Solid-phase synthesis of CD52 glycopeptide and an efficient route to asn-core pentasaccharide conjugate

被引:32
作者
Guo, ZW [1 ]
Nakahara, Y [1 ]
Nakahara, Y [1 ]
Ogawa, T [1 ]
机构
[1] UNIV TOKYO,GRAD SCH AGR & LIFE SCI,BUNKYO KU,TOKYO 113,JAPAN
关键词
D O I
10.1016/S0968-0896(97)00126-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The intact peptide sequence (18) as well as its glycoform carrying an N-linked core pentasaccharide (I) of CD52 antigen were prepared by means of solid-phase synthesis employing Fmoc-amino acids and benzyl-protected oligo saccharide-asparagine conjugate (3) as building blocks. It was concluded that the pentasaccharide structure had little influence on further peptide elongation in solid-phase synthesis and the benzylated pentasaccharide moiety was sufficiently stable to the 95% TFA acidic conditions used to release glycopeptide from the supporting resin. The paper also describes an efficient route leading to asparagine-core pentasaccharide conjugate (3) which was prepared in seven steps for an overall yield of 23% from monosaccharide units 5, 6, 7 and 8. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1917 / 1924
页数:8
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