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Issue 79, 2015
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Synthesis and evaluation of a glucose attached pyrene, as a fluorescent molecular probe in sugar and non-sugar based micro-heterogeneous media

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Abstract

A new fluorescent pyrene–glucose conjugate (pyd-glc), 1-(4,6-O-butylidene-β-D-glucopyranosyl)-4-(1-pyrene)-butan-2-one, has been synthesized by attaching a pyrene molecule to acetal (butylidene) protected glucose via a butane-2-one linker. Detailed photo-physical studies of pyd-glc in homogeneous media have been carried out in both protic and aprotic solvents which lead to a py scale, a solvent polarity scale specific to this molecule, like that of pyrene. The molecule aggregates in water and partitions as a monomer in micro-heterogeneous media. The photo-physical response of pyd-glc has been studied in various sugar and non-sugar based micro-heterogeneous media. Similar to pyrene, this molecule offers multiple fluorescence parameters to investigate the organization of micro-heterogeneous media. The fluorescence parameters of pyd-glc faithfully reflect the state of organization of these anisotropic media.

Graphical abstract: Synthesis and evaluation of a glucose attached pyrene, as a fluorescent molecular probe in sugar and non-sugar based micro-heterogeneous media

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Publication details

The article was received on 16 Jun 2015, accepted on 20 Jul 2015 and first published on 21 Jul 2015


Article type: Paper
DOI: 10.1039/C5RA11481K
Citation: RSC Adv., 2015,5, 64604-64613
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    Synthesis and evaluation of a glucose attached pyrene, as a fluorescent molecular probe in sugar and non-sugar based micro-heterogeneous media

    I. Sarkar, H. Malini, T. M. Das and A. K. Mishra, RSC Adv., 2015, 5, 64604
    DOI: 10.1039/C5RA11481K

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