Environmental applications of immobilized and bio-resourced redox mediators: A Review

Redox mediators (RMs), also known as electron shuttles, have been widely reported to promote both biotic and abiotic reductions of oxidized pollutants in water, soil, biogeochemical cycles, and wastewater treatment systems. However, the continuous addition of dissolved RMs is unaffordable and the potential environmental risks remain unknown because most applied RMs are synthetic chemicals. Immobilization technology enables RMs to be attached on non-dissolved supports, avoiding wash-out from the treatment systems. This realizes the reuse of RMs in scaled-up engineering applications and the in-situ remediation. Moreover, renewable natural biomass and their derivatives, such as biochar, have also aroused increased interest because they provide an economical and feasible way to solve the shortcomings of applying soluble RMs. This review presents different RM immobilization methods, which include entrapment, adsorption, and surface modification, as well as the use of bio-resourced RMs. The immobilization procedures and reaction mechanisms of the immobilized RMs and bio-resourced RMs in environmental applications are critically compared and summarized.

[1]  V. Bonifácio,et al.  Enzyme-inspired dry-powder polymeric catalyst for green and fast pharmaceutical manufacturing processes , 2022, Catalysis Communications.

[2]  O. Levin,et al.  Application of a TEMPO-Polypyrrole Polymer for NOx-Mediated Oxygen Electroreduction , 2022, Catalysts.

[3]  Feifeng Wang,et al.  The role of trace N-Oxyl compounds as redox mediator in enhancing antiviral ribavirin elimination in UV/Chlorine process , 2022, Applied Catalysis B: Environmental.

[4]  Fang Wang,et al.  Construction of co-immobilized laccase and mediator based on MOFs membrane for enhancing organic pollutants removal , 2022, Chemical Engineering Journal.

[5]  Yi Li,et al.  Biological mediated synthesis of reduced graphene oxide (rGO) as a potential electron shuttle for facilitated biological denitrification: Insight into the electron transfer process , 2022, Journal of Environmental Chemical Engineering.

[6]  Jingyu Sun,et al.  Electrocatalyst Modulation toward Bidirectional Sulfur Redox in Li–S Batteries: From Strategic Probing to Mechanistic Understanding , 2022, Advanced Energy Materials.

[7]  Zushun Xu,et al.  Design and engineering of heterogeneous nitroxide-mediated catalytic systems for selective oxidation: Efficiency and sustainability , 2022, Materials Today Chemistry.

[8]  Yu Qin,et al.  Fe-N complex biochar as a superior partner of sodium sulfide for methyl orange decolorization by combination of adsorption and reduction. , 2022, Journal of environmental management.

[9]  Qian Wang,et al.  Reinforcement of denitrification in a biofilm electrode reactor with immobilized polypyrrole/anthraquinone-2,6-disulfonate composite cathode. , 2022, Journal of environmental management.

[10]  B. Deepanraj,et al.  Immobilization of enzymes for bioremediation: A future remedial and mitigating strategy. , 2022, Environmental research.

[11]  Qian Li,et al.  Biochar enhances partial denitrification/anammox by sustaining high rates of nitrate to nitrite reduction. , 2022, Bioresource technology.

[12]  Yayi Wang,et al.  Biochar-mediated DNRA pathway of anammox bacteria under varying COD/N ratios. , 2022, Water research.

[13]  V. Sharma,et al.  Biochar as a novel carbon-negative electron source and mediator: electron exchange capacity (EEC) and environmentally persistent free radicals (EPFRs): a review , 2022, Chemical Engineering Journal.

[14]  L. Celis,et al.  Quinone-reducing enrichment culture enhanced the direct and mediated biotransformation of azo dye with soluble and immobilized redox mediator , 2021, Journal of Water Process Engineering.

[15]  Jun Shi,et al.  Carbon matrix of biochar from biomass modeling components facilitates electron transfer from zero-valent iron to Cr(VI) , 2021, Environmental Science and Pollution Research.

[16]  N. Khan,et al.  Redox mediators as cathode catalyst to boost the microbial electro-synthesis of biofuel product from carbon dioxide , 2021 .

[17]  J. Nápoles-Armenta,et al.  Galactomannans for Entrapment of Gliomastix murorum Laccase and Their Use in Reactive Blue 2 Decolorization , 2021, Sustainability.

[18]  T. Strathmann,et al.  Role of TEMPO in Enhancing Permanganate Oxidation toward Organic Contaminants. , 2021, Environmental science & technology.

[19]  L. Ding,et al.  Immobilized redox mediators on modified biochar and their role on azo dye biotransformation in anaerobic biological systems: Mechanisms, biodegradation pathway and theoretical calculation , 2021 .

[20]  L. Betancor,et al.  Immobilization Techniques for the Preparation of Supported Biocatalysts: Making Better Biocatalysts Through Protein Immobilization , 2021 .

[21]  M. Antonietti,et al.  Natural and artificial humic substances to manage minerals, ions, water, and soil microorganisms. , 2021, Chemical Society reviews.

[22]  Shanshan Qiu,et al.  Effect of pH on hexavalent chromium removal driven by henna (Lawsonia inermis) fermentation , 2021 .

[23]  Xiaoguang Chen,et al.  Simulating the synergy of electron donors and different redox mediators on the anaerobic decolorization of azo dyes: Can AQDS-chitosan globules replace the traditional redox mediators? , 2021, Chemosphere.

[24]  Junhong Tang,et al.  Riboflavin enhanced denitrification of artificial wastewater under low C/N condition in cold season , 2021 .

[25]  Jin Jiang,et al.  Enhanced transformation of organic pollutants by mild oxidants in the presence of synthetic or natural redox mediators: A review. , 2020, Water research.

[26]  Zhengzhe Zhang,et al.  New applications of quinone redox mediators: Modifying nature-derived materials for anaerobic biotransformation process. , 2020, The Science of the total environment.

[27]  N. Bolan,et al.  Conversion of biological solid waste to graphene-containing biochar for water remediation: A critical review , 2020, Chemical Engineering Journal.

[28]  Lihui Chen,et al.  Secondary Bonds Modifying Conjugate‐Blocked Linkages of Biomass‐Derived Lignin to Form Electron Transfer 3D Networks for Efficiency Exceeding 16% Nonfullerene Organic Solar Cells , 2020, Advanced Functional Materials.

[29]  Junhong Tang,et al.  Achieving high volatile fatty acid production from raw henna (Lawsonia inermis) biomass at mild alkaline conditions , 2020, BioResources.

[30]  S. Stahl,et al.  Mediated Fuel Cells: Soluble Redox Mediators and Their Applications to Electrochemical Reduction of O2 and Oxidation of H2, Alcohols, Biomass, and Complex Fuels. , 2020, Chemical reviews.

[31]  Jianbo Guo,et al.  Chlorophyll as natural redox mediators for the denitrification process , 2020 .

[32]  Xiaoyun Xu,et al.  Pyrolysis-temperature depended electron donating and mediating mechanisms of biochar for Cr(VI) reduction. , 2019, Journal of hazardous materials.

[33]  M. Iqbal,et al.  Biodegradation of synthetic orange G dye by Plearotus sojar-caju with Punica granatum peal as natural mediator , 2019, Biocatalysis and Agricultural Biotechnology.

[34]  Junhong Tang,et al.  Insights into redox mediator supplementation on enhanced volatile fatty acids production from waste activated sludge , 2019, Environmental Science and Pollution Research.

[35]  P. Fatehi,et al.  Lignin-derived platform molecules through TEMPO catalytic oxidation strategies , 2019, Progress in Energy and Combustion Science.

[36]  Y. Lan,et al.  Past, present, and future of biochar , 2019, Biochar.

[37]  Wei Yu,et al.  4-HO-TEMPO-Catalyzed Redox Annulation of Cyclopropanols with Oxime Acetates toward Pyridine Derivatives , 2019, ACS Catalysis.

[38]  Bing Wei,et al.  Preparation and Characterization of Lignin-Containing Cellulose Nanofibril from Poplar High-Yield Pulp via TEMPO-Mediated Oxidation and Homogenization , 2019, ACS Sustainable Chemistry & Engineering.

[39]  Godfrey Kyazze,et al.  The Role of Natural Laccase Redox Mediators in Simultaneous Dye Decolorization and Power Production in Microbial Fuel Cells , 2018, Energies.

[40]  Honghua Jia,et al.  Co-immobilization of laccase and TEMPO onto amino-functionalized magnetic Fe3O4 nanoparticles and its application in acid fuchsin decolorization , 2018, Bioresources and Bioprocessing.

[41]  M. Pagliaro,et al.  Sol–gel Entrapped Nitroxyl Radicals: Catalysts of Broad Scope , 2018 .

[42]  R. B. García-Reyes,et al.  Mechanism of anaerobic bio-reduction of azo dye assisted with lawsone-immobilized activated carbon. , 2018, Journal of hazardous materials.

[43]  Gang Pan,et al.  Environmentally persistent free radicals mediated removal of Cr(VI) from highly saline water by corn straw biochars. , 2018, Bioresource technology.

[44]  R. Thauer,et al.  Flavin-Based Electron Bifurcation, A New Mechanism of Biological Energy Coupling. , 2018, Chemical reviews.

[45]  Chunfang Zhang,et al.  Effect of long-term fertilization on humic redox mediators in multiple microbial redox reactions. , 2018, Environmental pollution.

[46]  N. Bolan,et al.  Applications of biochar in redox-mediated reactions. , 2017, Bioresource technology.

[47]  B. Logan,et al.  AQDS immobilized solid-phase redox mediators and their role during bioelectricity generation and RR2 decolorization in air-cathode single-chamber microbial fuel cells. , 2017, Bioelectrochemistry.

[48]  S. Khanal,et al.  Environmental application of biochar: Current status and perspectives. , 2017, Bioresource technology.

[49]  N. Nakamura,et al.  Immobilization of Pyrroloquinoline Quinone-Dependent Alcohol Dehydrogenase with a Polyion Complex and Redox Polymer for a Bioanode , 2017 .

[50]  Hui Peng,et al.  Polyaniline-based carbon nanospheres and redox mediator doped robust gel films lead to high performance foldable solid-state supercapacitors , 2017 .

[51]  X. Quan,et al.  Cathode modification with peptide nanotubes (PNTs) incorporating redox mediators for azo dyes decolorization enhancement in microbial fuel cells , 2017 .

[52]  Xiaoke Hu,et al.  Catalytic reduction of NACs by nano Fe3O4/quinone composites in the presence of a novel marine exoelectrogenic bacterium under hypersaline conditions , 2017 .

[53]  Ruiqin Wang,et al.  Quinone-modified NH2-MIL-101(Fe) composite as a redox mediator for improved degradation of bisphenol A. , 2017, Journal of hazardous materials.

[54]  Yongyou Hu,et al.  Enhanced simultaneous decolorization of azo dye and electricity generation in microbial fuel cell (MFC) with redox mediator modified anode , 2017 .

[55]  Zhiwei Wang,et al.  Cost-effective Chlorella biomass production from dilute wastewater using a novel photosynthetic microbial fuel cell (PMFC). , 2017, Water research.

[56]  Chengyu Ma,et al.  Insoluble/immobilized redox mediators for catalyzing anaerobic bio-reduction of contaminants , 2016, Reviews in Environmental Science and Bio/Technology.

[57]  Qiang Sun,et al.  Decolorization of azo dye methyl red by suspended and co-immobilized bacterial cells with mediators anthraquinone-2,6-disulfonate and Fe 3 O 4 nanoparticles , 2016 .

[58]  Hanqing Yu,et al.  Facilitated biological reduction of nitroaromatic compounds by reduced graphene oxide and the role of its surface characteristics , 2016, Scientific Reports.

[59]  Junhong Tang,et al.  Enhanced bio-reduction of hexavalent chromium by an anaerobic consortium using henna plant biomass as electron donor and redox mediator , 2016 .

[60]  Junhong Tang,et al.  Volatile fatty acids produced by co-fermentation of waste activated sludge and henna plant biomass. , 2016, Bioresource technology.

[61]  Cristóbal N. Aguilar,et al.  Immobilization of metal-humic acid complexes in anaerobic granular sludge for their application as solid-phase redox mediators in the biotransformation of iopromide in UASB reactors. , 2016, Bioresource technology.

[62]  Ning Wang,et al.  Improved Thermoelectric Performances of SrTiO3 Ceramic Doped with Nb by Surface Modification of Nanosized Titania , 2016, Nanoscale Research Letters.

[63]  Junhong Tang,et al.  Effects of different henna plant parts on enhanced removal of an azo dye Orange II: Biotic and abiotic contributions , 2016 .

[64]  E. Razo-Flores,et al.  Activated carbon fibers with redox-active functionalities improves the continuous anaerobic biotransformation of 4-nitrophenol , 2016 .

[65]  Zifu Li,et al.  Effects of non-dissolved redox mediators on a hexavalent chromium bioreduction process , 2016 .

[66]  Junhong Tang,et al.  Enhanced azo dye removal in a continuously operated up-flow anaerobic filter packed with henna plant biomass. , 2015, Journal of hazardous materials.

[67]  Ji-ti Zhou,et al.  Effects of reduced graphene oxide on the activities of anammox biomass and key enzymes , 2015 .

[68]  Yinguang Chen,et al.  Effect of humic acids with different characteristics on fermentative short-chain fatty acids production from waste activated sludge. , 2015, Environmental science & technology.

[69]  Qing Xu,et al.  The denitrification characteristics of novel functional biocarriers immobilised by non-dissolved redox mediators , 2015 .

[70]  L. V. A. Gurgel,et al.  Application of cellulose-immobilized riboflavin as a redox mediator for anaerobic degradation of a model azo dye Remazol Golden Yellow RNL , 2015 .

[71]  A. Ramanavičius,et al.  Evaluation of 1,10-phenanthroline-5,6-dione as redox mediator for glucose oxidase , 2015, Journal of Analytical Chemistry.

[72]  L. Celis,et al.  Graphene oxide as electron shuttle for increased redox conversion of contaminants under methanogenic and sulfate-reducing conditions. , 2015, Bioresource technology.

[73]  Ji-ti Zhou,et al.  A novel modification of poly(ethylene terephthalate) fiber using anthraquinone-2-sulfonate for accelerating azo dyes and nitroaromatics removal , 2014 .

[74]  Jingang Huang,et al.  Enhanced reduction of an azo dye using henna plant biomass as a solid-phase electron donor, carbon source, and redox mediator. , 2014, Bioresource technology.

[75]  A. Katayama,et al.  Insoluble Fe-humic acid complex as a solid-phase electron mediator for microbial reductive dechlorination. , 2014, Environmental science & technology.

[76]  M. Alves,et al.  Carbon based materials as novel redox mediators for dye wastewater biodegradation , 2014 .

[77]  Jianbo Guo,et al.  Study the biocatalyzing effect and mechanism of cellulose acetate immobilized redox mediators technology (CE-RM) on nitrite denitrification , 2014, Biodegradation.

[78]  M. A. Sanromán,et al.  Recent developments and applications of immobilized laccase. , 2013, Biotechnology advances.

[79]  L. Celis,et al.  Immobilized humic substances as redox mediator for the simultaneous removal of phenol and Reactive Red 2 in a UASB reactor , 2013, Applied Microbiology and Biotechnology.

[80]  Yan Zhou,et al.  Enhanced biotransformation of nitrobenzene by the synergies of Shewanella species and mediator-functionalized polyurethane foam. , 2013, Journal of hazardous materials.

[81]  Jorge Gonzalez-Estrella,et al.  Kinetics during the redox biotransformation of pollutants mediated by immobilized and soluble humic acids , 2013, Applied Microbiology and Biotechnology.

[82]  Huijuan Liu,et al.  Biological catalyzed denitrification by a functional electropolymerization biocarrier modified by redox mediator. , 2012, Bioresource technology.

[83]  Ji-ti Zhou,et al.  Enhanced bio-decolorization of azo dyes by quinone-functionalized ceramsites under saline conditions , 2012 .

[84]  Mambo Moyo,et al.  Recent Advances in Polymeric Materials Used as Electron Mediators and Immobilizing Matrices in Developing Enzyme Electrodes , 2012, Sensors.

[85]  O. González-Díaz,et al.  Quantification of p‐phenylenediamine and 2‐hydroxy‐1,4‐naphthoquinone in henna tattoos , 2012, Contact dermatitis.

[86]  Huijuan Liu,et al.  Catalyzing denitrification of Paracoccus versutus by immobilized 1,5-dichloroanthraquinone , 2012, Biodegradation.

[87]  V. Hernández-Montoya,et al.  Enhanced Dechlorination of Carbon Tetrachloride by Immobilized Fulvic Acids on Alumina Particles , 2012, Water, Air, & Soil Pollution.

[88]  Z. Hua,et al.  Porous Silica Beads Supported TEMPO and Adsorbed NOx (PSB‐TEMPO/NOx): An Efficient Heterogeneous Catalytic System for the Oxidation of Alcohols under Mild Conditions , 2011 .

[89]  R. Pelton,et al.  Polyvinylamine-graft-TEMPO adsorbs onto, oxidizes, and covalently bonds to wet cellulose. , 2011, Biomacromolecules.

[90]  Jorge Gonzalez-Estrella,et al.  Immobilized humic substances on an anion exchange resin and their role on the redox biotransformation of contaminants. , 2011, Bioresource technology.

[91]  Shengli Chen,et al.  Improved microbial electrocatalysis with neutral red immobilized electrode , 2011 .

[92]  Ganesh Dattatraya Saratale,et al.  Bacterial decolorization and degradation of azo dyes: a review. , 2011 .

[93]  M. Pérez-Cruz,et al.  Immobilized redox mediator on metal-oxides nanoparticles and its catalytic effect in a reductive decolorization process. , 2010, Journal of hazardous materials.

[94]  F. P. van der Zee,et al.  Thermal modification of activated carbon surface chemistry improves its capacity as redox mediator for azo dye reduction. , 2010, Journal of hazardous materials.

[95]  Hu Teng,et al.  Enhanced biodecolorization of azo dyes by anthraquinone-2-sulfonate immobilized covalently in polyurethane foam. , 2010, Bioresource technology.

[96]  S. Fan,et al.  The role of anthraquinone sulfonate dopants in promoting performance of polypyrrole composites as pseudo-capacitive electrode materials , 2010 .

[97]  Jianbo Guo,et al.  Study on a novel non-dissolved redox mediator catalyzing biological denitrification (RMBDN) technology. , 2010, Bioresource technology.

[98]  Chunhua Feng,et al.  A polypyrrole/anthraquinone-2,6-disulphonic disodium salt (PPy/AQDS)-modified anode to improve performance of microbial fuel cells. , 2010, Biosensors & bioelectronics.

[99]  F. Cervantes,et al.  Immobilized redox mediators on anion exchange resins and their role on the reductive decolorization of azo dyes. , 2010, Environmental science & technology.

[100]  D. C. Wang,et al.  A review on adsorption refrigeration technology and adsorption deterioration in physical adsorption systems , 2010 .

[101]  M. C. Costa,et al.  Anthraquinone-2,6-disulfonate (AQDS) as a catalyst to enhance the reductive decolourisation of the azo dyes Reactive Red 2 and Congo Red under anaerobic conditions. , 2010, Bioresource technology.

[102]  Baiyang Chen,et al.  Occurrence of disinfection byproducts in United States wastewater treatment plant effluents. , 2009, Environmental science & technology.

[103]  Minori Uchimiya,et al.  Reversible redox chemistry of quinones: impact on biogeochemical cycles. , 2009, Chemosphere.

[104]  Wang Jing,et al.  Enhanced biodecolorization of azo dyes by electropolymerization-immobilized redox mediator. , 2009, Journal of hazardous materials.

[105]  Xuebin Lu,et al.  Enhanced bio-decolorization of azo dyes by co-immobilized quinone-reducing consortium and anthraquinone. , 2009, Bioresource technology.

[106]  Ji-ti Zhou,et al.  Acceleration of azo dye decolorization by using quinone reductase activity of azoreductase and quinone redox mediator. , 2009, Bioresource technology.

[107]  F. P. van der Zee,et al.  Impact and application of electron shuttles on the redox (bio)transformation of contaminants: a review. , 2009, Biotechnology advances.

[108]  Fenglin Yang,et al.  Anaerobic biotransformation of azo dye using polypyrrole/anthraquinonedisulphonate modified active carbon felt as a novel immobilized redox mediator , 2009 .

[109]  C. Brett,et al.  AFM nanometer surface morphological study of in situ electropolymerized neutral red redox mediator oxysilane sol-gel encapsulated glucose oxidase electrochemical biosensors. , 2008, Biosensors & bioelectronics.

[110]  Fenglin Yang,et al.  Enhancement of nitroaromatic compounds anaerobic biotransformation using a novel immobilized redox mediator prepared by electropolymerization. , 2008, Bioresource technology.

[111]  Lixian Sun,et al.  A mediatorless microbial fuel cell using polypyrrole coated carbon nanotubes composite as anode material , 2008 .

[112]  E. O’Loughlin Effects of electron transfer mediators on the bioreduction of lepidocrocite (gamma-FeOOH) by Shewanella putrefaciens CN32. , 2008, Environmental science & technology.

[113]  Fenglin Yang,et al.  Electro-Fenton degradation of azo dye using polypyrrole/anthraquinonedisulphonate composite film modified graphite cathode in acidic aqueous solutions , 2008 .

[114]  H. Yakuwa,et al.  A novel mediator-polymer-modified anode for microbial fuel cells. , 2008, Chemical communications.

[115]  M. Kwon,et al.  Biotransformation products and mineralization potential for hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) in abiotic versus biological degradation pathways with anthraquinone-2,6-disulfonate (AQDS) and Geobacter metallireducens , 2008, Biodegradation.

[116]  W. Daud,et al.  Review of modifications of activated carbon for enhancing contaminant uptakes from aqueous solutions , 2007 .

[117]  Ji-ti Zhou,et al.  Biocalalyst effects of immobilized anthraquinone on the anaerobic reduction of azo dyes by the salt-tolerant bacteria. , 2007, Water research.

[118]  G. Palmisano,et al.  Waste-Free Electrochemical Oxidation of Alcohols in Water , 2006 .

[119]  M. Kwon,et al.  Microbially Mediated Biodegradation of Hexahydro-1,3,5-Trinitro-1,3,5- Triazine by Extracellular Electron Shuttling Compounds , 2006, Applied and Environmental Microbiology.

[120]  B. Bhushan,et al.  Effect of iron(III), humic acids and anthraquinone‐2,6‐disulfonate on biodegradation of cyclic nitramines by Clostridium sp. EDB2 , 2006, Journal of applied microbiology.

[121]  W. Inskeep,et al.  Impact of ferrihydrite and anthraquinone-2,6-disulfonate on the reductive transformation of 2,4,6-trinitrotoluene by a gram-positive fermenting bacterium. , 2005, Environmental science & technology.

[122]  J. V. Lier,et al.  The transformation and toxicity of anthraquinone dyes during thermophilic (55 ◦ C) and mesophilic (30 ◦ C) anaerobic treatments , 2005 .

[123]  D. Holdstock Past, present--and future? , 2005, Medicine, conflict, and survival.

[124]  G. Lettinga,et al.  Activated carbon as an electron acceptor and redox mediator during the anaerobic biotransformation of azo dyes. , 2003, Environmental science & technology.

[125]  A. Stolz,et al.  Effects of different quinoid redox mediators on the anaerobic reduction of azo dyes by bacteria. , 2002, Environmental science & technology.

[126]  D. Strik,et al.  Application of redox mediators to accelerate the transformation of reactive azo dyes in anaerobic bioreactors. , 2001, Biotechnology and bioengineering.

[127]  D. Avnir,et al.  Sol–gel entrapped TEMPO for the selective oxidation of methyl α-D-glucopyranoside , 2010 .

[128]  J. Kong,et al.  Electrocatalytic reduction of hemoglobin at a chemically modified electrode containing riboflavin , 1997 .