New long alkyl side-chain benzo[a]phenoxazines as micellisation probes

Fluorescent probes based on side-chain chlorinated benzo[ a ]phenoxazinium chlorides: Studies of interaction with DNA

“…The fluorescence spectra of the dyes show a broad band at 600 nm due to the basic form and another at 660 nm corresponding to the acidic form with higher quantum yields [23]. These fluorescence bands exhibited a bathochromic shift upon changing the solvent from ethanol to water which is a typical behaviour of π-π* electronic transition [23,24]. At 470 nm, the basic form is preferentially excited, while at 575 nm the opposite situation occurs.…”

“…Moreover, NB was used as a marker for the detection of DNA in gel electrophoresis experiments [21,22]. Continuing our research towards the synthesis and photophysical studies of fluorescent molecules [23][24][25][26][27][28][29][30][31], the present work is focused to study the DNA interaction with a set of benzo[a]phenoxazinium dyes bearing chlorinated terminals at the 2-and 5-positions of the heterocycle. Additionally, we evaluated the influence of methyl, hydroxyl or the amino group terminals at 5-position of the polycyclic systems [31] and photophysical studies of the interaction with DNA and in agarose gel electrophoresis assays were studied.…”

Recent Development in Applications of Synthetic Phenoxazines and Their Related Congeners: A Mini‐Review

“…In another probe, Frade and co-workers [71] prepared a series of side-chain carboxylated 5,9-diaminobenzo[a]phenoxazinium salts 80 as labels in the preparation of long-wavelength fluorescent amino acid bioconjugates. [72] Alves and coworkers, [73] in related research, prepared similar fluorescent benzo[a]phenoxazinium chlorides with the capability of detecting micellisation process.…”

Synthesis, photophysical characterisation and photostability studies of NIR probes with aliphatic, aromatic and chlorinated terminals in 5- and 9-amino positions of benzo[ a ]phenoxazines

“…Considering the importance and as a continuation of our current research interest towards the design, synthesis and application of NB derivatives with different substituents [15][16][17][18][19][20][21][22][23][24][25], the present work is focused in the preparation of a new set of benzo[a]phenoxazinium chlorides with aliphatic, aromatic and chlorinated terminals in 5-and 9-amino positions of the heteroaromatic system. The photophysical behaviour of these compounds in anhydrous ethanol and in aqueous solutions was investigated along with photostability studies in water and in biological medium.…”