Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata |
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Authors: | Kisa Fumiaki Yamada Koji Miyamoto Tomofumi Inagaki Masanori Higuchi Ryuichi |
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Institution: | Faculty of Pharmaceutical Sciences, Kyushu University, Maidashi, Fukuoka, Japan. |
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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. |
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