Syntheses of oligomannosides in solution and on a soluble polymer support: a comparison

被引:17
作者
Blattner, R [1 ]
Furneaux, RH [1 ]
Ludewig, M [1 ]
机构
[1] Ind Res Ltd, Lower Hutt, New Zealand
关键词
mannose oligosaccharides; solution synthesis; MPEG-supported synthesis;
D O I
10.1016/j.carres.2005.11.027
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The alpha-(1 -> 6)-linked and the alpha-(1 -> 2)-linked linear mannotetraose glycosides 3 and 4, respectively, and the branched mannopentaoside 2 [R = CH2(CH2)(2)CH2Cl] were synthesised by conventional methods in Solution, using trichloroacetimidate donors, and the products were obtained in 39%, 42% and 40%, overall yield, respectively. For comparative purposes, the same two linear tetrasaccharides were prepared by use or MPEG as a soluble polymer support, the yields being 34% and 14%, respectively. An attempted MPEG-supported synthesis of the branched pentasaccharide was unsuccessful. The merits and shortcomings of oligosaccharide syntheses on MPEG are discussed. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:299 / 321
页数:23
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