Removal of Hydrophobic Organic Pollutants and Copper by Alginate-Based and Polycaprolactone Materials

Marques‐da‐Silva, Dorinda; Lopes, João Brisson; Correia, Iris; Silva, João; Lagoa, Ricardo

doi:10.3390/pr10112300

Cited by 3 publications

(1 citation statement)

References 33 publications

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“…The HPLC analysis of the extracts was carried out in an Agilent 1100 system equipped with a C18 column by using a mobile phase of acetonitrile and water (85:15) at a 1 mL/min flux [ 46 ]. Two C18 columns were used in different periods of the work, a Zorbax Eclipse Plus (Santa Clara, CA, USA) and a Knauer Eurospher II (Berlin, Germany).…”

Section: Methodsmentioning

confidence: 99%

Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites

Lopes,

Marques-da-Silva,

Videira

et al. 2024

Molecules

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The catalytic properties of cytochrome c (Cc) have captured great interest in respect to mitochondrial physiology and apoptosis, and hold potential for novel enzymatic bioremediation systems. Nevertheless, its contribution to the metabolism of environmental toxicants remains unstudied. Human exposure to polycyclic aromatic hydrocarbons (PAHs) has been associated with impactful diseases, and animal models have unveiled concerning signs of PAHs’ toxicity to mitochondria. In this work, a series of eight PAHs with ionization potentials between 7.2 and 8.1 eV were used to challenge the catalytic ability of Cc and to evaluate the effect of vesicles containing cardiolipin mimicking mitochondrial membranes activating the peroxidase activity of Cc. With moderate levels of H2O2 and at pH 7.0, Cc catalyzed the oxidation of toxic PAHs, such as benzo[a]pyrene, anthracene, and benzo[a]anthracene, and the cardiolipin-containing membranes clearly increased the PAH conversions. Our results also demonstrate for the first time that Cc and Cc–cardiolipin complexes efficiently transformed the PAH metabolites 2-hydroxynaphthalene and 1-hydroxypyrene. In comparison to horseradish peroxidase, Cc was shown to reach more potent oxidizing states and react with PAHs with ionization potentials up to 7.70 eV, including pyrene and acenaphthene. Spectral assays indicated that anthracene binds to Cc, and docking simulations proposed possible binding sites positioning anthracene for oxidation. The results give support to the participation of Cc in the metabolism of PAHs, especially in mitochondria, and encourage further investigation of the molecular interaction between PAHs and Cc.

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Section: Methodsmentioning

confidence: 99%

Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites

Lopes,

Marques-da-Silva,

Videira

et al. 2024

Molecules

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Food nanostructuring of paprika capsules obtained by coacervation for improving carotenoid storage stability

Flores-Andrade,

Jiménez-Fernández,

Beristain

et al. 2023

Food Structure

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Developing Hydrophobic Alginate-Amine Derivatives as a Coating for Food Packaging

Tosuwan,

Leese,

Chuck

2024

ACS Appl. Polym. Mater.

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In recent years, there has been an increased interest in developing biopolymers from seaweed carbohydrates such as alginic acid. However, to provide the necessary water barrier properties, derivatization is required. In this study, hydrophobic alginate derivatives were synthesized through amidation with alkyl amines and further investigated for their properties as a coating material for food packaging. The length of the carbon chain in the alkyl amine feedstock is important both for the degree of functionalization and in achieving the required hydrophobicity, with a minimum of 12 or more carbon atoms necessary. The results also indicate that selecting the appropriate activator during synthesis significantly improves the degree of substitution (DS) and therefore the water barrier of the alginate polymers. For example, derivatization with a C12 amine chain and employing 2-chloro-1-methylpyridinium iodide (CMPI) as the activator resulted in a DS of 79% and a notable enhancement in the alginate polymer hydrophobicity compared to only 36% for the product obtained using 1-3-(dimethylamino)propyl-3-ethylcarbodiimide hydrochloride (EDC-HCl) and no water barrier enhancement. The TGA results confirm that the modified polymer with an 18-carbon chain length contains 86% less water retention than the original alginic acid compound. These functionalized alginate derivatives were then utilized to develop coatings and evaluate their water barrier properties for potential packaging applications. The optimal coating system was composed of a 10% w/v polymer concentration and a 10% w/w acetyl tributyl citrate (ATBC) plasticizer in Cyrene. The formulation exhibited consistent hydrophobicity over the testing time, maintaining its effectiveness until water evaporated from the coating. Therefore, amidation of alginate offers a promising route to improve the water barrier properties of naturally occurring carbohydrates to serve as coating materials for food packaging.

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Removal of Hydrophobic Organic Pollutants and Copper by Alginate-Based and Polycaprolactone Materials

Cited by 3 publications

References 33 publications

Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites

Cardiolipin Membranes Promote Cytochrome c Transformation of Polycyclic Aromatic Hydrocarbons and Their In Vivo Metabolites

Food nanostructuring of paprika capsules obtained by coacervation for improving carotenoid storage stability

Developing Hydrophobic Alginate-Amine Derivatives as a Coating for Food Packaging

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