Identification of a Disialoganglioside (GD1a) Containing Terminal N-Acetyl-9-O-Acetylneuraminic Acid in Rat Erythrocytes

D. Channe Gowda; Gerd Reuter; Ashok K. Shukla; Roland Schauer

doi:10.1515/bchm2.1984.365.2.1247

Identification of a Disialoganglioside (GD1a) Containing Terminal N-Acetyl-9-O-Acetylneuraminic Acid in Rat Erythrocytes

D. Channe Gowda
, Gerd Reuter
, Ashok K. Shukla
, Roland Schauer

Research output: Contribution to journal › Article › peer-review

35 Scopus citations

Abstract

Gangliosides containing 350 μg of sialic acids were isolated from 2.85 x 1011 rat erythrocytes and found to be mainly composed of GDla and an unknown alkali-labile species which was converted to GD la after treatment with ammonia. Smaller amounts of GM1 and Fuc-GMl were also present. Identification of the sialic acids of the novel species by thin-layer chromatography, high performance liquid chromatography and gas-liquid chromatography - mass spectrometry revealed the presence of both N- acetylneuraminic acid and N-acetyl-9-O-acetyl-neuraminic acid in about equimolar amounts. Incubation of the isolated ganglioside with Vibrio cholerae sialidase released N-acetyl-9-O-acetyl-neuraminic acid. Non O-acetylated Gm i was identified as the only remaining ganglioside by thin-layer chromatography. Thus this novel ganglioside has the following structure: Neu5,9Ac2α2-3Galβ1-3GalNAcβ4(Neu5Acα-2-3)Galβ14Glcβ1-l'Cer.

Original language	English (US)
Pages (from-to)	1247-1254
Number of pages	8
Journal	Hoppe-Seyler's Zeitschrift fur Physiologische Chemie
Volume	365
Issue number	2
DOIs	https://doi.org/10.1515/bchm2.1984.365.2.1247
State	Published - 1984

All Science Journal Classification (ASJC) codes

Biochemistry

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10.1515/bchm2.1984.365.2.1247

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@article{cf4fef68d9204d798e1008acbaf07b25,

title = "Identification of a Disialoganglioside (GD1a) Containing Terminal N-Acetyl-9-O-Acetylneuraminic Acid in Rat Erythrocytes",

abstract = "Gangliosides containing 350 μg of sialic acids were isolated from 2.85 x 1011 rat erythrocytes and found to be mainly composed of GDla and an unknown alkali-labile species which was converted to GD la after treatment with ammonia. Smaller amounts of GM1 and Fuc-GMl were also present. Identification of the sialic acids of the novel species by thin-layer chromatography, high performance liquid chromatography and gas-liquid chromatography - mass spectrometry revealed the presence of both N- acetylneuraminic acid and N-acetyl-9-O-acetyl-neuraminic acid in about equimolar amounts. Incubation of the isolated ganglioside with Vibrio cholerae sialidase released N-acetyl-9-O-acetyl-neuraminic acid. Non O-acetylated Gm i was identified as the only remaining ganglioside by thin-layer chromatography. Thus this novel ganglioside has the following structure: Neu5,9Ac2α2-3Galβ1-3GalNAcβ4(Neu5Acα-2-3)Galβ14Glcβ1-l'Cer.",

author = "Gowda, \{D. Channe\} and Gerd Reuter and Shukla, \{Ashok K.\} and Roland Schauer",

note = "Funding Information: Although more and more 0-acetylated gangliosides are found in various animals, the biological significance of O-acetyl groups, especially in gly-cosphingolipids, is not yet understood. It has been demonstrated that modifications of Neu5Ac (W-acetyl hydroxylation or 0-acetylation) hinder the action of enzymes of sialic acid metabolism, especially of sialidase, which is responsible for the initiation of glycoconjugate degradation1'24!. Thus sialic acid O-acetyl groups can be considered as substituents protecting the catabolism of gangliosides. This is important for instance in erythrocyte membranes, well studied in rat, as sialic acids protect the life of these Thanks are due to Dr. Hans Ulrich Wottge, University of Kiel, for supplying us with CAP rats, to Prof. Ricardo Ghidoni, Universityof Milan,for standard gangliosides, to J{\"u}rgen Voss from the Viktor-Hensen-Haus of the University of Kiel and to Sabine Stoll and Claudia Szeiki for their technical assistance. The supply of the solvent delivery system for HPLC by Bernd Kolbe, Kratos, Karls-ruhe, is acknowledged.D.C.G. was recipient of a fellowship by the Alexander von Humboldt Foundation. Financial support was obtained from the Deutsche Forschungs-gemeinschaft (Scha 202/10-4) and the Fonds der Che-mischen Industrie.",

year = "1984",

doi = "10.1515/bchm2.1984.365.2.1247",

language = "English (US)",

volume = "365",

pages = "1247--1254",

journal = "Hoppe-Seyler's Zeitschrift fur Physiologische Chemie",

issn = "0018-4888",

publisher = "Walter de Gruyter GmbH",

number = "2",

}

TY - JOUR

T1 - Identification of a Disialoganglioside (GD1a) Containing Terminal N-Acetyl-9-O-Acetylneuraminic Acid in Rat Erythrocytes

AU - Gowda, D. Channe

AU - Reuter, Gerd

AU - Shukla, Ashok K.

AU - Schauer, Roland

N1 - Funding Information: Although more and more 0-acetylated gangliosides are found in various animals, the biological significance of O-acetyl groups, especially in gly-cosphingolipids, is not yet understood. It has been demonstrated that modifications of Neu5Ac (W-acetyl hydroxylation or 0-acetylation) hinder the action of enzymes of sialic acid metabolism, especially of sialidase, which is responsible for the initiation of glycoconjugate degradation1'24!. Thus sialic acid O-acetyl groups can be considered as substituents protecting the catabolism of gangliosides. This is important for instance in erythrocyte membranes, well studied in rat, as sialic acids protect the life of these Thanks are due to Dr. Hans Ulrich Wottge, University of Kiel, for supplying us with CAP rats, to Prof. Ricardo Ghidoni, Universityof Milan,for standard gangliosides, to Jürgen Voss from the Viktor-Hensen-Haus of the University of Kiel and to Sabine Stoll and Claudia Szeiki for their technical assistance. The supply of the solvent delivery system for HPLC by Bernd Kolbe, Kratos, Karls-ruhe, is acknowledged.D.C.G. was recipient of a fellowship by the Alexander von Humboldt Foundation. Financial support was obtained from the Deutsche Forschungs-gemeinschaft (Scha 202/10-4) and the Fonds der Che-mischen Industrie.

PY - 1984

Y1 - 1984

N2 - Gangliosides containing 350 μg of sialic acids were isolated from 2.85 x 1011 rat erythrocytes and found to be mainly composed of GDla and an unknown alkali-labile species which was converted to GD la after treatment with ammonia. Smaller amounts of GM1 and Fuc-GMl were also present. Identification of the sialic acids of the novel species by thin-layer chromatography, high performance liquid chromatography and gas-liquid chromatography - mass spectrometry revealed the presence of both N- acetylneuraminic acid and N-acetyl-9-O-acetyl-neuraminic acid in about equimolar amounts. Incubation of the isolated ganglioside with Vibrio cholerae sialidase released N-acetyl-9-O-acetyl-neuraminic acid. Non O-acetylated Gm i was identified as the only remaining ganglioside by thin-layer chromatography. Thus this novel ganglioside has the following structure: Neu5,9Ac2α2-3Galβ1-3GalNAcβ4(Neu5Acα-2-3)Galβ14Glcβ1-l'Cer.

AB - Gangliosides containing 350 μg of sialic acids were isolated from 2.85 x 1011 rat erythrocytes and found to be mainly composed of GDla and an unknown alkali-labile species which was converted to GD la after treatment with ammonia. Smaller amounts of GM1 and Fuc-GMl were also present. Identification of the sialic acids of the novel species by thin-layer chromatography, high performance liquid chromatography and gas-liquid chromatography - mass spectrometry revealed the presence of both N- acetylneuraminic acid and N-acetyl-9-O-acetyl-neuraminic acid in about equimolar amounts. Incubation of the isolated ganglioside with Vibrio cholerae sialidase released N-acetyl-9-O-acetyl-neuraminic acid. Non O-acetylated Gm i was identified as the only remaining ganglioside by thin-layer chromatography. Thus this novel ganglioside has the following structure: Neu5,9Ac2α2-3Galβ1-3GalNAcβ4(Neu5Acα-2-3)Galβ14Glcβ1-l'Cer.

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SN - 0018-4888

VL - 365

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EP - 1254

JO - Hoppe-Seyler's Zeitschrift fur Physiologische Chemie

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Identification of a Disialoganglioside (GD1a) Containing Terminal N-Acetyl-9-O-Acetylneuraminic Acid in Rat Erythrocytes

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