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A biocompatible hydrogel as a template for oxidative decomposition reactions: A chemodosimetric analysis and in vitro imaging of hypochlorite

Biswakarma, D and Dey, N and Bhattacharya, S (2022) A biocompatible hydrogel as a template for oxidative decomposition reactions: A chemodosimetric analysis and in vitro imaging of hypochlorite. In: Chemical Science, 13 (8). pp. 2286-2295.

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Official URL: https://doi.org/10.1039/d1sc05424d

Abstract

The self-assembly properties of new biocompatible, thermoreversible fluorescent hydrogels, composed of amino acid residues, e.g., l-phenylalanine (PyL-PheOx) and l-tyrosine (PyL-TyrOx), have been reported. Spectroscopic investigations indicate that PyL-PheOx forms π-stacked 'compact' aggregates, while 'loose' aggregates with stronger CT characteristics are observed for PyL-TyrOx. Both the compounds showed the presence of fibrous networks in the self-assembled state. Circular dichroism spectral studies indicate the formation of M-helical and P-helical structures for PyL-PheOx and PyL-TyrOx, respectively. A striking gel-to-sol transition, caused by oxidative decomposition, is explicitly noticed in the presence of hypochlorite. A mechanistic investigation reveals the oxidation of the acyl aroyl hydrazine core of the gelators in the presence of ClO-. In addition to this, change in the fluorescence emission intensity of the hydrogel in the presence of ClO- is utilized for the analysis of commercial bleach samples. Gel-coated paper strips are also developed for the on-site detection of ClO-. Furthermore, the system is utilized for imaging hypochlorite in live mammalian cells.

Item Type: Journal Article
Publication: Chemical Science
Publisher: Royal Society of Chemistry
Additional Information: The copyright for this article belongs to the Authors.
Keywords: Aggregates; Amino acids; Computerized tomography; Dichroism; Fluorescence; Hydrogels; Mammals; Nitrogen compounds; Self assembly; Sols; Spectroscopic analysis, Amino acid residues; Decomposition reaction; In-vitro; l-Phenylalanine; l-Tyrosine; Oxidative decomposition; Property; Spectroscopic investigations; Thermoreversible; Vitro imaging, Biocompatibility, Analysis; Cells; Circular Dichroism; Cores; Detection; Gels; Paper Strips; Residues
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 15 Jun 2022 10:18
Last Modified: 15 Jun 2022 10:18
URI: https://eprints.iisc.ac.in/id/eprint/73840

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