{ddagger}Department of Chemistry, Faculty of Liberal Arts and Education, Shiga University Hiratsu-2, Otsu, Shiga 520-0862

2To whom correspondence should be addressed. Tel: +81-25-227-0620, Fax: +81-25-227-0816, E-mail: shigeko{at}bri.niigata-u.ac.jp

We have reported the existence of a triphosphonoglycosphingolipid, EGL-I, in the eggs of a sea gastropod, Aplysia kurodai [Yamada, S., Araki, S., Abe, S., Kon, K., Ando, S., and Satake, M. (1995) J. Biochem. 117, 794–799]. We have now isolated a novel glycosphingolipid, named EGL-II, from the eggs of Aplysia. By component analysis, sugar analysis, permethylation studies, fast atom bombardment—mass spectrometry, secondary ion mass spectrometry, and proton magnetic resonance spectrometry, its structure was revealed to be as follows: Gal{alpha}1->3(GlcNAc{alpha}1->2)Gal{alpha}1->3(3-O-MeGal{alpha}1->2)Gal{alpha}1->3[6'-O-(2-aminoethylphosphonyl) Gal{alpha}1->2](2-aminoethylphosphonyl->6)Galß1->4(2-amino-ethylphosphonyl->6)Glcß1->1ceramide. The major aliphatic components of the ceramide are palmitic acid, stearic acid, and anteisononadeca-4-sphingenine.

1This work was supported by a Grant-in-Aid for Scientific Research (C) (to S.A. and S.A) from the Ministry of Education, Science, Sports and Culture of Japan (10680563).


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