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Angew Chem Int Ed Engl ; 56(23): 6440-6444, 2017 06 01.
Artigo em Inglês | MEDLINE | ID: mdl-28471097

RESUMO

19 F MRI is valuable for in vivo imaging due to the only trace amounts of fluorine in biological systems. Because of the low sensitivity of MRI however, designing new fluorochemicals remains a significant challenge for achieving sufficient 19 F signal. Here, we describe a new class of high-signal, water-soluble fluorochemicals as 19 F MRI imaging agents. A polyamide backbone is used for tuning the proteolytic stability to avoid retention within the body, which is a limitation of current state-of-the-art perfluorochemicals. We show that unstructured peptides containing alternating N-ϵ-trifluoroacetyllysine and lysine provide a degenerate 19 F NMR signal. 19 F MRI phantom images provide sufficient contrast at micromolar concentrations, showing promise for eventual clinical applications. Finally, the degenerate high signal characteristics were retained when conjugated to a large protein, indicating potential for in vivo targeting applications, including molecular imaging and cell tracking.


Assuntos
Flúor/química , Proteínas Intrinsicamente Desordenadas/química , Imageamento por Ressonância Magnética/métodos , Peptídeos/síntese química , Dicroísmo Circular , Halogenação , Hidrocarbonetos Fluorados/química , Peptídeos/química , Estrutura Secundária de Proteína , Proteólise , Espectrofotometria Ultravioleta
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