New methodologies for the efficient syntheses of 4,4-difluoro-4-bora-3a,4adiaza-
s-indacenes (BODIPYs) and rosamines were developed. A serendipitous discovery
led to a new reaction which afforded BODIPYs in high yields. Systematic studies of the
kinetics and mechanisms of the new reaction were performed. A series of BODIPYs
were successfully prepared using the new approach. A simple and efficient synthesis of
rosamines with cyclic-amine substituents was devised. These new rosamines showed
interesting anti-tumor activities.
Several types of novel fluorescent compounds were prepared. Highly fluorescent
GFP-chromophore analogs were designed and synthesized. The correlation between the
optical properties and the structures was investigated. New pyronin dyes with mesoheteroatom
substituents were efficiently prepared. The fluorescence properties of these
compounds were highly dependent on the nature of the meso-substituents. A set of
BODIPY dyes that fluoresce brightly above 600 nm were made. They were then used as
acceptors to prepare water-soluble through-bond energy transfer cassettes. All the
cassettes had complete energy transfer and high quantum yields in MeOH. A few also
had good fluorescence properties in aqueous media and even on proteins.
The through-bond energy transfer cassettes were used to monitor protein-protein
interactions. In order to test our hypothesis, an artificial protein interaction system was
built by utilizing the biotin/(strept)avidin interactions. Thus Atto425-BSA-biotin,
streptavidin-cassette1 and avidin-cassette2 were prepared. The interactions between
Atto425-BSA-biotin and cassette labeled (strept)avidin were successfully detected in
vitro and in living cells by fluorescence techniques.
| Identifer | oai:union.ndltd.org:tamu.edu/oai:repository.tamu.edu:1969.1/ETD-TAMU-2009-08-7012 |
| Date | 2009 August 1900 |
| Creators | Wu, Liangxing |
| Contributors | Burgess, Kevin |
| Source Sets | Texas A and M University |
| Language | en_US |
| Detected Language | English |
| Type | Book, Thesis, Electronic Dissertation, text |
| Format | application/pdf |
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