De-N-acetyllactotriaosylceramide as a novel cationic glycosphingolipid of bovine brain white matter: isolation and characterization.
A novel cationic lipid was separated from bovine brain white matter by a series of chromatographies on carboxymethyl-Sephadex and silica gel in chloroform and methanol. Its structure was identified unambiguously as de-N-acetyllactotriaosylceramide (deNAcLc(3)Cer) by mass spectrometry and (1)H NMR. The natural occurrence of this glycolipid in white matter extract was detected by immunostaining of thin-layer chromatography with monoclonal antibody 5F5, which is directed to deNAcLc(3)Cer and recognizes the terminal beta-glucosaminyl (GlcNH(2)) residue, having a free NH(2) group. A de-N-acetylase capable of hydrolyzing the N-acetyl group of Lc(3)Cer was detected in bovine brain extract using N-[(14)C]acetyl-labeled Lc(3)Cer as a substrate. The biogenesis and possible functional significance of deNAcLc(3)Cer are discussed.
Division of Biomembrane Research, Pacific Northwest Research Institute, Seattle, Washington 98122-4302, USA.
Toshiyuki
T
Hikita
Keiko
K
Tadano-Aritomi
Naoko
N
Iida-Tanaka
Ineo
I
Ishizuka
Senitiroh
S
Hakomori
D000581:Amidohydrolases / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D001921:Brain / Q000201:enzymology / Q000378:metabolism*; D002412:Cations; D002417:Cattle; D002855:Chromatography, Thin Layer; D005679:G(M3) Ganglioside / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D006028:Glycosphingolipids / Q000737:chemistry* / Q000302:isolation & purification* / Q000378:metabolism; D006801:Humans; D007790:Lactosylceramides / Q000737:chemistry* / Q000302:isolation & purification*; D019906:Nuclear Magnetic Resonance, Biomolecular; D021241:Spectrometry, Mass, Electrospray Ionization; D018629:Spectrometry, Mass, Secondary Ion
D002412:Cations; D005679:G(M3) Ganglioside; D006028:Glycosphingolipids; D007790:Lactosylceramides; C055763:de-N-acetylneuraminyllactosylceramide; C025575:lactotriaosylceramide; D000581:Amidohydrolases; C018717:N-acetylglucosamine-6-phosphate deacetylase