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
收藏
页码：8395 / 8399
页数：5
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