Synthesis of homogeneous MUC1 oligomers via a bi-directional ligation strategy

被引:6
|
作者
Al Sheikha, Dima [1 ]
Wilkinson, Brendan L. [1 ]
Santhakumar, Gajan [1 ]
Thaysen-Andersen, Morten [2 ]
Payne, Richard J. [1 ]
机构
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
[2] Macquarie Univ, Dept Chem & Biomol Sci, Sydney, NSW 2109, Australia
关键词
KINETICALLY CONTROLLED LIGATION; CONVERGENT CHEMICAL-SYNTHESIS; CYSTEINE-FREE PEPTIDE; T-CELL EPITOPE; GLYCOPEPTIDE ANTIGENS; ASSISTED THIOESTERIFICATION; ANTITUMOR VACCINES; INDUCTION; PROTEINS; ACYL;
D O I
10.1039/c3ob41363b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficient synthesis of homogeneous MUC1 peptide oligomers using sequential ligation reactions in the N-to-C and C-to-N directions is reported. The bi-directional ligation strategy makes use of thioester formation via N -> S acyl shift chemistry in combination with peptide ligation reactions and was used to prepare a library of peptide oligomers ranging in molecular mass from 3.8-9.4 kDa, comprised of between 2 and 5 repeats of the MUC1 variable number tandem repeat sequence.
引用
收藏
页码:6090 / 6096
页数:7
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