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Journal of biochemistry1999; 125(5); 923-930; doi: 10.1093/oxfordjournals.jbchem.a022370

Isolation and characterization of a novel Forssman active acidic glycosphingolipid with branched isoglobo-, ganglio-, and neolacto-series hybrid sugar chains.

Abstract: Equine kidney and spleen contain a Forssman active glycosphingolipid, and the structure of this glycolipid has been reported to be that of a globopentaosylceramide (GalNAcalpha-1,3GalNAcbeta-1,3Galalpha-1, 4Galbeta-1,4Glcbeta-1,1'Ceramide). We found that equine kidney contains several other anti-Forssman antibody-reactive glycosphingolipids. One of these acidic Forssman active glycosphingolipids was isolated and characterized by means of NMR, mass spectrometry, permethylation studies, and TLC-immunostaining. This glycolipid contains three moles of galactose, one mole of glucose, three moles of N-acetylgalactosamine, one mole of N-acetylglucosamine, and one mole of N-acetylneuraminic acid, and is stained on TLC with anti-Forssman antibodies and anti-GM2 ganglioside antibodies. HOHAHA and ROESY experiments and permethylation studies showed this glycolipid oligosaccharide to be branched at the innermost galactose; one chain has an isoglobo structure with a terminal Forssman disaccharide and the other chain is branched through the linkage of N-acetylglucosaminebeta-1,6 to the inner galactose. The nonreducing end of the GM2 trisaccharide is linked to this glucosamine. The structure of the oligosaccharide of the glycolipid presented here is a novel type, having branched isoglobo-, ganglio-, and neolacto-series oligosaccharides. Mass spectrometric analyses indicated the ceramide moiety of the glycolipid to be composed predominantly of hydroxy fatty acids (C20:0, C22:0, C23:0, C24:0, and C25:0) and hydroxysphinganine. GalNAcalpha-1,3GalNAcbeta-1,3Galalpha-1,3[GalNAcbet a-1, 4(NeuAcalpha-2,3)Galbeta-1,4GlcNAcbeta-1,6]Galbeta+ ++-1,4Glcbeta-1, 1'Ceramide
Publication Date: 1999-04-30 PubMed ID: 10220585DOI: 10.1093/oxfordjournals.jbchem.a022370Google Scholar: Lookup
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  • Journal Article

Summary

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This research study has examined and characterized a newly identified acidic glycosphingolipid in equine kidneys which reacts with anti-Forssman antibodies. The identified glycolipid has a unique molecular structure that involves branched isoglobo-, ganglio-, and neolacto-series sugar chains.

Research Methodology

  • Scientists reported detecting several anti-Forssman antibody-reactive glycosphingolipids in equine (horse) kidneys. One of these glycosphingolipids was singled out for investigation due to its Forssman activity and acidic nature.
  • The researchers leveraged Nuclear Magnetic Resonance (NMR), mass spectrometry, permethylation studies, and Thin Layer Chromatography(TLC)-immunostaining for the isolation and characterization of this glycolipid.

Glycolipid Molecular Structure

  • This isolated glycolipid is reported to contain three moles of galactose, one mole of glucose, three moles of N-acetylgalactosamine, a mole of N-acetylglucosamine and a mole of N-acetylneuraminic acid.
  • Further identification and examination revealed that this glycolipid oligosaccharide is uniquely branched at the innermost galactose. One chain demonstrates an isoglobo structure with a terminal Forssman disaccharide, and the other chain is branched through the linkage of N-acetylglucosaminebeta-1,6 to the inner galactose.
  • The nonreducing end of the GM2 trisaccharide is connected to this glucosamine.

Significance of the Study

  • The discovered glycolipid, with branched isoglobo-, ganglio-, and neolacto-series oligosaccharides, presents an innovative molecular structure. This makes it an interesting avenue for further exploration in biomolecular research.
  • The paper also suggests that mass spectrometric analyses showed the ceramide component of the glycolipid to be comprised mainly of hydroxy fatty acids and hydroxysphinganine, which is valuable information about the nature and composition of this new molecule.

Cite This Article

APA
Yamamoto H, Iida-Tanaka N, Kasama T, Ishizuka I, Kushi Y, Handa S. (1999). Isolation and characterization of a novel Forssman active acidic glycosphingolipid with branched isoglobo-, ganglio-, and neolacto-series hybrid sugar chains. J Biochem, 125(5), 923-930. https://doi.org/10.1093/oxfordjournals.jbchem.a022370

Publication

ISSN: 0021-924X
NlmUniqueID: 0376600
Country: England
Language: English
Volume: 125
Issue: 5
Pages: 923-930

Researcher Affiliations

Yamamoto, H
  • Department of Biochemistry, Faculty of Medicine, Tokyo Medical and Dental University, Bunkyo-ku, Tokyo, 113-8519, Japan.
Iida-Tanaka, N
    Kasama, T
      Ishizuka, I
        Kushi, Y
          Handa, S

            MeSH Terms

            • Animals
            • Carbohydrate Sequence
            • Chromatography, Ion Exchange
            • Chromatography, Thin Layer
            • Globosides / chemistry
            • Horses
            • Kidney / chemistry
            • Magnetic Resonance Spectroscopy
            • Methylation
            • Molecular Sequence Data
            • N-Acetylneuraminic Acid / chemistry
            • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

            Citations

            This article has been cited 2 times.
            1. Hakomori SI. Structure and function of glycosphingolipids and sphingolipids: recollections and future trends.. Biochim Biophys Acta 2008 Mar;1780(3):325-46.
              doi: 10.1016/j.bbagen.2007.08.015pubmed: 17976918google scholar: lookup
            2. Niimura Y. Isolation and characterization of acidic glycosphingolipids from the gill of the Pacific Salmon (Oncorhynchus keta): a novel hybrid-type ganglioside with isoglobo- and neolacto-Series.. Glycoconj J 2006 Dec;23(9):651-61.
              doi: 10.1007/s10719-006-9002-3pubmed: 17123169google scholar: lookup