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Description:
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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 . |