Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata

Fumiaki Kisa, Koji Yamada, Tomofumi Miyamoto, Masanori Inagaki, Ryuichi Higuchi

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Abstract

Enantiomeric pairs of sialic acid, D- and L-NeuAc (N-acetylneuraminic acid), were converted to D- and L-arabinose, respectively, by chemical degradation. Using this method, the absolute configuration of the sialic acid residues, NeuAc and NeuGc (N-glycolylneuraminic acid), in the gangliosides from the sea cucumber Cucumaria echinata was determined to be the D-form. Although naturally occurring sialic acids have been believed to be the D-form on the basis of biosynthetic evidence, this is the first report of the determination of the absolute configuration of the sialic acid residues in gangliosides using chemical methods.

Original languageEnglish
Pages (from-to)1051-1052
Number of pages2
JournalChemical and Pharmaceutical Bulletin
Volume55
Issue number7
DOIs
Publication statusPublished - Jul 1 2007

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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