Evaluation of a Newly Developed Enzyme-Linked Immunosorbent Assay for Determination of Linear Alkyl Benzenesulfonates in Wastewater Treatment Plants
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Abstract:
A recently developed enzyme-linked immunosorbent assay (ELISA) for the determination of linear alkyl benzenesulfonates (LAS) and long chain sulfophenyl carboxylates (SPCs) has been evaluated for its application in wastewater control analysis. This ELISA based on the use of polyclonal antibodies in an indirect format shows an IC50 of 28.1 +/- 3.2 microg L(-1) and a limit of detection (LOD) of 1.8 +/- 0.6 microg L(-1) in buffer. The assay uses antibodies raised through a pseudoheterologous immunization strategy using an equimolar mixture of two immunogens, N-(4-alkylphenyl)sulfonyl-3-aminopropanoic acid covalently coupled to keyhole limped hemocyanin (SFA-KLH) and sulfophenyl carboxylate 13C13 coupled to KLH (13C13-SPC-KLH). The immunizing haptens have been designed to address recognition versus two different epitopes of the LAS molecule. To assess the performance of this immunoassay in complex real samples, a cross reactivity study was carried out, and the possible interference of other surfactants commonly detected in wastewater, including nonylphenol ethoxylates (NPEOs), nonylphenol (NP), octylphenol (OP), and coconut fatty acid diethanol amides (CDEA), have been evaluated. Additionally, a study of the matrix effects of different types of wastewater was achieved. This ELISA has been evaluated and validated by measuring the LAS content of 22 samples collected from the influents and the effluents of six wastewater treatment plants (WWTP) located in Catalonia, Spain. A solid-phase extraction followed by liquid chromatography coupled to mass spectrometry detection (SPE-LC-MS) has been used as a validation method of the new ELISA test.Keywords:
Nonylphenol
Hapten
Polyclonal antibodies
Solid phase extraction
The effect of the bridge heterologous combination between antiserum and enzyme-labeled antigen on sensitivity in 11-deoxycortisol enzyme immunoassay has been investigated. The sensitivity of an assay system using a β-galactosidase-labeled antigen prepared from an 11-deoxycortisol derivative having a carboxymethylthio moiety as a bridge at C-4 was compared with one with an N-(carboxymethyl) carbamoylmethylthio moiety at C-4. The former assay proved to be more sensitive than the latter. This indicates that the bridge length is an important factor influencing the sensitivity of hapten enzyme immunoassay.
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Nonylphenol (NP) is known to be a byproduct of nonylphenol ethoxylates (NPnEO) which are used as detergents in industry. It is important that not only NP but also NPnEO and their related substances are analysed when behaviour of NP in the wastewater treatment process is surveyed. NPnEO are biodegraded to shorter ethoxylate (EO) chain NPnEO or nonylphenol carboxylates (NPnEC) under aerobic conditions, and then biodegraded to NP under anaerobic conditions. NP is one of the suspected endocrine disruptors (ED). Moreover, shorter EO chain NPnEO has greater toxicity than longer EO chain NPnEO. We conducted a field survey of NP and its related substances in 20 wastewater treatment plants (WWTP). The concentrations (median) of NP and its related substances in the WWTPs' influent ranged from 0.1 to 8.3 microg/L, showing NP concentration as the same level as those previously reported. The reduction of the long EO chain NPnEO in the WWTPs was almost complete, while the removal efficiency for the short EO chain NPnEO was less significant than the long EO chain NPnEO, suggesting that the degradation rate of the short EO chain NPnEO was lower than that of the long EO chain NPnEO in the wastewater treatment
Nonylphenol
Alkylphenol
Long chain
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Hapten
Polyclonal antibodies
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Nonylphenol (NP) is known to be a byproduct of nonylphenol ethoxylates (NPnEO) which are used as detergents in industry. It is important that not only NP but also NPnEO and their related substances are analysed when behaviour of NP in the wastewater treatment process is surveyed. NPnEO are biodegraded to shorter ethoxylate (EO) chain NPnEO or nonylphenol carboxylates (NPnEC) under aerobic conditions, and then biodegraded to NP under anaerobic conditions. NP is one of the suspected endocrine disruptors (ED). Moreover, shorter EO chain NPnEO has greater toxicity than longer EO chain NPnEO. We conducted a field survey of NP and its related substances in 20 wastewater treatment plants (WWTP). The concentrations (median) of NP and its related substances in the WWTPs' influent ranged from 0.1 to 8.3 microg/L, showing NP concentration as the same level as those previously reported. The reduction of the long EO chain NPnEO in the WWTPs was almost complete, while the removal efficiency for the short EO chain NPnEO was less significant than the long EO chain NPnEO, suggesting that the degradation rate of the short EO chain NPnEO was lower than that of the long EO chain NPnEO in the wastewater treatment
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국내 주요 하수 슬러지(Z-1, Z-2시)에서 내분비계 장애물질로 의심 받는 여러 가지 물질 중 octylphenol(OP), nonylphenol(NP), di-octylphthalate(DOP)를 이 염화메탄을 이용하여 Soxhlet 장치로 추출한 후 GC/MS-SIM 방법으로 그들의 함량을 결정하였다. Z-1시 하수 슬러지의 경우 octylphenol, nonylphenol, di-octylphthalate의 함량이 각각 3.25±0.07㎍/g, 1168±36㎍/g, 1172±57㎍/g 이었고, Z-2 하수 슬러지는 octylphenol, nonylphenol, di-octylphthalate가 각각 0㎍/g, 10.8±0.1㎍/g, 80±62㎍/g이 검출되었다. 특히 Z-1하수 슬러지에서 검출된 nonylphenol과 di-octylphthalate의 양은 매우 높은 값으로 생태계로 순환될 경우 매우 위험한 수준으로 평가되었으며, 또한 인간의 건강과 생식능력에 영향을 미칠 것으로 사료된다.
Nonylphenol
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The development of an enzyme-linked immunosorbent assay (ELISA) for the detection of technical nonylphenol (NP) is reported. The preparation of specific antibodies has been addressed using an immunizing hapten with a four-carbon atom spacer arm placed at the ortho position that preserves both the hydroxyl group and the complexity of the branched nonyl chain mixture of the technical NP. The synthesis of the immunizing hapten 5-(2-hydroxy-5-nonylphenyl)-pentanoic acid has been accomplished through a four-step synthetic pathway using the NP commercial technical mixture as the starting material. Three types of competitor haptens have also been prepared depending on the location of the spacer arm: in ortho position to the phenol group (type A), attached to the oxygen atom (type B), and in para position, substituting the nonyl chain (type C). Drawbacks produced by the hydrophobicity of the NP or of the hapten derivatives have been circumvented by using a highly hydrophilic carrier molecule such as a high-molecular-weight aminodextran as a coating support for antigen in an indirect ELISA format. A reproducible and sensitive indirect competitive ELISA has been finally obtained, reaching a limit of detection of 2.3 ± 0.9 μg L-1 and an IC50 value of 29 ± 5 μg L-1 (both N = 16). A coefficient of variation of 11% for assays performed on different days (N = 5; IC50 = 30 ± 3 μg L-1) demonstrates the assay reproducibility. The assay also recognizes the nonylphenol polyethoxylates to a different degree depending on the length of the ethoxylate chain. Recovery values in the range between 96 and 100% have been obtained using spiked blind aqueous samples although the sample preparation procedure used has been shown to have a great influence on the method accuracy. A preliminary evaluation of the analytical protocol established has been performed using real water samples.
Nonylphenol
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Nonylphenol
Degradation
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Hapten
Linker
Polyclonal antibodies
Phosphonate
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Polyclonal antibodies
Hapten
Specific antibody
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