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J. Biol. Chem., Vol. 276, Issue 25, 23084-23091, June 22, 2001

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A Novel Plasmal Conjugate to Glycerol and Psychosine ("Glyceroplasmalopsychosine")
ISOLATION AND CHARACTERIZATION FROM BOVINE BRAIN WHITE MATTER^*

Toshiyuki Hikita^§, Keiko Tadano-Aritomi^¶, Naoko Iida-Tanaka^¶, Jasbir K. Anand, Ineo Ishizuka^¶, and Sen-itiroh Hakomori^§

From the  Division of Biomembrane Research, Pacific Northwest Research Institute, Seattle, Washington 98122-4327, the ^§ Department of Pathobiology, University of Washington, Seattle, Washington 98195-7238, and the ^¶ Department of Biochemistry, Teikyo University School of Medicine, Tokyo 173-8605, Japan

A novel plasmal conjugate of glycosphingolipid having cationic lipid properties was isolated from the white matter of bovine brain. Linkage analysis of galactosyl residue by methylation, liquid secondary ion, and electrospray ionization mass spectrometry of intact and methylated derivatives, and by ¹H- and ¹³C-NMR spectroscopy, identified the structure unambiguously as an O-acetal conjugate of plasmal to the primary hydroxyl group of glycerol and to the 6-hydroxyl group of galactosyl residue of -galactosyl 11 sphingosine (psychosine). This novel compound is hereby termed "glyceroplasmalopsychosine"; its structure is shown below.

HEIGHT= SRC="/content/vol276/issue25/images/small/bc2412630st1.gif"> View larger version (K): [in this window] [in a new window]   Structure 1.

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