Rapid microwave-assisted solid-phase glycopeptide synthesis

被引:108
作者
Matsushita, T
Hinou, H
Kurogochi, M
Shimizu, H
Nishimura, SI
机构
[1] Hokkaido Univ, Frontier Res Ctr Post Genome Sci & Technol, Grad Sch Sci, Div Biol Sci, Sapporo, Hokkaido 0010021, Japan
[2] Natl Inst Adv Ind Sci & Technol, Res Ctr Glycosci, Glycochemosynt Team, Sapporo, Hokkaido 0628517, Japan
关键词
D O I
10.1021/ol0474352
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Coupling of glycosylated Fmoc-Thr or Fmoc-Ser with N-terminal amino acids on a resin proceeded smoothly under microwave irradiation for 20 min with much higher efficiency (98% yield per coupling) than found in more general conditions. Compared with a conventional protocol, the present method greatly reduces the time required for solid-phase glycopeptide synthesis from 4 days to 7 h, as is the case with the synthesis of Muc-1-related 20-residue glycopeptide carrying five core-2 trisaccharide chains.
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页码:877 / 880
页数:4
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