BUILDING-BLOCKS FOR GLYCOPEPTIDE SYNTHESIS - GLYCOSYLATION OF 3-MERCAPTOPROPIONIC ACID AND FMOC AMINO-ACIDS WITH UNPROTECTED CARBOXYL GROUPS

被引:89
|
作者
ELOFSSON, M [1 ]
WALSE, B [1 ]
KIHLBERG, J [1 ]
机构
[1] LUND INST TECHNOL,CTR CHEM,POB 124,S-22100 LUND,SWEDEN
关键词
GLYCOSYLATED AMINO ACID; LEWIS ACID; MINIMAL PROTECTION; PERACETYLATED GLYCOSYL DONOR; GLYCOPEPTIDE;
D O I
10.1016/0040-4039(91)80548-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Mercaptopropionic acid and Fmoc amino acids, having unprotected carboxyl groups, were glycosylated with sugar 1,2-trans-acetates in 90 and 53-65% yields, respectively, under Lewis acid promotion. The synthesis of a neoglycopeptide illustrates the use of the building blocks in solid phase peptide synthesis.
引用
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页码:7613 / 7616
页数:4
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