α-D-甘露吡喃糖基[60]富勒烯的5-6-和6-6-连接异构体的立体化学和生化特征。
Stereo- and biochemical profiles of the 5-6- and 6-6-junction isomers of alpha-D-mannopyranosyl [60]fullerenes.
作者信息
Nishida Yoshihiro, Mizuno Akiko, Kato Haruhito, Yashiro Arihiro, Ohtake Tomoyuki, Kobayashi Kazukiyo
机构信息
Department of Molecular Design & Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan.
出版信息
Chem Biodivers. 2004 Oct;1(10):1452-64. doi: 10.1002/cbdv.200490106.
The 5-6- and 6-6-junction isomers of alpha-D-mannopyranosyl [60]fullerene were studied by means of circular dichroism (CD), deuterium labeling, 1H-NMR, molecular-dynamics (MD) calculations, and a lectin-binding assay. The CD spectra of the O-acetylated derivatives allowed clear discrimination of the isomers, while the 1H-NMR spectra, with assistance from deuterium labeling and MD calculations, served to disclose the unique conformation and molecular geometry of each acetylated isomer in chloroform solution. The deprotected 5-6- and 6-6-isomers, which gave colloidal suspensions in aqueous mixtures, displayed marked activity in blocking lectin-induced hemagglutination by concanavalin A.
通过圆二色性（CD）、氘标记、¹H-NMR、分子动力学（MD）计算和凝集素结合试验研究了α-D-甘露吡喃糖基[60]富勒烯的5-6-和6-6-连接异构体。O-乙酰化衍生物的CD光谱能够清晰地区分异构体，而¹H-NMR光谱在氘标记和MD计算的辅助下，揭示了每种乙酰化异构体在氯仿溶液中的独特构象和分子几何结构。脱保护的5-6-和6-6-异构体在水性混合物中形成胶体悬浮液，在阻断伴刀豆球蛋白A诱导的凝集素血凝反应中表现出显著活性。
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