Fluorescence Probe Studies of Anthracene and 9-Methylanthracene in Detergent Micelles

1987 ◽  
Vol 40 (5) ◽  
pp. 851 ◽  
Author(s):  
E Blatt

The photophysical properties of anthracene and 9-methylanthracene have been investigated in a variety of solvents and the resulting information used to interpret data after incorporation of the two fluorophores into aqueous solutions comprising Triton X-100, cetyltrimethylammonium bromide (ctab) or sodium dodecyl sulfate (sds) micelles. The fluorescence probe methods used to elucidate micellar properties such as microviscosity , micropolarity, and the permeability of the micelle/water interface to aromatic molecules and ions, included steady-state polarization, time-resolved anisotropy and steady-state and lifetime quenching techniques. NN- Dimethylaniline (dma) and I-ions were shown to partition into Triton X-100 micelles with partition coefficients, Kp, of about 70 and 51, respectively. Excimer formation between dma and the two probes was not observed in Triton X-100 micelles, these results indicating high micropolarities (E ≈30) and microviscosities ; from polarization and anisotropy measurements the microviscosity was in the range 60-156 cP . In contrast, excited-state complexation was observed in ctab and sds. For anthracene in ctab, triplex formation occurred with an equilibrium constant, Kc, of 137 dm3 mol-l. Weak ground-state complexation between I- and the two probes was also observed in Triton X-100 and ctab micelles with equilibrium constants, Kc, in the range 0.36-9.6 dm3 mol-l. The importance of probe characterization is highlighted by the results in sds where multiple-site occupancy occurred.

2003 ◽  
Vol 58 (2-3) ◽  
pp. 144-156 ◽  
Author(s):  
M. Jozefowicza ◽  
J. R. Heldt ◽  
J. Karolczak ◽  
J. Heldt

Steady state and time-resolved spectroscopic measurements of fluorenone and 4-hydroxyfluorenone dissolved in binary nonpolar, polar and polar protic mixed solvents have been performed at room temperature. The absorption and emission spectra show that, apart from the free molecules, hydrogen bond complexes exist in the ground and excited states in the mixed solvents used. The data obtained were used to determine the stoichiometric equilibrium constants. The fluorescence decay data point that in the binary used solutions the radiation appears from an assembly of luminescence centers emitting fluorescence light of different wavelengths and decay times. Molecules forming simple hydrogen bond complexes (with fluorenone) show different photophysical properties from those where a proton-relay complex (with 4-hydroxyfluorenone) is established.


2001 ◽  
Vol 117 (1-3) ◽  
pp. 183-187 ◽  
Author(s):  
Yong Hee Kim ◽  
Hyun Sun Cho ◽  
Dongho Kim ◽  
Seong Keun Kim ◽  
Naoya Yoshida ◽  
...  

Synlett ◽  
2021 ◽  
Author(s):  
Mariachiara Trapani ◽  
Hans Elemans ◽  
Maria Angela Castriciano ◽  
Angelo Nicosia ◽  
Placido Giuseppe Mineo ◽  
...  

An effective and convenient protocol for the synthesis of 1-Substituted-6-formyl-uracil derivatives has been developed. A three-step sequence has allowed obtaining new 6-Formyl uracil with various substituents at N-1, in large quantity using low-cost precursors. Uracil molecules containing an aldehyde group have been used as useful precursors for the preparation of meso-(1’-Substituted-6’-uracil)-BODIPY derivatives. In this way, regioselectively functionalized BODIPYs directly connected to a nucleobase were prepared in yields from 30 to 45%. MALDI-TOF mass spectrometry, NMR, UV-vis absorption, steady-state and time-resolved fluorescence spectroscopies have been used to characterize the structures and the spectroscopic/photophysical properties of the obtained dyes.


2006 ◽  
Vol 98 (2-3) ◽  
pp. 212-216 ◽  
Author(s):  
Yu Chen ◽  
Yasuyuki Araki ◽  
Danilo Dini ◽  
Ying Liu ◽  
Osamu Ito ◽  
...  

2012 ◽  
Vol 2012 ◽  
pp. 1-12 ◽  
Author(s):  
Sinem Göktürk ◽  
Elif Çalışkan ◽  
R. Yeşim Talman ◽  
Umran Var

The present study is focused on the characterization of solubilization of poorly soluble drugs, that is, sulfamethoxazole (SMX) and trimethoprim (TMP) by cyclodextrins (α-, β-, and γ-CDs) and anionic surfactant sodium dodecyl sulfate (SDS). The phase solubility diagrams drawn from UV spectral measurements are of theALtype and indicate an enhancement of SMX and TMP solubility in the presence of CDs. Complex formation tendency of TMP with CDs followed the order: γ-CD > β-CD > α-C. However, the complex formation constant values, for SMX-CD system yielded the different affinity and follow the order: β-CD > γ-CD > α-CD. With taking into consideration of solubilization capacity of SDS micelles, it has been found that the solubility enhancement of TMP is much higher than that of SMX in the presence of SDS micelles. The binding constants of SMX and TMP obtained from the Benesi-Hildebrand equation are also confirmed by the estimated surface properties of SDS, employing the surface tension measurements. In order to elucidate the solubilization characteristics the surface tension measurements were also performed for nonionic surfactant Triton X-100. Polarity of the microenvironment and probable location of SMX and TMP were also discussed in the presence of various organic solvents.


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