Hybrid nanocellulose material as an adsorbent to remove reactive yellow 2 dye.

Textile dyes are frequently disposable in aqueous effluents, making it difficult to remove them from industrial effluents before their release to natural waters. This paper deals with the fabrication of cellulose-based adsorbents by reacting nanocelulose crystalline (nanocel) with N-[3-(trimethoxysilyl)propyl]ethylenediamine (TMSPEDA), forming the hybrid (silylpropyl)ethylenediamine@nanocellulose (SPEDA@nanocel), which was employed as adsorbent for the uptake of reactive yellow 2 dye (RY-2) from aqueous effluents. Characterisation of SPEDA@nanocel was carried out using FTIR, SEM-EDS, XRD, TGA, surface area, pHpzc, and hydrophobicity/hydrophilicity ratio (HI). Also, adsorption studies were thoroughly investigated. The effect of initial pH indicated that the maximum uptake of RY-2 takes place at pH 2, which is an indication of the electrostatic mechanism. The kinetic data carried out with 250 and 500 mg L-1 RY-2 with SPEDA@nanocel followed better the nonlinear fractional-like pseudo-first-order model. The t0.5 and t0.95 for the dye uptake were about 30 and 141 min, respectively. The equilibrium data from 10 to 45 °C indicated that the Liu isotherm model was the best-fitted isothermal model. The maximum sorption capacity attained was 112.3 mg g-1 at 45 °C. The thermodynamic data have shown that the equilibrium was favorable and endothermic, and the ΔH° was compatible with an electrostatic attraction between RY-2 and SPEDA@nanocel. Experiments of desorption of loaded adsorbent showed promising results for real applications since at least 5 adsorption/desorption cycles could be employed without significant changes in the recovery and with high precision.

Enhanced degradation of Direct Red 80 dye via Fenton-like process mediated by cobalt ferrite: generated superoxide radicals and singlet oxygen.

Azo dyes, widely used in the textile industry, contribute to effluents with significant organic content. Therefore, the aim of this work was to synthesize cobalt ferrite (CoFe2O4) using the combustion method and assess its efficacy in degrading the azo dye Direct Red 80 (DR80). TEM showed a spherical structure with an average size of 33 ± 12 nm. Selected area electron diffraction and XRD confirmed the presence of characteristic crystalline planes specific to CoFe2O4. The amount of Co and Fe metals were determined by ICP-OES, indicating an n(Fe)/n(Co) ratio of 2.02. FTIR exhibited distinct bands corresponding to Co-O (455 cm-1) and Fe-O (523 cm-1) bonds. Raman spectroscopy detected peaks associated with octahedral and tetrahedral sites. For the first time, the material was applied to degrade DR80 in an aqueous system, with the addition of persulfate. Consistently, within 60 min, these trials achieved nearly 100% removal of DR80, even after the material had undergone five cycles of reuse. The pseudo-second-order model was found to be the most fitting model for the experimental data (k2 = 0.07007 L mg-1 min-1). The results strongly suggest that degradation primarily occurred via superoxide radicals and singlet oxygen. Furthermore, the presence of UV light considerably accelerated the degradation process (k2 = 1.54093 L mg-1 min-1). The material was applied in a synthetic effluent containing various ions, and its performance consistently approached 100% in the photo-Fenton system. Finally, two degradation byproducts were identified through HPLC-MS/MS analysis.

Bioprospecting the potential of the microbial community associated to Antarctic marine sediments for hydrocarbon bioremediation.

Microorganisms that inhabit the cold Antarctic environment can produce ligninolytic enzymes potentially useful in bioremediation. Our study focused on characterizing Antarctic bacteria and fungi from marine sediment samples of King George and Deception Islands, maritime Antarctica, potentially affected by hydrocarbon influence, able to produce enzymes for use in bioremediation processes in environments impacted with petroleum derivatives. A total of 168 microorganism isolates were obtained: 56 from sediments of King George Island and 112 from Deception Island. Among them, five bacterial isolates were tolerant to cell growth in the presence of diesel oil and gasoline and seven fungal were able to discolor RBBR dye. In addition, 16 isolates (15 bacterial and one fungal) displayed enzymatic emulsifying activities. Two isolates were characterized taxonomically by showing better biotechnological results. Psychrobacter sp. BAD17 and Cladosporium sp. FAR18 showed pyrene tolerance (cell growth of 0.03 g mL-1 and 0.2 g mL-1) and laccase enzymatic activity (0.006 UL-1 and 0.10 UL-1), respectively. Our results indicate that bacteria and fungi living in sediments under potential effect of hydrocarbon pollution may represent a promising alternative to bioremediate cold environments contaminated with polluting compounds derived from petroleum such as polycyclic aromatic hydrocarbons and dyes.

Biosorption of methylene blue by residue from Lentinus crinitus mushroom cultivation.

Conventional textile effluent treatments cannot remove methylene blue, a mutagenic azo dye, and an endocrine disruptor, that remains in the drinking water after conventional water treatment. However, the spent substrate from Lentinus crinitus mushroom cultivation, a waste, could be an attractive alternative to remove persistent azo dyes in water. The objective of this study was to assess the methylene blue biosorption by spent substrate from L. crinitus mushroom cultivation. The spent substrate obtained after mushroom cultivation had been characterized by the point of zero charge, functional groups, thermogravimetric analysis, Fourier transform infrared spectroscopy, and scanning electron microscopy. Moreover, the spent substrate biosorption capacity was determined in function of pH, time, and temperature. The spent substrate had a point of zero charge value of 4.3 and biosorbed 99% of methylene blue in pH from 3 to 9, with the highest biosorption in the kinetic assay of 15.92 mg g- 1, and in the isothermal assay of 120.31 mg g- 1. Biosorption reached equilibrium at 40 min after mixing and best fitted the pseudo-second-order model. Freundlich model best fitted the isothermal parameters and each 100 g spent substrate biosorbed 12 g dye in an aqueous solution. The spent substrate of L. crinitus cultivation is an effective biosorbent of methylene blue and an alternative to removing this dye from water, adding value to the mushroom production chain, and supporting the circular economy.

Towards the Configuration of a Photoelectrocatalytic Reactor: Part 2-Selecting Photoreactor Flow Configuration and Operating Variables by a Numerical Approach.

This work aims to select a photoreactor flow configuration and operational conditions that maximize the Photocatalytic Space-time Yield in a photoelectrocatalytic reactor to degrade Reactive Red 239 textile dye. A numerical study by Computational Fluid Dynamics (CFD) was carried out to model the phenomena of momentum and species transport and surface reaction kinetics. The photoreactor flow configuration was selected between axial (AF) and tangential (TF) inlet and outlet flow, and it was found that the TF configuration generated a higher Space-time Yield (STY) than the AF geometry in both laminar and turbulent regimes due to the formation of a helical movement of the fluid, which generates velocity in the circumferential and axial directions. In contrast, the AF geometry generates a purely axial flow. In addition, to maximize the Photocatalytic Space-time Yield (PSTY), it is necessary to use solar radiation as an external radiation source when the flow is turbulent. In conclusion, the PSTY can be maximized up to a value of 45 g/day-kW at an inlet velocity of 0.2 m/s (inlet Reynolds of 2830), solar radiation for external illumination, and internal illumination by UV-LEDs of 14 W/m2, using a photoreactor based on tangent inlet and outlet flow.

Towards the Configuration of a Photoelectrocatalytic Reactor: Part 1-Determination of Photoelectrode Geometry and Optical Thickness by a Numerical Approach.

Photoelectrocatalysis has been highlighted as a tertiary wastewater treatment in the textile industry due to its high dye mineralisation capacity. However, design improvements are necessary to overcome photo-reactors limitations. The present work proposes a preliminary configuration of a photoelectrocatalytic reactor to degrade Reactive Red 239 (RR239) textile dye, using computational fluid dynamics (CFD) to analyse the mass transfer rate, radiation intensity loss (RIL), and its effect on kinetics degradation, over a photoelectrode based on a TiO2 nanotube. A study to increase the space-time yield (STY) was carried out through mass transfer rate and kinetic analysis, varying the optical thickness (δ) between the radiation entrance and the photocatalytic surface, photoelectrode geometry, inlet flow rate, and the surface radiation intensity. The RIL was determined using a 1D Beer-Lambert-based model, and an extinction coefficient experimentally determined by UV-Vis spectroscopy. The results show that in RR239 solutions below concentrations of 6 mg/L, a woven mesh photoelectrode and an optimal optical thickness δ of 1 cm is enough to keep the RIL below 15% and maximise the mass transfer and the STY in around 110 g/m3-day.

Elucidating the adsorption mechanism of Rhodamine B on mesoporous coconut coir-based biosorbents through a non-linear modeling and recycling approach.

The search for renewable adsorbent materials has increased continuously, being the agro-wastes an interesting alternative. This work aimed to elucidate the mechanism of adsorption of Rhodamine B on crude and modified coconut fibers from aqueous systems and the feasibility of reusing the biosorbents. The chemical modification of crude coconut fiber was carried out by the organosolv process. The biosorbents were characterized by lignocellulosic composition, FTIR, TGA, WCA, SEM, nitrogen adsorption/desorption (BET-BJH), and pH of zero point of charge (pHPZC) analyses. The batch adsorption tests evaluated the effects of the adsorbent and adsorbate dosages, contact time, and temperature on Rhodamine B adsorption. For elucidating the adsorption mechanisms involved in the process, the non-linear forms of kinetic and isotherm models were used. The regeneration of the biosorbents was evaluated by carrying out the desorption experiments. Modified coconut fiber had an increase in the amount of α-cellulose, which influenced its structural, morphological, surface, and porous properties. The removal efficiency of Rhodamine B was about 90% for modified coconut fiber and 36% for crude coconut fiber. The dye adsorption was spontaneous and endothermic for both biosorbents, showing higher spontaneity and affinity with the adsorbate for biosorbent modified. Therefore, the coconut fiber can be considered an alternative to the traditional adsorbent materials that allows the reuse by four times without performance loss, in which its adsorptive capacity has increased through its chemical modification by a biorefinery process.

Mutagenicity of a novel 2-phenylbenzotriazole (non-chlorinated 2-phenylbenzotriazole-9) in mice.

Dinitrophenylazo dyes can form 2-phenylbenzotriazoles (PBTAs) in the textile dyeing process upon the addition of chemical reducing agents. Some dinitrophenylazo dyes, as well as their respective reduced (non-chlorinated) and chlorinated PBTAs, are now found in rivers owing to wastewater from textile plants. This study aimed to investigate the genotoxicity of a new PBTA derived from C.I. Disperse Violet 93 azo dye, namely non-Cl PBTA-9. Primary DNA damage in the blood, liver, and colon cells, micronucleated cells in the bone marrow, and gene expression (NAT2, CYP1A1, TRP53, and CDKN1A) in liver cells were observed in mice, at acute oral exposure (gavage) doses of 5, 50, and 500 µg/kg body weight (b.w.). The non-chlorinated PBTA-9 caused DNA damage in the blood and liver (at 500 µg/kg b.w.) and in colon cells (at 5, 50, and 500 µg/kg), and increased the frequency of micronucleated cells in the bone marrow (at 5 and 50 µg/kg). No histological alterations or gene expression changes were observed. In conclusion, in vivo exposure to non-chlorinated PBTA-9 induced genetic damage in various rodent tissues, corroborating results previously obtained from the Ames test. Because this compound has been detected in rivers, exposure to humans and biota is a major concern.

Synergistic effect of the activated carbon addition from leather wastes in chitosan/alginate-based composites.

In this work, chitosan/alginate composites were developed by the gelation method with the addition of different amounts of activated carbon produced from tannery waste (ACTW). The performance of these composites was verified through the adsorption of the textile dye Remazol Brilliant Blue R (RBBR). A synergistic effect was observed by the addition of ACTW; with a specific surface area up to 45.584 m2/g, the maximum adsorption capacity was 300.96 mg/g. The synergy was due to the reduction in steric hindrance, with the adsorption capacity 1.2 times higher than expected. The material was regenerated with sodium hydroxide for 10 cycles. The composite containing 30% ACTW (AC30) was applied in the treatment of real textile effluent, with 30% reductions in the biochemical oxygen demand (BOD), 39% in the chemical oxygen demand (COD), 78% in turbidity, and 67% in color.

A green approach for the treatment of dye and surfactant contaminated industrial wastewater / Uma abordagem verde para o tratamento de águas residuais industriais contaminadas por tintas e surfactantes

Abstract Synthetic dyes, particularly reactive and acid dyes, are commonly used in the textile industry because of their advantages as excellent color fastness and brightness. Also, surfactants are used for an increment of coloring success in the textile industry. One of the major problems concerning textile wastewater is the treatment of the effluents containing both dyes and surfactants. Biological treatment systems are recommended as useful, economic and eco-friendly methods for treatment of industrial wastewater. The purpose of this study was to investigate the binary removal of a textile dye and a surfactant by growing Aspergillus versicolor culture in molasses medium. The effect of dye and surfactant concentration on the removal of dye and surfactant was determined. This study resulted that 100% of the surfactant and dye molecules removed together with the formation of a dye-surfactant complex by fungus. It is concluded that binary removal systems are very efficient for industrial wastewater treatment.

Resumo Os corantes sintéticos, particularmente corantes reativos e ácidos, são comumente usados ​​na indústria têxtil devido às suas vantagens como excelente solidez da cor e brilho. Além disso, os surfactantes são usados ​​para incrementar o sucesso da coloração na indústria têxtil. Um dos principais problemas relativos às águas residuais têxteis são o tratamento dos efluentes contendo corantes e surfactantes. Os sistemas de tratamento biológico são recomendados como métodos úteis, econômicos e ecológicos para o tratamento de efluentes industriais. O objetivo deste estudo foi investigar a remoção binária de um corante têxtil e um surfactante, cultivando a cultura Aspergillus versicolor em meio de melaço. O efeito das concentrações de corante e surfactante nas remoções de corante e surfactante foi determinado. Este estudo resultou na remoção de 100% das moléculas de surfactante e corante juntamente com a formação de um complexo corante-surfactante por fungos. Conclui-se que os sistemas de remoção binária são muito eficientes no tratamento de efluentes industriais.

Draft genome sequence of "Candidatus Afipia apatlaquensis" sp. nov., IBT-C3, a potential strain for decolorization of textile dyes.

OBJECTIVES: In order to characterize a river-associated, enriched microbiome capable of degrading an anthraquinone dye from the oil blue family, as well as assessing its functional potential, we performed a taxa-specific metagenomic deconvolution analysis based on contact probability maps at the chromosomal level. This study will allow associating the genomic content of "Candidatus Afipia apatlaquensis" strain IBT-C3 with its phenotypic potential in the context of bioremediation of textile dyes. We anticipate that this resource will be very useful in comparative genomic clinical studies, contributing to understanding the genomic basis of Afipia pathogenicity. DATA DESCRIPTION: Here, we report the first draft genome sequence of "Candidatus Afipia apatlaquensis" sp. nov., strain IBT-C3, obtained by deconvolution of a textile-dye degrader microbiome in Mexico. The genome composite was deconvoluted using a Hi-C proximity ligation method. Whole-genome-based comparisons and phylogenomics reconstruction indicate that strain IBT-C3 represents a new species of the genus Afipia. The assembly completeness was 92.5% with 5,604,749 bp in length and 60.72% G+C content. The genome complement of IBT-C3 suggests a functional potential for decolorization of textile dyes, contrasting with previous reports of Afipia genus focused on its pathogenic potential.

Synthesis, characterization, and evaluation of a selective molecularly imprinted polymer for quantification of the textile dye acid violet 19 in real water samples.

A molecularly imprinted polymer (MIP) was developed for the determination of acid violet 19 (AV19) dye. The MIP was synthesized by polymerization using 1-vinyl imidazole (functional monomer) and 2,2'-azobis(2-methylpropionitrile) as the radical initiator. The functional monomer was previously selected by computational simulations. The MIP adsorption data could be fitted using the Langmuir model obtained a Qm value of 6.93 mg g-1 and 2.84 mg g-1 for the corresponding non-imprinted polymer (NIP) and the process followed pseudo-second-order kinetics (k2 0.2416 mg g-1 min-1 MIP). The BET specific surface areas were 229.6 m2 g-1 and 28.6 m² g-1, to MIP and NIP, respectively. Analyses showed that the material provided excellent selectivity towards acid violet 19 (AV19) when compared to other analytes including Acid Violet 17 (AV17), Tartrazine (TZ), Acid Red 14 (AR14), Patent blue-VF (PBV), Sunset yellow FCF (SY) and Acid Red 1 (AR1). The calculated Kd value for the MIP was 0.116 L g-1 and the imprinting factor was 2.89. This alternative and effective material for the enrichment, extraction, and determination of acid violet 19 presents in complex real samples was applied using two different rivers water and industrial effluent, with excellent recoveries values ranging between 85% up to 99%.

A green approach for the treatment of dye and surfactant contaminated industrial wastewater / Uma abordagem verde para o tratamento de águas residuais industriais contaminadas por tintas e surfactantes

Synthetic dyes, particularly reactive and acid dyes, are commonly used in the textile industry because of their advantages as excellent color fastness and brightness. Also, surfactants are used for an increment of coloring success in the textile industry. One of the major problems concerning textile wastewater is the treatment of the effluents containing both dyes and surfactants. Biological treatment systems are recommended as useful, economic and eco-friendly methods for treatment of industrial wastewater. The purpose of this study was to investigate the binary removal of a textile dye and a surfactant by growing Aspergillus versicolor culture in molasses medium. The effect of dye and surfactant concentration on the removal of dye and surfactant was determined. This study resulted that 100% of the surfactant and dye molecules removed together with the formation of a dye-surfactant complex by fungus. It is concluded that binary removal systems are very efficient for industrial wastewater treatment.(AU)

Os corantes sintéticos, particularmente corantes reativos e ácidos, são comumente usados na indústria têxtil devido às suas vantagens como excelente solidez da cor e brilho. Além disso, os surfactantes são usados para incrementar o sucesso da coloração na indústria têxtil. Um dos principais problemas relativos às águas residuais têxteis são o tratamento dos efluentes contendo corantes e surfactantes. Os sistemas de tratamento biológico são recomendados como métodos úteis, econômicos e ecológicos para o tratamento de efluentes industriais. O objetivo deste estudo foi investigar a remoção binária de um corante têxtil e um surfactante, cultivando a cultura Aspergillus versicolor em meio de melaço. O efeito das concentrações de corante e surfactante nas remoções de corante e surfactante foi determinado. Este estudo resultou na remoção de 100% das moléculas de surfactante e corante juntamente com a formação de um complexo corante-surfactante por fungos. Conclui-se que os sistemas de remoção binária são muito eficientes no tratamento de efluentes industriais.(AU)

ADMI color and toxicity reductions in raw textile mill effluent and dye mixtures by TiO2/UV is limited by presence of vat dyes.

Full-scale application of heterogeneous photocatalysis for industrial wastewater treatment remains a challenge because of the complex nature of these matrices and the potential to form toxic by-products during treatment. A recent unsuccessful attempt to find adequate conditions for TiO2/UV treatment of a cotton dyeing textile mill led to this study on the treatability of mixtures of the dyes used in the greatest amounts at the mill and therefore most likely to be present in mill effluent. Four reactive and three vat dyes were mixed in different combinations and treated (10 mg/L of each dye, 0.5 mg/L TiO2, pH 4) to evaluate the influence of the different dyes on ADMI color, chemical oxygen demand (COD), and acute toxicity. While ADMI color removal was similar in all dye mixtures, COD removal was higher when vat dyes were absent. When treated individually, vat dyes exhibited greater recalcitrance, with no ADMI color removal and COD removals of less than 30%. Toxicity to Daphnia similis was decreased or eliminated from dye mixtures that exhibited the highest COD removals and corresponded to those in which reactive dyes were partially degraded. For raw textile mill effluent, photocatalysis reduced but did not eliminate treated effluent toxicity (EC50 = 26.8%).

A green approach for the treatment of dye and surfactant contaminated industrial wastewater

Abstract Synthetic dyes, particularly reactive and acid dyes, are commonly used in the textile industry because of their advantages as excellent color fastness and brightness. Also, surfactants are used for an increment of coloring success in the textile industry. One of the major problems concerning textile wastewater is the treatment of the effluents containing both dyes and surfactants. Biological treatment systems are recommended as useful, economic and eco-friendly methods for treatment of industrial wastewater. The purpose of this study was to investigate the binary removal of a textile dye and a surfactant by growing Aspergillus versicolor culture in molasses medium. The effect of dye and surfactant concentration on the removal of dye and surfactant was determined. This study resulted that 100% of the surfactant and dye molecules removed together with the formation of a dye-surfactant complex by fungus. It is concluded that binary removal systems are very efficient for industrial wastewater treatment.

Resumo Os corantes sintéticos, particularmente corantes reativos e ácidos, são comumente usados na indústria têxtil devido às suas vantagens como excelente solidez da cor e brilho. Além disso, os surfactantes são usados para incrementar o sucesso da coloração na indústria têxtil. Um dos principais problemas relativos às águas residuais têxteis são o tratamento dos efluentes contendo corantes e surfactantes. Os sistemas de tratamento biológico são recomendados como métodos úteis, econômicos e ecológicos para o tratamento de efluentes industriais. O objetivo deste estudo foi investigar a remoção binária de um corante têxtil e um surfactante, cultivando a cultura Aspergillus versicolor em meio de melaço. O efeito das concentrações de corante e surfactante nas remoções de corante e surfactante foi determinado. Este estudo resultou na remoção de 100% das moléculas de surfactante e corante juntamente com a formação de um complexo corante-surfactante por fungos. Conclui-se que os sistemas de remoção binária são muito eficientes no tratamento de efluentes industriais.

Comparative study of the direct black removal by Fe, Cu, and Fe/Cu nanoparticles.

In this study, direct black dye removal was investigated using iron nanoparticles (Fe NPs), copper (Cu NPs), and Fe/Cu (Fe/Cu NPs). NPs were characterized by transmission electron microscopy (TEM) and X-ray diffraction (XRD). Using a dose of 0.25 g L-1 of Fe, Cu, and Fe/Cu NPs, a degradation efficiency of 13, 26, and 43% respectively was obtained. For the 1.00 g L-1 dose, the efficiency increased to 100, 43, and 100%, respectively. Studies in anoxic and oxic conditions presented degradation rates, respectively, of 100 and 30% for Fe NPs, 90 and 50% for Fe/Cu NPs, and 40% in both reactions for Cu NPs, indicating that the mechanism of dye degradation by NPs is predominantly reducing under the conditions studied. The addition of EDTA decreased the dye removal rate for Fe, Cu, and Fe/Cu NPs at 27, 10, and 35%, respectively. In addition to the degradation, the adsorption phenomena of the by-products formed during the reaction were confirmed by the Fourier transform infrared (FTIR) analysis and verified by the desorption tests. Fe and Fe/Cu NPs showed the highest efficiency in direct black dye reductive degradation and adsorption of by-products, removing 100% of the dye at a dose of 1 g L-1 within 10 min of reaction. Graphical abstracts ᅟ.

Removal of azo dye using Fenton and Fenton-like processes: Evaluation of process factors by Box-Behnken design and ecotoxicity tests.

The conventional treatment of textile effluents is usually inefficient in removing azo dyes and can even generate more toxic products than the original dyes. The aim of the present study was to optimize the process factors in the degradation of Disperse Red 343 by Fenton and Fenton-like processes, as well as to investigate the ecotoxicity of the samples treated under optimized conditions. A Box-Behnken design integrated with the desirability function was used to optimize dye degradation, the amount of residual H2O2 [H2O2residual], and the ecotoxicity of the treated samples (lettuce seed, Artemia salina, and zebrafish in their early-life stages). Dye degradation was affected only by catalyst concentration [Fe] in both the Fenton and Fenton-like processes. In the Fenton reaction, [H2O2residual] was significantly affected by initial [H2O2] and its interaction with [Fe]; however, in the Fenton-like reaction, it was affected by initial [H2O2] only. A. salina mortality was affected by different process factors in both processes, which suggests the formation of different toxic products in each process. The desirability function was applied to determine the best process parameters and predict the responses, which were confirmed experimentally. Optimal conditions facilitated the complete degradation of the dye without [H2O2residual] or toxicity for samples treated with the Fenton-like process, whereas the Fenton process induced significant mortality for A. salina. Results indicate that the Fenton-like process is superior to the Fenton reaction to degrade Disperse Red 343.

Influence of auxochrome group in disperse dyes bearing azo groups as chromophore center in the biotransformation and molecular docking prediction by reductase enzyme: Implications and assessment for environmental toxicity of xenobiotics.

Synthetic azo dyes have increasingly become a matter of great concern as a result of the genotoxic and mutagenic potential of the products derived from azo dye biotransformation. This work evaluates the manner in which reducing enzymes produced by Escherichia coli (E. coli) act on three disperse dyes bearing azo groups, namely Disperse Red 73 (DR 73), Disperse Red 78 (DR 78), and Disperse Red 167 (DR 167). UV-Vis spectrophotometry, high-performance liquid chromatography with diode array detector (HPLC-DAD), and liquid chromatography mass spectrometry (LC-MS/MS) were applied towards the identification of the main products. Seven days of incubation of the azo dyes with the tested enzymes yielded a completely bleached solution. 3-4-Aminophenyl-ethyl-amino-propanitrile was detected following the biotransformation of both DR 73 and DR 78. 4-Nitroaniline and 2-chloro-4-nitroaniline were detected upon the biotransformation of DR 73 and DR 78, respectively. The main products derived from the biotransformation of DR 167 were dimethyl 3,3'-3-acetamido-4-aminophenyl-azanedyl-dipropanoate and 2-chloro-4-nitroaniline. The results imply that DR 73 lost the CN- substituent during the biotransformation. Furthermore, theoretical calculations were also carried out aiming at evaluating the interaction and reactivity of these compounds with DNA. Taken together, the results indicate that DR 73, DR 78, and DR 167 pose health risks and serious threats to both human beings and the environment at large as their biotransformation produces harmful compounds such as amines, which have been widely condemned by the International Agency for Research on Cancer.

Identification of biotransformation products of disperse dyes with rat liver microsomes by LC-MS/MS and theoretical studies with DNA: Structure-mutagenicity relationship using Salmonella/microsome assay.

Azo dyes are known as a group of substances with DNA damage potential that depend on the nature and number of azo groups connected to aromatic rings (benzene and naphthalene), chemical properties, e.g. solubility and reactive functional groups, which significantly affect their toxicological and ecological risks. In this paper, we used in vitro models to evaluate the metabolism of selected textile dyes: Disperse Red 73 (DR 73), Disperse Red 78 (DR 78) and Disperse Red 167 (DR 167). To evaluate the mutagenic potential of the textile dyes, the Salmonella mutagenicity assay (Ames test) with strains TA 98 and TA 100 in the presence and absence of the exogenous metabolic system (S9) was used. DR73 was considered the most mutagenic compound, inducing both replacement base pairs (TA 100) and also changing frameshift (TA 98) mutations that are reduced in the presence of the S9 mixture. Furthermore, we used rat liver microsomes in the same experimental conditions of the S9 mixture to metabolize the dyes and the resultant solutions were analyzed using a liquid chromatography coupled to a quadrupole linear ion trap mass spectrometry (LC-MS/MS) to investigate the metabolites formed by the in vitro biotransformation. Based on this experiment, we detected and identified two biotransformation products for each textile dye substrate analyzed. Furthermore, to evaluate the interaction and reactivity of these compounds with DNA, theoretical calculations were also carried out. The results showed that the chemical reaction occurred preferentially at the azo group and the nitro group, indicating that there was a reduction in these groups by the CYP P450 enzymes presented in the rat microsomal medium. Our results clearly demonstrated that the reduction of these dyes by biological systems is a great environmental concern due to increased genotoxicity for the body of living beings, especially for humans.

Descoloração do corante Azul Brilhante de Remazol R por leveduras isoladas de moluscos do Rio Subaé, no estado da Bahia, Brasil / Decolorization of Remazol Brilliant Blue R dye by yeasts isolated from molluscs of the Subaé River (Bahia, Brazil)

RESUMO Os objetivos deste trabalho foram estudar o potencial de descoloração do corante Azul Brilhante de Remazol R (RBBR) por cinco isolados de leveduras identificados como OJU2, SJL6, SF5, SJ10 e SJU5, otimizar as condições de crescimento das leveduras e verificar a toxicidade do produto obtido após a descoloração. Para isso, foram realizados ensaios em batelada variando os seguintes parâmetros: pH (2 a 8), concentração de glicose (0 a 3%), concentração do corante (25 a 100 ppm) e temperatura (20 a 40ºC). As leveduras mostraram capacidade de descolorir o RBBR com eficiência entre 80 e 93%, depois de 24 horas. A melhor condição para descoloração do RBBR ocorreu em pH ácido, 2% de glicose, 25 ppm do corante e 25ºC. Com os ensaios com Artemia salina, foi observado diminuição da toxicidade após tratamento com os isolados SJ10 e SJU5, depois de 120 horas de incubação.

ABSTRACT This research aimed to study the potential for decolorization of the Brilliant Blue dye Remazol R (RBBR) by five yeasts, identified as OJU2, SJL6, SF5, SJ10 and SJU5, optimize the conditions of growth of these yeasts and verify the toxicity of the product obtained after decolorization. For this purpose, tests were performed in batch in varying parameters: pH (2 to 8), glucose concentration (0 to 3%), dye concentration (25 to 100 ppm) and temperature (20 to 40ºC). The yeasts showed ability to decolorize RBBR by biodegradation with rates ranging between 80 and 93% after 24 hours. The optimal conditions for decolorization were acid pH, glucose 2%, 25 ppm dye concentration and 25ºC. After the toxicity tests with Artemia salina, decreased toxicity was observed following treatment with isolated SJU5 and SJ10, after 120 hours incubation.