SYNTHESIS OF ALIPHATIC O-DIMANNOSYL AMINO-ACID BUILDING-BLOCKS FOR SOLID-PHASE ASSEMBLY OF GLYCOPEPTIDE LIBRARIES

被引：30

作者：

FRANZYK, H

MELDAL, M

PAULSEN, H

BOCK, K

机构：

[1] CARLSBERG LAB, DEPT CHEM, DK-2500 VALBY, DENMARK

[2] HAMAMATSU UNIV SCH MED, INST ORGAN CHEM, D-20146 HAMBURG, GERMANY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 22期

关键词：

D O I：

10.1039/p19950002883

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of alpha(1,2)-, alpha(1,3)- and alpha(1,6)-linked mannose disaccharides is described. The protected alpha-D-Man(1-->3)-D-Man disaccharide was synthesized using the trichloroacetimidate method, while the Konigs-Knorr procedure was employed in the preparation of the 1-->2- and 1-->6-linked disaccharides. Glycosylation of N-alpha-Fmoc-Ser-OPfp, N-alpha-Fmoc-Thr-OPfp and N-alpha-Fmoc-Hyp-OPfp with the dimannosyl bromides afforded the activated building blacks, in moderate to high yield, for direct use in solid-phase synthesis of glycopeptide libraries.

引用

页码：2883 / 2898

页数：16

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