Journal
PHARMACEUTICALS
Volume 15, Issue 10, Pages -Publisher
MDPI
DOI: 10.3390/ph15101201
Keywords
fluorine; fluorous effect; perfluorocarbons; rational design; non-canonical amino acids; biologics; drug delivery; bioimaging
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Funding
- Army Research Office [W911NF-19-2-0160 P00005]
- National Science Foundation Designing Materials to Revolutionize and Engineer our Future [DMR 1728858]
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Fluorination is a powerful design strategy to enhance the functionality of biomacromolecules, but the properties of fluorinated protein materials are still unpredictable due to the context-dependency of fluorine's influence on surrounding atoms. This review aims to elucidate the design principles of fluorination in protein and peptide sequences for diverse biomedical applications, and critically examine its application through case studies.
Fluorination represents one of the most powerful modern design strategies to impart biomacromolecules with unique functionality, empowering them for widespread application in the biomedical realm. However, the properties of fluorinated protein materials remain unpredictable due to the heavy context-dependency of the surrounding atoms influenced by fluorine's strong electron-withdrawing tendencies. This review aims to discern patterns and elucidate design principles governing the biochemical synthesis and rational installation of fluorine into protein and peptide sequences for diverse biomedical applications. Several case studies are presented to deconvolute the overgeneralized fluorous stabilization effect and critically examine the duplicitous nature of the resultant enhanced chemical and thermostability as it applies to use as biomimetic therapeutics, drug delivery vehicles, and bioimaging modalities.
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