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

Research output: Contribution to journalArticle

13 Citations (Scopus)

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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Cucumaria
Sea Cucumbers
Sialic Acids
Gangliosides
N-Acetylneuraminic Acid
Arabinose
Degradation

All Science Journal Classification (ASJC) codes

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Pharmacology

Cite this

Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata. / Kisa, Fumiaki; Yamada, Koji; Miyamoto, Tomofumi; Inagaki, Masanori; Higuchi, Ryuichi.

In: Chemical and Pharmaceutical Bulletin, Vol. 55, No. 7, 01.07.2007, p. 1051-1052.

Research output: Contribution to journalArticle

Kisa, Fumiaki ; Yamada, Koji ; Miyamoto, Tomofumi ; Inagaki, Masanori ; Higuchi, Ryuichi. / Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata. In: Chemical and Pharmaceutical Bulletin. 2007 ; Vol. 55, No. 7. pp. 1051-1052.
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