Water-soluble bodipys: syntheses, derivatization and photophysical studies

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Title: Water-soluble bodipys: syntheses, derivatization and photophysical studies
Author: Li, Lingling
Abstract: A set of water -soluble 4 ,4 -difluoro -4 -bora -3a ,4a -diaza -s -indacene (BODIPY ) derivatives , has been prepared and their spectroscopic properties examined . These dyes can be used as either donor or acceptor in synthesis of through -bond energy transfer cassettes . Sulfonation conditions were developed for several BODIPY dyes to give the mono -sulfonated and di -sulfonated products . Compounds with an aryl iodide could be used for organometallic couplings . Similarly , BODIPYs with an aromatic bromide , but also two chlorine atoms could be replaced via SNAr reactions . The amine sulfonated BODIPY is amenable to couple to biomolecules via acylation reactions . A diazotization /azide reaction sequence was used to convert the amines into azides ; the latter may be functionalized via click reactions . Spectral data for these materials indicates they are highly fluorescent probes in aqueous environments . We have also prepared some lipophilic BODIPY derivatives , which can be used for SNAr reactions and make some through -bond , energy transfer cassettes . DichloroBODIPYs can also be used for labeling proteins successfully .
URI: http : / /hdl .handle .net /1969 .1 /ETD -TAMU -2448
Date: 2009-05-15

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Water-soluble bodipys: syntheses, derivatization and photophysical studies. Available electronically from http : / /hdl .handle .net /1969 .1 /ETD -TAMU -2448 .

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