Preparation of core 2 type tetrasaccharide carrying decapeptide by benzyl protection-based solid-phase synthesis strategy

被引：35

作者：

Takano, Y ^{[1
]}

Habiro, M ^{[1
]}

Someya, M ^{[1
]}

Hojo, H ^{[1
]}

Nakahara, Y ^{[1
]}

机构：

[1] Tokai Univ, Dept Appl Biochem, Inst Glycotechnol, Hiratsuka, Kanagawa 2591292, Japan

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(02)01947-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

b-D-Gal-(1-->4)-beta-D-GlcNAc-[beta-D-Gal-(1-->3)]-alpha-D-GaINAc-(1-->3)-L-Ser/Thr building blocks for solid-phase synthesis of glycopeptide were stereoselectively synthesized in a benzyl-protected form. The key glycosylation reaction to form beta-D-GlcNAc linkage was established by the use of protected N-trichloroacetyl-D-lactosaminyl fluoride. Usefulness of the building block was demonstrated by solid-phase synthesis of a segment of human leukosialin. Benzyl protecting group was efficiently removed by 'low acidity TfOH' conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：8395 / 8399

页数：5

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