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Monitoring the Competence of a New Keto-tetrahydrocarbazole Based Fluorosensor Under Homogeneous, Micro-Heterogeneous and Serum Albumin Environments

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Abstract

We present here a detailed photophysical study of a recently synthesised fluorophore 8-methyl-8,9-dihydro-5H-[1,3]dioxolo[4,5-b]carbazol-6(7H)-one. This is a synthetic precursor of bio-active carbazole skeleton Clausenalene. Spectroscopic investigation of the fluorophore has been carried out in different protic and aprotic solvents, as well as in binary solvent mixtures, using absorption, steady-state and time-resolved fluorescence techniques. This fluorophore is particularly responsive to the hydrogen bonding nature as well as polarity of the solvent molecules. When considered in micelles and β-cyclodextrin, this behaves as a reporter of its immediate microenvironment. Steady state and time resolved fluorometric and circular dichroism techniques have been used to explore the binding interaction of the fluorophore with transport proteins, bovine serum albumin and human serum albumin. The probable binding sites of the fluorophore in the proteinous environments have been evaluated from fluorescence resonance energy transfer study. Laser flash photolysis experiments also have been performed to observe the triplet excited state interaction between the fluorophore and albumin proteins.

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Acknowledgments

This work has been funded by Chemical and Biophysical Approaches for Understanding of Natural Processes (CBAUNP) project, SINP of the Department of Atomic Energy (DAE), Government of India. Thanks to CSIR, New Delhi for providing financial helps in the form of fellowships. We are thankful to Mrs. Sayantani Mitra for her sincere support in perusing the paper and making suitable modifications in language.

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Authors and Affiliations

  1. Department of Chemistry, Government General Degree College, Singur, Hooghly, West Bengal, 712409, India

    Amrit Krishna Mitra

  2. Chemical Sciences Division, Saha Institute of Nuclear Physics, Kolkata, 700064, India

    Abhishek Sau, Subhas Chandra Bera & Samita Basu

  3. Department of Clinical and Experimental Pharmacology, School of Tropical Medicine, Kolkata, 700073, India

    Suchandra Chakraborty & Chandan Saha

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  1. Amrit Krishna Mitra
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  2. Abhishek Sau
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  6. Samita Basu
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Correspondence to Samita Basu.

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ESM 1

Physical properties and empirical parameters of solvents (S1), Theoretical details of Lippert-Mataga equation (S2), Kamlet-Taft Solvatochromic Comparison Method (S3), Catalan method (S4), Absorption spectra of MTDCO in dioxane-water binary mixture (S5), Lifetime of MTDCO in dioxane-water binary mixture (S6), Fluorescence decay parameters of MTDCO with increasing concentration of SDS, CTAB,TX-100 and β-CD (S7), Determination of binding constant values using the methods described by Almgren et al. (S8), Modified version of Benesi–Hildebrand equation to assess the binding constant for inclusion complex formation between MTDCO and β-CD (S9), Effect of denaturant (S10). (DOCX 311 kb)

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Mitra, A.K., Sau, A., Bera, S.C. et al. Monitoring the Competence of a New Keto-tetrahydrocarbazole Based Fluorosensor Under Homogeneous, Micro-Heterogeneous and Serum Albumin Environments. J Fluoresc 25, 1931–1949 (2015). https://doi.org/10.1007/s10895-015-1685-z

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