Stereochemical studies of sialic acid derivatives by vibrational circular dichroism |
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Authors: | Nakahashi Atsufumi Taniguchi Tohru Miura Nobuaki Monde Kenji |
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Institution: | Graduate School of Advanced Life Science, Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, Kita-ku, Sapporo, Japan. |
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Abstract: | Systematic VCD studies of N-acetylneuraminic acid (Neu5Ac), a recognition-related unique carbohydrate, were performed for the first time. Two pairs of anomeric isomers regarding a quaternary C2 asymmetric carbon of Neu5Ac derivatives were synthesized. VCD spectral patterns around the ester carbonyl region, as well as other Mid-IR regions, would be practical markers to distinguish the C2 stereochemistry. |
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