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Sulfated β‐Cyclodextrin Templated Assembly and Disassembly of Acridine Orange: Unraveling Contrasting Binding Mechanisms and Light Off/On Switching
Author(s) -
Sayed Mhejabeen,
Panjwani Shirin,
Pal Haridas
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801563
Subject(s) - fluorescence , acridine orange , chemistry , monomer , cationic polymerization , thionine , photochemistry , cyclodextrin , quenching (fluorescence) , biophysics , organic chemistry , biochemistry , polymer , apoptosis , physics , electrode , quantum mechanics , electrochemistry , biology
Present article reports the intriguing aggregation‐deaggregation behavior of acridine orange (AOH + ), as induced by the water soluble macrocyclic host, sulfated β‐cyclodextrin (SCD), and the results are compared with those obtained earlier in the presence of sulfobutylether‐β‐cyclodextrin (SBEβCD) host. While monomeric form of AOH + is widely investigated, the aggregation behavior of AOH + still remains to be quite less explored, though dye aggregation has a great consequence for its uses as a fluorescence probe for various biological and other microheterogeneous systems. It is observed that aggregation/dimerization of AOH + is highly assisted by SCD at lower host concentration, resulting a drastic fluorescence quenching for AOH + . In contrast, at higher SCD concentrations the host drives the initially formed AOH + aggregates/dimers to convert into the monomeric AOH + ‐SCD exo and inclusion complexes, ensuing a huge enhancement for AOH + fluorescence. Though similar host assisted sequential fluorescence turn‐off and turn‐on for AOH + was also observed earlier on using SBEβCD host ( Phys. Chem. Chem. Phys. 2017, 19, 24166 ), in the present case the effect is exceptionally very large, suggesting the SCD to be a very efficient host to induce such a fluorescence Off‐On switching for the cationic dye AOH + , as explored elaborately in the present study following various photochemical and other complementary measurements.