Zou W, Brisson J R, Larocque S, Gardner R L, Jennings H J
Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ontario, Canada.
Carbohydr Res. 1999 Feb 28;315(3-4):251-61. doi: 10.1016/s0008-6215(99)00018-x.
Two pentasaccharides suitable for conjugation, namely 3-aminopropyl glactosylgloboside and its beta-D-GalNAc-(1-->4)-alpha-D-Gal-linked positional isomer, were synthesized from 3III,4III-di-O-unprotected globotrioside and the trichloroacetimidate of beta-D-Gal-(1-->3)-beta-D-GalNPhth derivative. Glycosylation at both positions led to the formation of beta-D-GalNPhth-(1-->4)-alpha-D-Gal and beta-D-GalNPhth-(1-->3)-alpha-D-Gal-linked products in a ratio of 1:1 without selectivity. Complete NMR spectral assignments are also described.
合成了两种适合共轭的五糖，即3-氨丙基半乳糖基球蛋白苷及其β-D- GalNAc-(1→4)-α-D- Gal连接的位置异构体，它们由3III,4III-二-O-未保护的球三糖和β-D- Gal-(1→3)-β-D- GalNPhth衍生物的三氯乙酰亚胺酯合成。在两个位置的糖基化反应均导致β-D- GalNPhth-(1→4)-α-D- Gal和β-D- GalNPhth-(1→3)-α-D- Gal连接产物以1:1的比例形成，无选择性。还描述了完整的核磁共振光谱归属。
