Chemical-ionization mass spectra of the permethylated sialo-oligosacchrides liberated from gangliosides

Yasukazu Tanaka, Robert K Yu, Susumu Ando, Toshio Ariga, Toshihiro Itoh

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Permethylated mono- and di-sialo-oligosaccharides liberated from several parent gangliosides have been examined by chemical-ionization mass spectrometry with ammonia as the reagent gas in order to elucidate their structures. Several major fragment-ions, in addition to both the protonated and ammonium adduct molecular-ions, may be readily assigned without interference from the ceramide moiety. Sialic acid-containing di-, tri-, and tetra-saccharide ions can be clearly observed and used to determine the sugar residue to which the sialic acid residue is attached. The neutral-sugar skeletons produced by the loss of sialic acid give rise to both the protonated and the ammonium adduct ions; in the case of tetrasaccharides, these are further degraded to produce di- and tri-saccharide ions. These characteristic ions are useful for the determination of the number of sugar residues and their sequence in an oligosaccharide structure. The chemical-ionization mass spectra of GM3- and GM1-oligosaccharides with isobutane show the ions corresponding to each monosaccharide residue. These results indicate that chemical-ionization mass spectrometry is highly useful in determining the complete sugar-sequence of gangliosides.

Original languageEnglish (US)
Pages (from-to)1-14
Number of pages14
JournalCarbohydrate Research
Volume126
Issue number1
DOIs
StatePublished - Mar 1 1984
Externally publishedYes

Fingerprint

Gangliosides
Ionization
Ions
Sugars
N-Acetylneuraminic Acid
Oligosaccharides
Ammonium Compounds
Mass spectrometry
Mass Spectrometry
Butanes
Monosaccharides
Ceramides
Ammonia
Skeleton
Gases

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

Cite this

Chemical-ionization mass spectra of the permethylated sialo-oligosacchrides liberated from gangliosides. / Tanaka, Yasukazu; Yu, Robert K; Ando, Susumu; Ariga, Toshio; Itoh, Toshihiro.

In: Carbohydrate Research, Vol. 126, No. 1, 01.03.1984, p. 1-14.

Research output: Contribution to journalArticle

Tanaka, Yasukazu ; Yu, Robert K ; Ando, Susumu ; Ariga, Toshio ; Itoh, Toshihiro. / Chemical-ionization mass spectra of the permethylated sialo-oligosacchrides liberated from gangliosides. In: Carbohydrate Research. 1984 ; Vol. 126, No. 1. pp. 1-14.
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