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RESEARCH PRODUCT

Synthesis and Antibody Binding of Highly Fluorinated Amphiphilic MUC1 Glycopeptide Antigens

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The analysis of humoral immune responses is of great importance for basic and clinical research. Mapping the structural requirements of epitope recognition with modified tumor-associated carbohydrate antigens allows both the development of biomarkers and the design of synthetic anticancer vaccines. For this purpose, double-tailed hydrocarbon/fluorocarbon membrane anchors have been prepared and conjugated to a TN dipeptide. Furthermore, a novel hydrophobized MUC1 tandem repeat glycopeptide antigen was fully assembled on a solid support and its specific binding to different mouse anti-MUC1 antibodies was demonstrated through ELISA, QCM, and SPR measurements. Such functional fluorous MUC1 antigens are of great interest for specific glycan (micro-)array formats and allow a detailed analyses of serum antibodies obtained from immunization studies. In addition, the intriguing characteristics of fluorous surfactants, for example, their strong self-association tendency, might stimulate the use of novel fluorous-tagged antigen conjugates in the development of multivalent micellar glycopeptide vaccines.