Strategy in oligosaccharide synthesis: An application to a concise total synthesis of the KH-1(adenocarcinoma) antigen

被引:47
作者
Deshpande, PP
Kim, HM
Zatorski, A
Park, TK
Ragupathi, G
Livingston, PO
Live, D
Danishefsky, SJ
机构
[1] Sloan Kettering Inst Canc Res, Bioorgan Chem Lab, New York, NY 10021 USA
[2] Sloan Kettering Inst Canc Res, Lab Tumor Vaccinol, New York, NY 10021 USA
[3] Sloan Kettering Inst Canc Res, Lab Nucl Acid & Prot Struct, New York, NY 10021 USA
[4] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/ja9725864
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A concise and potentially practical synthesis of the title compound has been achieved. The route features a high degree of convergence and economy of synthetic operations. A key step is the concurrent introductory addition of three alpha-L-fucosyl residues at required hydroxyl acceptor sites (see 37 --> 39). Conjugation to carrier protein was achieved, and a route to include truncated structures for investigations for antibody specificity was accomplished.
引用
收藏
页码:1600 / 1614
页数:15
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