Practical synthesis of [1-C]- and [6-C]-d-galactose |
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Authors: | Ken-ichi Sato Shoji AkaiMayumi Sakuma Masaru KojimaKen-ju Suzuki |
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Institution: | Laboratory of Organic Chemistry, Faculty of Engineering, Kanagawa University, 3-27-1, Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan |
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Abstract: | The chemical synthesis of 13C-labeled d-galactose as useful molecular probes for studying the conformation of oligosaccharides attached to proteins was performed. The method for synthesizing the title labeled compounds was newly developed via the corresponding 1-ene and 5-ene compounds derived from 1,2:5,6-di-O-isoproppylidene-α-d-galactofuranose by considering the efficient introduction of the atom. All protons of galactose from H-1 to H-6 were observed by the HMQC-HOHAHA technique using 1:1 mixtures of methyl 1-13C]- and 6-13C]-β-d-galactopyranoside, which were prepared from the title compounds. |
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Keywords: | carbohydrates labeling NMR |
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