Synthesis of the tumor associative α-aminooxy disaccharide of the TF antigen and its conjugation to a polysaccharide immune stimulant

被引：27
作者：
Bourgault, Jean Paul
Trabbic, Kevin R.
Shi, Mengchao
Andreana, Peter R. [1 ]
机构：
[1] Univ Toledo, Dept Chem, Toledo, OH 43606 USA
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2014年 / 12卷 / 11期
关键词：
THOMSEN-FRIEDENREICH ANTIGEN; GLYCOPEPTIDE ANTIGENS; CARBOHYDRATE ANTIGEN; BUILDING-BLOCKS; CANCER VACCINES; PROSTATE-CANCER; EFFICIENT; GLYCOSIDES; BREAST; ACIDS;
D O I：
10.1039/c4ob00128a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The alpha-aminooxy derivative of the Thomsen-Friedenriech tumor associated carbohydrate antigen has been synthesized in 11 steps utilizing a D-GalN(3) acceptor carrying a pre-installed alpha-N-hydroxysuccinimidyl moiety. The natural alpha linkage was prepared in high selectivity employing a suitably protected D-GalN(3)-thioglycoside donor with N-hydroxysuccinimide. With access to alpha-TF-ONH2, the preparation of the TF-PS A1 vaccine candidate ensued smoothly through oxime bond formation.
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收藏
页码：1699 / 1702
页数：4
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