Convenient synthesis of glycosylated hydroxylysine derivatives for use in solid-phase peptide synthesis

被引：22

作者：

Malkar, NB ^{[1
]}

Lauer-Fields, JL ^{[1
]}

Fields, GB ^{[1
]}

机构：

[1] Florida Atlantic Univ, Dept Chem & Biochem, Boca Raton, FL 33431 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 08期

基金：

美国国家卫生研究院;

关键词：

glycopeptides/glycoproteins; amino acids and derivatives; solid-phase synthesis;

D O I：

10.1016/S0040-4039(99)02281-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

delta-O-Glycosylated 9-fluorenylmethoxycarbonyl-hydroxylysine (Fmoc-Hyl) derivatives have been conveniently prepared by introduction of a beta-D-galactopyranosyl group to copper-complexed Hyl[epsilon-tert-butyloxycarbonyl (Boc)] or Hyl[epsilon-allyloxycarbonyl (Aloc)], followed by decomposition of the copper complex and addition of an Fmoc group to the alpha-amino group. Fmoc-Hyl[epsilon-Boc,O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)] was used in the solid-phase synthesis of a type IV collagen derived sequence. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1137 / 1140

页数：4

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