Ozawa Chinatsu, Katayama Hidekazu, Hojo Hironobu, Nakahara Yuko, Nakahara Yoshiaki
Department of Applied Biochemistry, Institute of Glycotechnology, Tokai University, Kanagawa 259-1292, Japan.
Org Lett. 2008 Aug 21;10(16):3531-3. doi: 10.1021/ol801340m. Epub 2008 Jul 19.
A highly pure MUC1-derived glycopeptide dendrimer of 22 kDa was prepared by a sequential segment coupling, achieved by an N-alkylcysteine (NAC)-assisted thioesterification. The glycopeptide having C-terminal NAC was prepared by the Fmoc method and converted to the thioester by 3-mercaptopropionic acid treatment. The thioester was condensed with a lysine trimer carrying NAC to afford tetramer, which was then converted to the thioester. Two tetramers were condensed with ethylenediamine to give the octameric glycopeptide dendrimer.
通过顺序片段偶联法，借助N-烷基半胱氨酸（NAC）辅助的硫酯化反应，制备了一种22 kDa的高纯度MUC1衍生糖肽树枝状大分子。具有C端NAC的糖肽通过Fmoc方法制备，并经3-巯基丙酸处理转化为硫酯。该硫酯与携带NAC的赖氨酸三聚体缩合得到四聚体，然后将其转化为硫酯。两个四聚体与乙二胺缩合得到八聚体糖肽树枝状大分子。
