Azo dyes are one of the oldest industrially synthesized organic compounds characterized by presence of Azo bond (-N=N-) and are widely utilized as coloring agents in textile, leather, cosmetic, paint, plastic, paper, and food industries During textile processing, inefficiencies in dyeing result in large amounts of the dyestuff (varying from 2% loss when using basic dyes to a 50% loss when certain reactive dyes used) is being directly lost to the wastewater, which ultimately finds its way into the environment. The physico-chemical method of industrial effluent treatment does not remove the dyes effectively. Microbial degradation and decolorization of azo dyes has gained more attention recently because of eco-friendly and inexpensive nature. Microbes and there enzymes could decolorize the dyes by both aerobic and anaerobic metabolis. This review provides a general idea of decolorization and biodegradation of azo dyes with various microbes and highlights the application of for the treatment of azo dye-containing wastewaters.
2. Biodegradation of Azo Dye compounds
Shah K 005
al., 2004). Dyes may also significantly affect photosynthetic activity in aquatic life by reducing light penetration intensity and may also be toxic to some aquatic fauna and flora due to the presence of aromatics, metals, chlorides, etc. (Dhaneshvar et al., 2007). Colour in the effluent is one of the most obvious indicators of water pollution and the discharge of highly colored synthetic dye effluents is aesthetically displeasing and can damage the receiving water body by impeding penetration of light. Moreover, azo dyes as well as their breakdown products are cytotoxic or carcinogenic (Khehra et al., 2006). Dyes are synthetic aromatic organic compounds, which are normally used for coloration of various substances. During textile processing, inefficiencies in dyeing result in large amounts of the dyestuff (varying from 2% loss when using basic dyes to a 50% loss when certain reactive dyes used) is being directly lost to the wastewater, which ultimately finds its way into the environment. Among all the chemical classes of dyes, azo dyes are considered to be recalcitrant, non-biodegradable and persistent (Saratale et al., 2010). Dye containing wastewater treatment is considered to be one of the challenging areas in the environmental fraternity. A number of physico-chemical methods, such as adsorption, coagulation, precipitation, filtration and oxidation, have been used to treat dyestuff effluents, but these methods have many disadvantages and limitations. It is, therefore, important to develop efficient and cost- effective methods for the decolorization and degradation of dyes in industrial effluents and contaminated soil (Bhatt et al., 2000). Biological methods of removal involve use of microorganisms such as bacteria and fungi to convert the pollutants into nontoxic harmless substances. Biological processes convert organic compounds to water and carbon dioxide, have low cost sustainable and are easy to use. DYES Dye classification
The compounds which absorb electromagnetic energy in the visible range (~350-700 nm) are colored. These colored compounds are known as dyes. Dyes contain chromophores (delocalised electron systems with conjugated double bonds), and auxochromes (electron- withdrawing or electron donating substituents). The chromophore imparts the color to the dye molecule and auxochrome intensifies the color of the chromophore by altering the overall energy of the electron system. Usual chromophores are C=C, C=N, C=O, N=N, -NO2 and quinoid rings. The auxochromes are -NH3, -COOH, - SO3H and -OH (Zollinger, 1987). The dyes are classified on the basis of chemical structure or chromophore viz. azo (monoazo, disazo, triazo, polyazo), anthraquinone, phthalocyanine, triarylmethane, diarylmethane, indigoid, azine, oxazine, thiazine, xanthene, nitro, nitroso, methine, thiazole, indamine, indophenol, lactone, aminoketone, hydroxyketone stilbene and sulphur dyes. Azo Dyes Azo dyes are commonly used in several industries including textile, dyeing, printing and cosmetic industries (Table 1). Azo dyes have diversity in structure but their most important structural feature is presence of azo linkage i-e -N=N- . This linkage may be present more than one time and thus mono azo dyes have one azo linkage while two in diazo and three in triazo respectively. These azo groups are connected on both sides with aromatics like benzene and naphthalene moiety. Sometimes aromatic heterocyclic units are also present being connected with azo groups. (Zollinger, 1991).Different shades of the same dye having various intensities of color are due to these aromatic side groups. Azo dyes containing sulfonate groups as substituent are called as sulphonated azo dyes. Azo groups in conjugation with aromatic substituents or enolizable groups make a complex strcture which lead to huge expression of variation of colors in dyes (O’Neil et al., 2000). Toxicity of dyestuffs Many dyes are visible in water at very low (1 mg l-1) concentrations. The dye concentrations in the textile processing wastewaters are in the range of 10-200 mg l-1. Therefore, usually the discharge of highly colored wastewater in open waters presents aesthetic problem. As dyes are designed to be chemically and photolytically stable, they are highly persistent in natural environments. The release of the dyes in a natural environment may cause the ecotoxic hazard.
The azo group of dyes binds to an aromatic ring. Through mineralization, this dye can be broken down into an aromatic amine, an arylamine that is suspected to be carcinogenic. Most of the azo dyes are water soluble and readily to absorb through skin contact and inhalation leading to the risk of cancer and allergic reactions, an irritant for the eyes and highly toxic, if inhaled or consumed For example, Para-phenylene diamine (PPD) also called 1,4-diamino benezene or 1,4-phenylene diamine, is an aromatic amine, which is a major component of azo dyes. PPD-containing azo dyes are toxic and causes skin irritation, contact dermatitis, chemosis, lacrimation, exopthamlmose, and permanent blindness. Ingestion of PPD products leads to the rapid development of oedema on face, neck, pharynx, tongue and larynx along with respiratory distress. (Sudha, M.et al 2014) Some azo dyes are linked to human cancer, splenic sarcomas, hepatocarcinomas, and nuclear anomalies in experimental animals and chromosomal
3. Biodegradation of Azo Dye compounds
Int. Res. J. Biochem. Biotechnol. 006 Table 1. Azo dye structure and characteristics. Characteristics of methyl red and congo red
Name
Methyl Red
Name
Congo Red
Other Name
Acid red-2
Other Name
Direct red 28
Color
Red
Color
Red
Structure
Structure
Moleculer Formula
C15H15N3O2
Moleculer Formula
C32H22N6Na2O6S2
Moleculer Weight
269.29
Moleculer Weight
696.66
Melting Point
179 to 182°C
Melting Point
>3600C
PH
4.4 to 6.2
PH
3.0 to 5.2
IUPAC Name
2-(N,N-Dimethyl-4-aminophenyl) azobenzenecarboxylic acid
IUPAC Name
Disodium 4-amino-3-[4-[4-(1-amino-4-sulfonato- naphthalen-2-yl)diazenylphenyl]phenyl]diazenyl- naphthalene-1-sulfonate
Use
Use for dyeing of nylon & silk, cloth, paper, leather etc.
Use
Use for dyeing of nylon & silk, cloth, paper, leather etc.
Types of Dye
Azo dye (N=N)
Types of Dye
Azo dye (N=N)
aberrations in mammalian cells (Puvaneswari et al., 2006). Dye removal techniques Textile dyestuff and wastewater is recalcitrant to the degradation. Several physicochemical and biological techniques can be employed to remove color from the dye containing wastewaters. Several factors, including dye type, wastewater composition, dose or costs of required chemicals, operation costs, environmental fate and handling costs of generated waste products determine the technical and economic feasibility of each single technique. In general, each technique has its own limitations. The use of one individual process may often not sufficient to achieve complete decolorization. Importance of biological treatment relative to physicochemical methods
Together with industrialization, awareness towards the environmental problems arising due to effluent discharge is of a critical importance. A dye house effluent typically contains 0.6–0.8 g l-1 dye (Gahr et al., 1994). Pollution caused by dye effluent is mainly due to durability of the dyes in the wastewater.Therefore both color creating and the color using industries are compelled to search for novel physicochemical treatments and technologies which are directed particularly towards the decolorization of the dyes from the effluents. There are many reports on the use of physicochemical methods for color removal from dyes containing effluents (Vandevivere et al., 1998). The various physical/chemical methods such as adsorption, chemical precipitation, photolysis, chemical oxidation and reduction, electrochemical treatment were used for the removal of dyes from wastewater effluent. Physical and chemical methods: In advanced countries, the coagulation–flocculation is most widely used method in textile wastewater treatment plants. It can be used either as a pre-treatment, post- treatment, or even as a main treatment system (Gähr et al., 1994). This method can efficiently remove mainly sulphur and disperse dyes, whereas acid, direct, reactive and vat dyes presented very low coagulation–flocculation capacity (Vandevivere et al., 1998). Filtration methods such as ultrafiltration, nanofiltration and reverse osmosis have been used for water reuse and chemical recovery. In the textile industry, these filtration methods can be used for both filtering and recycling. It is not only pigment-rich streams but also mercerizing and bleaching wastewaters.
The main drawbacks of membrane technology are the high investment costs, the potential membrane fouling, produces secondary waste streams which need further treatment (Robinson et al., 2001). A very good option would be to consider an anaerobic pre-treatment followed by aerobic and membrane post-treatments in order to recycle the water.
4. Biodegradation of Azo Dye compounds
Shah K 007
Biological methods Bioremediation is the microbial clean up approach is on the front line and priority research area in the environmental sciences. This field has recent origin and grown exponentially over the last two decades. In this system microbes can acclimatize themselves to toxic wastes and new resistant strains develop naturally, which can transform various toxic chemicals to less harmful forms. The mechanism behind the biodegradation of recalcitrant compounds in the microbial system is because of the biotransformation enzymes (Saratale et al., 2009). Several reports suggest the degradation of complex organic substances, which can be brought about by an enzymatic mechanism like; laccase, tyrosinase (Zhang and Flurkey, 1997), hexane oxidase (Saratale et al., 2009) and aminopyrine N-demethylase etc. A number of biotechnological approaches have been suggested by recent research as of potential interest towards combating this pollution source in an ecoefficient manner; mainly the use of bacteria and often in combination with physicochemical processes. Azo dyes constitute the largest class of dyes used in industries, which are xenobiotic in nature and found to be recalcitrant to biodegradation. The isolation of new strains or the adaptation of existing ones to the decomposition of dyes will probably increase the efficacy of bioremediation of dyes in the near future. The use of microbial or enzymatic treatment method for the complete decolorization and degradation of an industrial dyes from textile effluent possess has considerable advantages; 1) eco-friendly nature, 2) cost- competitive, 3) less sludge producing properties, 4) the end products with complete mineralization or non toxic products and 5) could help to reduce the enormous water consumption compared to physicochemical methods (Saratale et al., 2009). Moreover the effectiveness of the microbial decolorization depends upon the adaptability and the activity of selected microorganisms. Large number of species has been tested for the decolorization and mineralization of various dyes and steadily increasing in recent years (Pandey et al., 2007). The isolation of potent species and there by degradation is one of the interest in biological aspect of effluents treatment (Mohan et al., 2002). A wide variety of microorganisms are capable of decolorization of a wide range of dyes using wide range of microorganisms including bacteria (Parshetti et al., 2006; Kalyani et al., 2008; Saratale et al., 2009), fungi, yeasts (Saratale et al., 2009), actinomycetes (Parshetti et al., 2006), algae (Daneshvar et al., 2007) and plants (Phytoremediation) capable of decolorize and even completely mineralize many azo dyes under certain environmental conditions. Mechanism of color removal Azo compounds are susceptible to biological degradation under both aerobic and anaerobic conditions (Field et al., 1993). Decolorization of azo dyes under anaerobic conditions is thought to be a relatively simple and non- specific process, involving fission of the azo bond to yield degradation products such as aromatic amines. The efficacy of various anaerobic treatment applications for the degradation of a wide variety of synthetic dyes has been many times demonstrated. Under anaerobic conditions a low redox potential (<50 mV) can be achieved, which is necessary for the effective decolorization of the dyes. Color removal under anaerobic conditions is also referred as dye reduction in which literature mostly covers the biochemistry of azo dye reduction. The mechanism of microbial degradation of azo dyes involves the reductive cleavage of azo bonds (–N=N–) with the help of azo-reductase under anaerobic conditions involves a transfer of four-electrons (reducing equivalents), which proceeds through two stages at the azo linkage and in each stage two electrons are transferred to the azo dye, which acts as a final electron acceptor, resulted into dye decolorization and the formation of colorless solutions. The resulting intermediate metabolites (e.g., aromatic amines) are further degraded aerobically or anaerobically (Chang et al., 2000). Thus in the presence of oxygen usually inhibits the azo bond reduction activity since aerobic respiration may dominate utilization of NADH; thus impeding the electron transfer from NADH to azo bonds (Chang et al., 2001). The potential toxicity, mutagenicity, and carcinogenicity of such compounds are well documented and have been reviewed elsewhere (Chung et al., 1992). Biodegradation of textile dyes
Filamentous fungi are found ubiquitous in the environment, inhabiting ecological niches such as soil, living plants and organic waste material. The ability of fungi to rapidly adapt their metabolism to varying carbon and nitrogen sources is an integrated aspect for their survival. This metabolic activity achieved through the production of a large set of intra and extracellular enzymes able to degrade complex various kinds of organic pollutants. In addition to the production and secretion of number of enzymes, filamentous fungi can secrete a great diversity of primary and secondary metabolites (e.g. antibiotics) and perform many different complex conversions such as hydroxylation of complex polyaromatic hydrocarbons, organic waste, dye effluents and steroid compounds (McMullan et al., 2001). Fungal systems appear to be the most appropriate in the treatment of colored and metallic effluents (Ezeronye and Okerentugba, 1999). The ability of these fungi to degrade such a range of organic compounds results from the relatively non-specific nature of their ligninolytic enzymes, such as lignin peroxidase (LiP), manganese peroxidase (MnP) and laccase. Fungal degradation of aromatic
5. Biodegradation of Azo Dye compounds
Int. Res. J. Biochem. Biotechnol. 008 Table 1.1. Characteristics of acid black 210
Name
Acid black 210
Other Name
Acid black BRL. Seteanderm black NT.
Color
Black
Structure
Moleculer Formula
C34H25K2N11O11S3
Moleculer Weight
938.02
Melting Point
3000 C
PH
8.5 to 9.5
IUPAC Name
Disodium6-hyroxy-5[(4-sulfophenyl)azo]-2- naphthalenesulfonate
Use
Use for dyeing of nylon & silk, cloth, paper, leather etc.
Types of Dye
Azo dye (N=N)
structures is a secondary metabolic event that starts when nutrients (C, N and S) become limiting. Therefore, while the enzymes are optimally expressed under starving conditions, supplementation of energy substrates and nutrients are necessary for the propagation of the cultures (Christian et al., 2005). Most studies on an azo dye biodegradation have focused on the fungal cultures mainly belonging to white rot fungi and used to develop bioprocesses for mineralization of azo dyes (Parshetti et al., 2006). The Phanerochaete chrysosporium is the most widely studied of white-rot fungi, as well as Trametes (Coriolus) versicolor, Bjerkandera adusta, Pleurotus, Aspergillus and Phlebia species, and variety of other isolates also studied for the degradation of various textile dyes ( Swamy and Ramsay 1999; Pointing et al., 2000). A detailed investigation was also carried out on isolated Geotrichum candidum Dec1 capable of decolorization a number of anthraquinone dyes. The broad substrate specificity exhibited by this isolate is due to production of extracellular peroxidase- type enzymes and glycosylated haem-based peroxidase (DyP) (Kim and Shoda 1999a).
However, application of white-rot fungi for the removal of dyes from textile wastewater have inherent drawbacks; long growth cycle, requiring nitrogen limiting conditions, naturally white rot fungi not found in wastewater, hence the enzyme production may be unreliable (Robinson et al., 2001), long hydraulic retention time for complete decolorization still limit the performance of the fungal decolorization system (Saratale et al., 2009) as well as preservation in bioreactors will be a matter of concern (Stolz, 2001). Much of the experimental work involving the anaerobic decolorization of dyes (predominantly azo dyes) was conducted using mono cultures. Species of Bacillus, Pseudomonas, Aeromonas, Proteus, Micrococcus and purple non-sulphur photosynthetic bacteria were found to be effective in the anaerobic degradation of a number of dyes (Chang et al., 2001; Saratale et al., 2009). The anaerobic reduction of azo dyes utilized in the textile industry by a strain of Bacillus cereus isolated from soil. However, the permeation of the dyes through biological membrane into the microbial cells was cited as the principal rate-limiting factor for decolorization.
In contrast, under aerobic conditions, the enzymes mono- and di-oxygenase catalyze the incorporation of oxygen from O2 into the aromatic ring of organic compounds prior to ring fission. However, in the presence of specific oxygen-catalysed enzymes called azo reductases, some aerobic bacteria are able to reduce azo compounds and
6. Biodegradation of Azo Dye compounds
Shah K 009 Table 2. Microbes Use in Azo Dye Degradation
Strain
Organisms
Dye
Reference
Bacteria
Galactomyces geotrichum
Yellow 84A
Sanjay et al 2014
Enterobacter agglomerans
Methyl Red
Keharia et.al., 2003
Enterobacter sp
CI Reactive Red195
Kalyani et.al, 2007
Bacillus subtilis
Acid blue 113
Gurulakshmi et.al, 2008
Brevibacillus laterosporus MTCC2298
Navy blue 3G
Jirasripongpun et.al, 2007
Bacillus Fusiformis kmk 5
Acid Orange 10 & Disperse Blue 79
Kolekar et.al, 2008
Fungi
Geotrichum sp
Reactive black 5,Reactive red 158 & Reactive yellow 27
Kuhad et.al, 2004
Shewanella sp.NTOVI
Crystal violet
Chen et.al, 2008
Phanaerochaete chrysosporium
Orange II
Sharma et.al, 2009
Aspergillus ochraceus NCIM-1146
Reactive blue 25
Parshetti et.al, 2007
Yeast
Kluyveromyces marxianus IMB3
Ramazol black B
Meehan et.al, 2000
Saccharomyces cerevisiae MTCC46
Methyl red
Jadhav et.al, 2007
Actinomycetes
Streptomyces ipomoea
Orange II
Molina-Guijarro et.al, 2009
Algae
Spirogyra rhizopus
Acid red 247
Ozer et.al, 2006
Cosmarium sp
Triphenylmethane dye & Malachite green
Daneshvar et.al, 2007
produce aromatic amines (Stolz, 2001). Table 3 shows some common enzymes used in Biodegradation of Dye. These enzymes, after purification, characterization and comparison were shown to be flavin-free. The aerobic azo reductases were able to use both NAD(P)H and NADH as cofactors and reductively cleaved not only the carboxylated growth substrates of bacteriabut also the sulfonated structural analogues. Recently, cloned and characterized the genetic code of the aerobic azo reductase from Pagmentiphaga kullae K24. Only few bacteria with specialized azo dye reducing enzymes were found to degrade azo dyes under fully aerobic conditions (Nachiyar et al., 2005). Table II and III Shows Some Microbe and Enzyme used in Decolorization and Degradation of Dye.
Cladosporium sp. comprise fungi which are not characterized by sexual phase of multiplication, and, therefore, belong to the group Fungi imperfecti,. This genus comprises more than 30 species. The most isolated species are Cladosporium elatum, Cladosporium harbarum, Cladosporium spherospermum and Cladosporium cladosporioides. It is interesting that Cladosporium sp. can be isolated from the indoor air environment of asthmatics and non-asthmatics, which was confirmed in 26.3% of the cases investigated (Unlu et al., 2003). There is little data on the available literature on the association between the infection caused by Cladosporium sp. and findings of specific antibodies to antigens of these fungi. One of the studies done in the recent years has determined that sinusitis caused by moulds are followed by an increase in specific antibodies of IgG class, while bronchitis as a complication is followed by decrease of specific, most probably protective antibodies (Patovirta et al., 2003). Patients on peritoneal dialysis stand for a high-risk group to develop fungal peritonitis caused by filamentous fungi, moulds. This is confirmed by the case of a patient on peritoneal dialysis, hospitalized at the Clinic of Nephrology in Nis,
7. Biodegradation of Azo Dye compounds
Int. Res. J. Biochem. Biotechnol. 010 Table 3. Enzymes mediated Decolorization of some dyes
Substrates
Enzyme
Source of Enzyme
Reference
3-(4dimethyl amino-1 phenylazo) Benzene sulfonic acid
laccase
Trametes villosa
Zille et.al, 2004
Acid Orange 6, Acid Orange 7, Methyl Orange and Methyl Red
Mixture of Bacterial Oxidoreductases
Sludge Methonogens
Kalyuzhnyi et.al, 2006
Direct Yellow
Horse radish peroxidases
Armoracia rusticana
Maddhinni et.al, 2006
Acid Blue
Laccase
Cladosporioum cladosporioides
Vijaykumar et.al, 2006
Tartrazine and Ponceau
Azoreductase
Green algae
Omar, 2008
Reactive Yellow, Reactive Black, Reactive Red and Direct Blue
Azoreductase
Staphylococcus arlettae
Franciscon et.al, 2009
who got peritonitis caused by Cladosporium sp. (Tasic et al., 2006). Uses Dye are used in the textile, paper, cosmetics, food and pharmaceutical industries due to their ease of production, fastness and variety in color compared to natural dyes. Dye injected into the blood allows the flow through coronary arteries to be viewed by x-ray. Research has involved optimization of conditions for degradation and studies of the biochemical mechanisms by which complex azo dyes are degraded. Dye sublimation printers, which are the best type for producing crystal clear results for your ID cards. By using fluorescent dyes, slices no longer have to be collected using a sharpened blade. Dyed wool, not yet spun, was found. Intravascular injection (should be prevented by checking the needle position with radio-opaque dye ). Dyers bring color into their work using natural or synthetic dyers bring color into their work using natural or synthetic dyes. Hydrocarbons in the environment are biodegraded primarily by bacteria, yeast, and fungi. The reported efficiency of biodegradation ranged from 6% to 82% for soil fungi, 0.13% to 50% for soil bacteria, and 0.003%to 100% for marine bacteria. Many scientists reported that mixed populations with overall broad enzymatic capacities are required to degrade complex mixtures of hydrocarbons ( Shah et al 2013) CONCLUSION As an emerging technique, microbial degradation is one of the best techniques to detoxify the azo dyes. To understand the decolourization and degradation mechanism of azo compounds under aerobic conditions, detailed information is needed about the initial enzymatic transformation of azo linkages. The authors in our laboratory are involved in the isolation of potent fungi and consortium for efficient decolourization of azo dyes from textile effluents. ACKNOWLEDGEMENT I wish to thank our department of biotechnology & chemistry for providing the necessary facilities for this study and Binal Patel M.Sc. biotechnology students, H.V H.P. Institute of post graduates studies and Research, Kadi REFERENCES Adedayo O, Javadpour S, Taylor C, Anderson WA, Moo- Young M (2004). Decolourization and detoxification of methyl red by aerobic bacteria from a wastewater treatment plant. World Journal of Microbiology and Biotechnology. 20: 545–550. Alhassani HA, Rauf MA, Ashraf SS (2007). Efficient microbial degradation of Toluidine Blue dye by Brevibacillus sp. Dyes Pigments. 75: 395–400.
Bhatt M, Patel M, Rawal B, Novotny C, Molitoris HP, Sasek V (2000). Biological decolorization of the synthetic dye RBBR in contaminated soil. World Journal of Microbiology and Biotechnology.16: 195- 198.
8. Biodegradation of Azo Dye compounds
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Chang JS, Chou C, Chen SY (2001) Decolorization of azo dyes with immobilized Pseudomonas luteola. Process Biochemistry. 36: 757–763. Chang JS, Kuo TS, (2000). Kinetics of bacterial decolorization of azo dye with Escherichia coli NO3.Bioresource Technology. 75: 107–111. Chen CH, Chang CF, Ho CH, Tsai TL, Liu SM (2008). Biodegradation of crystal violet by a Shewanella sp. NTOU1. Chemosphere, 72: 1712-20. Christian, V., Shrivastava, R., Shukla, D., Modi, H., Vyas, R B M. (2005). Mediator role of veratryl alcohol in the lignin peroxidase-catalyzed oxidative decolorization of Remazol brilliant blue R. Enz. Microbiol. Technol. 36: 426-431 Chung KT, Cerniglia CE (1992). Mutagenicity of azo dyes: structure- activity relationships. Mutation Res. 277: 201-220. Corso CR, Almeida AC (2009). Bioremediation of dyes in textile effluents by Aspergillus oryzae. Microb. Ecol. 57: 384–390. Dhaneshvar N, Ayazloo M, Khatae AR, Pourhassan M (2007). Biological decolourization of dye solution containing malachite green by microalgae Cosmarium sp. Bioresource Technology. 29: 1-7. Ezeronye OU, Okerentugba PO (1999). Performance and efficiency of a yeast biofilter for the treatment of a Nigerian fertilizer plant effluent, World.Journal of Microbiology and Biotechnology. 15: 515-516. Field JA, DeJong E, Feijoo CG, DeBont JAM (1993). Screening for ligninolytic fungi application to the biodegradation of xenobiotics, TIBTECH.11: 44- 49. Gahr F, Hermanutz F, Oppermann W (1994). Ozonation an important technique to comply with new German laws for textile wastewater treatment. Water Sci. Technol. 30: 255–263. Gurulakshmi M, Sudarmani DNP, Venba R, (2008). Biodegradation of Leather Acid dye by Bacillus subtilis, Advanced biotech. pp 12-18. Jadhav JP, Govindwar SP (2007). Biotransformation of malachite green by S.cerevisiae. Yeast. 23: 316-323. Jirasripongpun K, Nasanit R, Niruntasook J, Chotikasatian B (2007) Thinnest. Int. J. Sc. Tech. 12: 6- 11. Kalyani DC, Patil PS, Jadhav JP, Govindwar SP (2007). Suki. Biores. Technol. 99:4635-4641. Kalyani DC, Patil PS, Jadhav JP, Govindwar SP (2008). Biodegradation of reactive textile dye Red BLI by an isolated bacterium Pseudomonas sp. SUK1. Bioresource Technology. 99: 4635– 4841. Kalyuzhnyi S, Yemashova N, Federovich V (2006). Kinetics of Anaerobic Biodecolorization of Azo Dyes. Water Sci.Technol. 542:73-79. Karcher S, Kornmuller A, Jekel M (2001). Screening of commercial sorbents for the removal of reactive dyes. Dye Pigment. 51(2-3):111-125.
Khehra MS, Saini HS, Sharma DK, Chadha BS, Chimni SS (2006). Biodegradation of azo dye C.I. Acid Red 88 by an anoxic-aerobic sequential bioreactor. Dyes and Pigments. 70: 1-7. Keharia H, Madamwar D (2003). Bioremediation concepts for treatment of by containing water: A review. Indian Journal of Experimental Biology. 41: 1068. Kim SJ, Shoda M (1999). Purification and Characterization of Novel peroxidase from Geotrichum candidum Dec/ involved in decolorization of dyes. Applied and Environmental Microbiology. 65: 1029- 1035. Kolekar YM, Powar SP, Gawai KR, Lokhande PD, Shouche YS, Kodam KM, (2008). Decolorization and degradation of Disperse Blue 79 and Acid Orange 10, by Bacillus fusiformis KMK5 isolated from the textile dye contaminated soil. Bioresource Technol. 99: 8899- 9003. Kuhad RC, Sood N, Tripathi KK, Singh A, Ward OP, (2004). Developments in microbial methods for the treatment of dye effluents. Adv. Appl. Microbiol. 56: 185-213. Kurade MB, Waghmode TR, Kagalkar AN, Govindwar SP (2012). Decolorization of textile industry effluent containing disperse dye Scarlet RR by a newly developed bacterial-yeast consortium BL-GG. Chem. Eng. J. 184: 33–41. Kurade MB, Waghmode TR, Govindwar SP (2011) Preferential biodegradation of structurally dissimilar dyes from a mixture by Brevibacillus laterosporus. J.Hazard. Mater. 192: 1746–1755. Maddhinni VL, Vurimindi HB, Yerramilli A (,2006). Degradation of azo dye with Horseradish Peroxidase HRP,J.Indian Inst.Sci.86: 507-514. McMullan G, Meehan C, Conneely A, Kirby N, Robinson T, Nigam P (2001). Mini-review: microbial decolourisation and degradation of textile dyes. Applied Microbiology and Biotechnology. 56: 81-87. Mohan SV, Rao CN, Prasad KK, Karthikeyan J (2002). Treatment of simulated reactive yellow 22 (azo) dye effluents using Spirogyra species. Waste Management. 22: 575–582. Meehan G, Banat IM, Mcmullan G, Nigum P, Smyth F, Marchant R (2000). Decolorization of Remazol Black-B using a thermotolerant yeast, Kluyveromyces marxianus IMB3. Environ Int, 26:75-79. Molina-Guijarro JM, Perez J, Manoz-Dorado J, Guillen F, Moya R, Hernandez M, Arias ME (2009). Detoxification of azo dyes by a novel pH-versatile, salt-resistant laccase from Streptomyces ipomoea. Int. Microbiol. 12: 13-21 Molinari R, Pirillo F, Falco M, Loddo V, Palmisano L (2004). Photocatalytic degradation of dyes by using a membrane reactor. Chemical Engineering Process, 43: 1103-1114. Nachiyar CV, Rajkumar GS (2005). Purification and characterization of an oxygen insensitive Azoreductase from Pseudomonas aeruginosa. Enzyme
9. Biodegradation of Azo Dye compounds
Int. Res. J. Biochem. Biotechnol. 012
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