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Current Topics in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1568-0266
ISSN (Online): 1873-4294

Research Article

Antibody Recognition of Fluorinated Haptens and Antigens

Author(s): Maximilian Reindl and Anja Hoffmann-Roder

Volume 14, Issue 7, 2014

Page: [840 - 854] Pages: 15

DOI: 10.2174/1568026614666140202203811

Price: $65

Abstract

Regarding its many roles for lead optimization and drug development, fluorine will definitely continue to be of major importance in medicinal chemistry. With safe and selective fluorinating agents at hands, the use of fluorinated compounds has become routine in pharmaceutical and material sciences and many of the well-appreciated organofluorine inductive effects are now understood. In contrast, our knowledge of how fluorine affects binding affinity and selectivity of proteins and antibodies at the molecular level is by far less advanced. Thus, applications of fluorinated haptens and antigens in the mapping of binding epitopes for various antibodies of diagnostic and therapeutic relevance, as well as for the generation of immune modulating agents and ligands with enhanced T cell affinity are reviewed. Moreover, recent examples of vaccines against cocaine and cancer based on selectively fluorinated antigens with improved antigenic properties are presented.

Keywords: Antibody recognition, epitope mapping, fluorinated antigens, fluorinated haptens, immunoassay, immunotherapy, structure-activity relationship, vaccine.

Graphical Abstract

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