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Microwave synthesis of novel water-soluble 2-, 5- and 9-substituted benzo[a]phe...

Firmino, A. D. G.; Raju, B. Rama; Gonçalves, M. Sameiro T.

Microwave irradiation was used for the first time in an efficient synthesis of benzo[a]phenoxazinium chlorides. The main advantage of this protocol is the notable reduction in reaction times and good to excellent yields of the products were achieved in comparison with classical heating conditions as described. These new series of compounds possess 5-amine and/or 2-hydroxyl substituents in the polycyclic system ...


Bifunctionalised long-wavelength fluorescent probes for biological applications

Firmino, A. D. G.; Gonçalves, M. Sameiro T.

The synthesis of benzo[a]phenoxazinium chlorides which are bifunctionalised in position 2 with 4-ethoxy-4-oxobutoxyl, 3-hydroxypropoxyl or 3-chloropropoxyl groups, and in position 9 with the (aminopropyl)amino group, was efficiently performed. The covalent labeling of valine was carried out by using one of the new fluorophores obtained. Photophysical studies in the homogeneous media of ethanol, distilled water...


DNA fluorescence probes based on side-chain chlorinated benzo[a]phenoxazinium c...

Raju, B. Rama; Firmino, A. D. G.; Gonçalves, M. Sameiro T.; Coutinho, Paulo J. G.

Several side chain chlorinated benzo[a]phenoxazinium chlorides functionalized with various types of terminals at the 5- and 9-amino positions of the heteroaromatic ring were used in photophysical studies with DNA. It was found that the functionalised terminal has a dramatic influence on the type of interaction with the amino group at the 9-amino position greatly promoting intercalation.



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