The Contrasting Recognition Behavior of β‐Cyclodextrin and Its Sulfobutylether Derivative towards 4′,6‐Diamidino‐2‐phenylindole |
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Authors: | Meenakshi N Shinde Dr Achikanath C Bhasikuttan Dr Jyotirmayee Mohanty |
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Institution: | 1. Radiation & Photochemistry Division, Bhabha Atomic Research Centre, Mumbai, India;2. Student under BARC-SPPU PhD Program, Department of Chemistry, Savitribai Phule Pune University, Pune, India;3. Homi Bhabha National Institute, Anushaktinagar, Mumbai, India;4. (+91)?22‐25505151/25519613 |
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Abstract: | The noncovalent interactions between 4′, 6‐diamidino‐2‐phenylindole (DAPI) and sulfobutylether β‐cyclodextrin (SBE7β‐CD) are evaluated by using photochemical measurements and compared with that of native β‐CD. Contrasting recognition behavior and intriguing modulations in the photochemical behavior of DAPI were observed. In particular, a large enhancement in the fluorescence emission and excited‐state lifetime were seen upon binding to SBE7β‐CD, with the SBE7β‐CD inclusion complex being approximately 1000 times stronger than that of β‐CD. The ensuing fluorescence “turn on” was demonstrated to be responsive to chemical stimuli, such as metal ions and adamantylanmine (AD). Upon addition of Ca2+/AD, nearly quantitative dissociation of the complex was established to regenerate the free dye and result in fluorescence “turn off”. The SO3? groups are believed to be critical for the strong and selective binding of the chromophore and the stimuli‐responsive tuning. This is as an important design criterion for the optimization of host–guest properties through supramolecular association, which is relevant for drug‐delivery applications. |
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Keywords: | 4′ 6-diamidino-2-phenylindole fluorescence host– guest systems photophysical properties sulfobutylether β -cyclodextrin |
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