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Photophysical Study of the Probes Acrylodan (1‐[6‐(Dimethylamino)naphthalen‐2‐yl]prop‐2‐en‐1‐one), ANS (8‐Anilinonaphthalene‐1‐sulfonate) and Prodan (1‐[6‐(Dimethylamino)naphthalen‐2‐yl]propan‐1‐one) in Aqueous Mixtures of Various Alcohols
Author(s) -
Cerezo Fermín Moreno,
Rocafort Susana Corrales,
Sierra Paz Sevilla,
GarcíaBlanco Francisco,
Oliva Cristina Díaz,
Sierra Javier Catalán
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011114)84:11<3306::aid-hlca3306>3.0.co;2-4
Subject(s) - chemistry , solvent , solvent polarity , aqueous solution , sulfonate , polarizability , fluorescence , solvent effects , folding (dsp implementation) , organic chemistry , molecule , sodium , physics , quantum mechanics , electrical engineering , engineering
In this work, we examined in depth the photophysical behavior of the probes acrylodan (1‐[6‐(dimethylamino)naphthalen‐2‐yl]prop‐2‐en‐1‐one), ANS (8‐anilinonaphthalene‐1‐sulfonate), and prodan (1‐[6‐(dimethylamino)naphthalen‐2‐yl]propan‐1‐one) in several pure solvents and aqueous mixtures of MeOH, i‐PrOH, EtOH, and 2,2,2‐trifluoroethanol between 0 – 90% ( v / v ). Although these probes have been widely used to study biological systems, the properties that govern their $\tilde {\nu}$ max emission remain somewhat obscure. These alcohols are soluble in all proportions in H 2 O, and are frequently used in peptide and protein studies as denaturing agents or because of their ability to substantially increase secondary structure or alter the folding‐unfolding kinetics of proteins. The aim here was to rationalize the interpretation of $\tilde {\nu}$ max emission of these probes in terms of specific and general effects of the solvent. To this end, we used the mixture parameters SA (solvent acidity), SB (solvent basicity), and SPP (solvent polarity/polarizability). The results suggest that it is incorrect to categorize these compounds purely as probes of polarity, when using these solvents.