Chemical synthesis of 6(GlcNAc)- and 6(Gal)-O-sulfated SiaLe(X) tetrasaccharides in spacer-armed form.
Chemical synthesis of 6(GlcNAc)- and 6(Gal)-O-sulfated SiaLe(X) tetrasaccharides in spacer-armed form.
复制标题
间隔臂形式的 6(GlcNAc)- 和 6(Gal)-O-硫酸化 SiaLe(X) 四糖的化学合成。
DOI：
10.1093/glycob/cwp093
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发表时间：
2009
期刊：
影响因子：
4.3
通讯作者：
Bovin,Nicolai
中科院分区：
文献类型：
--
作者：
Pazynina,Galina;Sablina,Marina;Mayzel,Maxim;Nasonov,Vitaly;Tuzikov,Alexander;Bovin,Nicolai
本文报道了四糖硫酸酯、6（GlcNAc）-O-Su-SiaLeX-OCH_2CH_2CH_2NH_2和6（Gal）-O-Su-SiaLeX-OCH_2CH_2CH_2NH_2（Su SO_3 H）、选择素配体和白细胞转运剂的实用合成。这两种硫酸盐都是从相同的前体，保护SiaLex，通过碳水化合物化学的常规程序合成的。硫酸化SiaLex衍生物在间隔基团处被修饰，得到6（Gal）-O-Su-SiaLex-OCH 2CH 2CH 2NH-COCH 2CH 2CH 2CH，其便于与叠氮基载体的“点击化学”模式缀合，特别是用于免疫原的合成。
Practical synthesis of tetrasaccharide sulfates, 6 (GlcNAc)-O-Su-SiaLeX-OCH2CH2CH2NH2 and 6 (Gal)-O-Su-SiaLeX-OCH2CH2CH2NH2 (Su SO3H), selectin ligands, and leu-kocyte trafficking agents is presented. Both sulfates were synthesized starting from the same precursor, protected SiaLex, by the conventional procedures of carbohydrate chemistry. The sulfated SiaLex derivative was modified at the spacer group to give 6 (Gal)-O-Su-SiaLex-OCH2CH2CH2NH-COCH2CH2C≡ CH, convenient for “click chemistry” mode conjugation with an azido carrier, particularly, for the synthesis of an immunogen.