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. 2023 Dec;22(12):2827-2837.
doi: 10.1007/s43630-023-00489-z. Epub 2023 Oct 15.

A novel eco-friendly polymeric photosensitizer based on chitosan and flavin mononucleotide

Julieta Sacchetto  1 , Eduardo Gutierrez  2 , Guillermo F Reta  3 , Eduardo Gatica  4 , Sandra Miskoski  1   4 , María P Montaña  2 , José Natera  1   4 , Walter A Massad  5
Affiliations

A novel eco-friendly polymeric photosensitizer based on chitosan and flavin mononucleotide

Julieta Sacchetto et al. Photochem Photobiol Sci. 2023 Dec.

Abstract

Flavin mononucleotide (FMN) is a dye belonging to the flavin family. These dyes produce photosensitized degradation of organic compounds via reaction with the excited states of the dye or with reactive oxygen species photogenerated from the triplet of the dye. This article presents a new polymeric dye (FMN-CS) composed of the photosensitizer FMN covalently bonded to chitosan polysaccharide (CS). FMN-CS obtained has a molecular weight of 230 × 103 g mol-1 and a deacetylation degree of 74.8%. The polymeric dye is an environmentally friendly polymer with spectroscopic and physicochemical properties similar to those of FMN and CS, respectively. Moreover, under sunlight, it is capable of generating 1O2 with a quantum yield of 0.31. FMN-CS, like CS, is insoluble in basic media. This allows easy recovery of the polymeric dye once the photosensitized process has been carried out and makes FMN-CS a suitable photosensitizer for the degradation of pollutants in contaminated waters. To evaluate whether FMN-CS may be used for pollutant degradation, the photosensitized degradation of two trihydroxybenzenes by FMN-CS was studied.

Keywords: Chitosan; Photosensitized reaction; Pollutant degradation; Polymeric dye; Riboflavin-5′-phosphate; Singlet oxygen.

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References

    1. Marin, M. L., Santos-Juanes, L., Arques, A., Amat, A. M., & Miranda, M. A. (2012). Organic photocatalysts for the oxidation of pollutants and model compounds. Chemical Reviews, 112, 1710–1750. https://doi.org/10.1021/cr2000543 - DOI - PubMed
    1. Cabezuelo, O., Martinez-Haya, R., Montes, N., Bosca, F., & Marin, M. L. (2021). Heterogeneous riboflavin-based photocatalyst for pollutant oxidation through electron transfer processes. Applied Catalysis B: Environmental, 298, 120497. https://doi.org/10.1016/j.apcatb.2021.120497 - DOI
    1. Barbieri, Y., Massad, W. A., Díaz, D. J., Sanz, J., Amat-Guerri, F., & Garcia, N. A. (2008). Photodegradation of bisphenol A and related compounds under natural-like conditions in the presence of riboflavin: kinetics, mechanism and photoproducts. Chemosphere, 73, 564–571. https://doi.org/10.1016/j.chemosphere.2008.06.013 - DOI - PubMed
    1. Ferrari, G. V., Andrada, M. E., Natera, J., Muñoz, V. A., Paulina Montãna, M., Gambetta, C., Boiero, M. L., Montenegro, M. A., Massad, W. A., & García, N. A. (2014). The employment of a removable chitosan-derivatized polymeric sensitizer in the photooxidation of polyhydroxylated water-pollutants. Photochemistry and Photobiology, 90, 1251–1256. https://doi.org/10.1111/php.12350 - DOI - PubMed
    1. Tobin, J. M., McCabe, T. J. D., Prentice, A. W., Holzer, S., Lloyd, G. O., Paterson, M. J., Arrighi, V., Cormack, P. A. G., & Vilela, F. (2017). Polymer-supported photosensitizers for oxidative organic transformations in flow and under visible light irradiation. ACS Catalysis, 7, 4602–4612. https://doi.org/10.1021/acscatal.7b00888 - DOI

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