Monoalkoxy BODIPYs—A Fluorophore Class for Bioimaging
Courtis, Alexandra M.
Santos, Sofia A.
Hendricks, J. Adam
Szantai-Kis, D. Miklos
Reis, Surya A.
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CitationCourtis, Alexandra M., Sofia A. Santos, Yinghua Guan, J. Adam Hendricks, Balaram Ghosh, D. Miklos Szantai-Kis, Surya A. Reis, Jagesh V. Shah, and Ralph Mazitschek. 2014. “Monoalkoxy BODIPYs—A Fluorophore Class for Bioimaging.” Bioconjugate Chemistry 25 (6): 1043-1051. doi:10.1021/bc400575w. http://dx.doi.org/10.1021/bc400575w.
AbstractSmall molecule fluorophores are indispensable tools for modern biomedical imaging techniques. In this report, we present the development of a new class of BODIPY dyes based on an alkoxy-fluoro-boron-dipyrromethene core. These novel fluorescent dyes, which we term MayaFluors, are characterized by good aqueous solubility and favorable in vitro physicochemical properties. MayaFluors are readily accessible in good yields in a one-pot, two-step approach starting from well-established BODIPY dyes, and allow for facile modification with functional groups of relevance to bioconjugate chemistry and bioorthogonal labeling. Biological profiling in living cells demonstrates excellent membrane permeability, low nonspecific binding, and lack of cytotoxicity.
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