Synthesis of Fluorinated Glycosyl Amino Acid Building Blocks for MUC1 Cancer Vaccine Candidates by Microreactor-Assisted Glycosylation

被引:11
|
作者
Oberbillig, Thomas [1 ,2 ]
Loewe, Holger [1 ,2 ]
Hoffmann-Roeder, Anja [1 ,3 ]
机构
[1] Johannes Gutenberg Univ Mainz, D-55128 Mainz, Germany
[2] IMM Inst Mikrotech Mainz GmbH, D-55129 Mainz, Germany
[3] Univ Munich, D-81377 Munich, Germany
关键词
fluorinated glycosyl amino acids; continuous flow; micro reactor; glycosylation; SOLID-PHASE SYNTHESIS; T-CELL EPITOPE; GLYCOPEPTIDE ANTIGEN; TANDEM-REPEAT; TUMOR; INDUCTION; STN; ANALOG;
D O I
10.1556/JFC-D-12-00011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
MUC1-type glycopeptides have already shown their potential as possible cancer vaccine candidates. In addition, first examples of fluorinated antigen structures, especially containing the Thomsen-Friedenreich antigen, with similar antibody recognition have been reported. Using microreactor techniques for improvement of the crucial step, the complex glycosylation reactions, is an efficient way to find optimized reaction parameter as well as to circumvent well-known scale-up drawbacks. Besides, this is the first report of continuous flow glycosylations of glycosyl amino acids, in particular with fluorinated glycosyl building blocks.
引用
收藏
页码:83 / 86
页数:4
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