TY - JOUR
T1 - Determination of the absolute configuration of sialic acids in gangliosides from the sea cucumber Cucumaria echinata
AU - Kisa, Fumiaki
AU - Yamada, Koji
AU - Miyamoto, Tomofumi
AU - Inagaki, Masanori
AU - Higuchi, Ryuichi
PY - 2007/7
Y1 - 2007/7
N2 - 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.
AB - 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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U2 - 10.1248/cpb.55.1051
DO - 10.1248/cpb.55.1051
M3 - Article
C2 - 17603199
AN - SCOPUS:34347383769
SN - 0009-2363
VL - 55
SP - 1051
EP - 1052
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 7
ER -