Rio S, Beau J M, Jacquinet J C
Laboratoire de Biochimie Structurale, U.R.A. 499, U.F.R. Faculté des Sciences, Université d'Orléans, France.
Carbohydr Res. 1991 Oct 14;219:71-90. doi: 10.1016/0008-6215(91)89043-f.
2,3,4,6-Tetra-O-benzoyl-alpha-D-galactoyranosyl trichloroacetimidate was condensed with benzyl 2,3-O-isopropylidene-beta-D-xylopyranoside to give the corresponding beta-(1----4)-linked disaccharide derivative, which was transformed into 2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-beta-D-galactopyranosyl)- alpha-D-xylopyranosyl trichloroacetimidate. This glycosyl donor was condensed with a set of selectively C,N-protected L-seryl-glycine dipeptide units. Selective deblocking at the C- or N-termini of the glycosylated or non-glycosylated dipeptide segments, and coupling using the mixed-anhydride procedure allowed the construction in high yield of partially or fully glycosylated oligopeptides from the carbohydrate-protein linkage region of proteoglycan.
2,3,4,6-四-O-苯甲酰基-α-D-吡喃半乳糖基三氯乙酰亚胺酯与苄基2,3-O-异亚丙基-β-D-吡喃木糖苷缩合，得到相应的β-(1→4)-连接的二糖衍生物，该衍生物被转化为2,3-二-O-苯甲酰基-4-O-(2,3,4,6-四-O-苯甲酰基-β-D-吡喃半乳糖基)-α-D-吡喃木糖基三氯乙酰亚胺酯。该糖基供体与一组选择性C、N保护的L-丝氨酰-甘氨酸二肽单元缩合。对糖基化或非糖基化二肽片段的C-或N-末端进行选择性脱保护，并使用混合酸酐法进行偶联，从而能够以高产率从蛋白聚糖的碳水化合物-蛋白质连接区构建部分或完全糖基化的寡肽。
