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Arsanilic acid

Suqi Li, Jing Xu, Wei Chen, Yingtan Yu, Zizheng Liu, Jinjun Li, Feng Wu
p-Arsanilic acid (p-ASA) is widely used in China as livestock and poultry feed additive for promoting animal growth. The use of organoarsenics poses a potential threat to the environment because it is mostly excreted by animals in its original form and can be transformed by UV-Vis light excitation. This work examined the initial rate and efficiency of p-ASA phototransformation under UV-C disinfection lamp. Several factors influencing p-ASA phototransformation, namely, pH, initial concentration, temperature, as well as the presence of NaCl, NH4(+), and humic acid, were investigated...
September 2016: Journal of Environmental Sciences (China)
Jian Chen, Barry P Rosen
Microbes play a critical role in the global arsenic biogeocycle. Most studies have focused on redox cycling of inorganic arsenic in bacteria and archaea. The parallel cycles of organoarsenical biotransformations are less well characterized. Here we describe organoarsenical biotransformations in the environmental microbe Shewanella putrefaciens. Under aerobic growth conditions, S. putrefaciens reduced the herbicide MSMA (methylarsenate or MAs(V)) to methylarsenite (MAs(III)). Even though it does not contain an arsI gene, which encodes the ArsI C-As lyase, S...
August 2, 2016: Environmental Science & Technology
Graham Smith, Urs D Wermuth
In the structure of the brucinium salt of 4-amino-phenyl-arsonic acid (p-arsanilic acid), systematically 2,3-dimeth-oxy-10-oxostrychnidinium 4-amino-phenyl-ar-son-ate tetra-hydrate, (C23H27N2O4)[As(C6H7N)O2(OH)]·4H2O, the brucinium cations form the characteristic undulating and overlapping head-to-tail layered brucine substructures packed along [010]. The arsanilate anions and the water mol-ecules of solvation are accommodated between the layers and are linked to them through a primary cation N-H⋯O(anion) hydrogen bond, as well as through water O-H⋯O hydrogen bonds to brucinium and arsanilate ions as well as bridging water O-atom acceptors, giving an overall three-dimensional network structure...
May 1, 2016: Acta Crystallographica. Section E, Crystallographic Communications
Jin-Biao Lin, Shoujun Yuan, Wei Wang, Zhen-Hu Hu, Han-Qing Yu
Roxarsone (ROX) and arsanilic acid (ASA) have been extensively used as organoarsenic animal feed additives. Organic arsenic compounds and their degradation products, arsenate (As(V)) and arsenite (As(III)), exist in the effluent from anaerobic reactors treating animal manure contaminated by ROX or ASA with ammonium (NH4(+)-N) and phosphate (PO4(3-)-P) together. Therefore, arsenic species in the effluent might be involved in the struvite formation process. In this study, the involvement of organic arsenic compounds and their degradation products As(V) and As(III) in the struvite crystallization was investigated...
November 5, 2016: Journal of Hazardous Materials
Wen-ze Xu, Chun-feng Yang, Jing Li, Jian-fei Li, Hui-fang Liu, Cheng-zhi Hu
The p-arsanilic acid (ASA) is an important organoarsenical compound and its removal is more difficult compared to inorganic arsenic, however, little attention has been paid to the removal of ASA in aqueous environment. The influence of P25 on the adsorption of ASA, effect of P25 dosage, pH and illumination intensity on the photo-catalysis, the production analysis and main mechanism of photo-degradation were investigated in this study. The results showed that in the P25 catalysis process, simulated natural light could degrade ASA into As (V) by oxidation...
January 15, 2016: Huan Jing Ke Xue= Huanjing Kexue
Xiande Xie, Yuanan Hu, Hefa Cheng
Being highly water-soluble, phenylarsonic feed additives discharged in animal wastes can easily accumulate in surface water bodies. The photodegradation mechanism, kinetics, and pathways of p-arsanilic acid (p-ASA), 4-hydrophenylarsonic acid (4-HPAA), and phenylarsonic acid (PAA) in water under simulated and natural sunlight irradiation were investigated. The -AsO(OH)2 group was cleaved from the aromatic ring during photodegradation, and p-benzoquinone and p-hydroquinone were formed as the major organic degradation intermediates...
June 1, 2016: Water Research
Zonglin Yang, Hanyong Peng, Xiufen Lu, Qingqing Liu, Rongfu Huang, Bin Hu, Gary Kachanoski, Martin J Zuidhof, X Chris Le
The poultry industry has used organoarsenicals, such as 3-nitro-4-hydroxyphenylarsonic acid (Roxarsone, ROX), to prevent disease and to promote growth. Although previous studies have analyzed arsenic species in chicken litter after composting or after application to agricultural lands, it is not clear what arsenic species were excreted by chickens before biotransformation of arsenic species during composting. We describe here the identification and quantitation of arsenic species in chicken litter repeatedly collected on days 14, 24, 28, 30, and 35 of a Roxarsone-feeding study involving 1600 chickens of two strains...
July 5, 2016: Environmental Science & Technology
Xiande Xie, Yuanan Hu, Hefa Cheng
Although banned in some developed countries, p-arsanilic acid (p-ASA) is still used widely as a feed additive for swine production in many countries. With little uptake and transformation in animal bodies, nearly all the p-ASA administered to animals is excreted chemically unchanged in animal wastes, which can subsequently release the more toxic inorganic arsenic species upon degradation in the environment. For safe disposal of the animal wastes laden with p-ASA, we proposed a method of leaching the highly water-soluble p-ASA out of the manure first, followed by treatment of the leachate using the Fenton process to achieve fast oxidation of p-ASA and removal of the inorganic arsenic species released (predominantly arsenate) from solution simultaneously...
February 1, 2016: Water Research
Dapeng Peng, Liang Feng, Yuanhu Pan, Yulian Wang, Dongmei Chen, Juan Wang, Zonghui Yuan
For the first time in this study, we used molecular modelling to design a suitable hapten (arsanilic acid, ASA) and produced a broad-specificity monoclonal antibody (mAb). This mAb exhibited the IC50 for ASA was 913.7 μg L(-1) and showed the cross-reactivity to ASA (100%), carbarsone (849.2%), and nitarsone (1159.5%), respectively. Based on this mAb, an optimised indirect competitive enzyme linked immunosorbent assay (ic-ELISA) protocol was developed to monitor organoarsenic compounds (OAs) in edible chicken and pork and feed, which the detection limit for OAs in a muscle matrix ranged from 74...
April 15, 2016: Food Chemistry
Han Young Eom, Dong-Hyug Yang, Joon Hyuk Suh, Unyong Kim, Junghyun Kim, Hyun-Deok Cho, Sang Beom Han
A simple and sensitive derivatization method using toluene-3,4-dithiol as a derivatization reagent for the simultaneous analysis of seven arsenic compounds (roxarsone, nitarsone, p-arsanilic acid, o-arsanilic acid, phenylarsonic acid, phenylarsine oxide, and mono-methylarsonic acid) in chicken muscle was developed and validated by ultra-performance liquid chromatography coupled with ultraviolet detection (UPLC-UV). The structure of the derivatized arsenic compounds was confirmed by liquid chromatography-ion trap mass spectrometry or gas chromatography-mass spectrometry...
December 1, 2015: Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Marianna Czaplicka, Katarzyna Jaworek, Marta Bąk
The paper presents the kinetics and proposed pathways photodegradation and photooxidation of p-arsanilic acid, in a neutral environment by ozone and hydrogen peroxide. The results showed that in a neutral environment, photoozonation process was characterized by the highest decomposition rate constant (k) (k = 31.8 × 10(-3) min(-1)). The rate constants decreased in the order UV/O3 > O3 > UV/H2O2 > H2O2 > UV. It was also found that under pH = 7, decomposition of p-arsanilic acid leads mainly to the formation of aniline, which undergoes secondary reactions...
November 2015: Environmental Science and Pollution Research International
Wenfeng Zhang, Yuanan Hu, Hefa Cheng
Response surface methodology was applied to optimize the parameters for microwave-assisted extraction of six major inorganic and organic arsenic species (As(III), As(V), dimethyl arsenic acid, monomethyl arsenic acid, p-arsanilic acid, and roxarsone) from chicken tissues, followed by detection using a high-performance liquid chromatography with inductively coupled mass spectrometry detection method, which allows the simultaneous analysis of both inorganic and organic arsenic species in the extract in a single run...
September 2015: Journal of Separation Science
Mi-Jeong Kwon, Seok-Jin Kang, Young-Il Park, Yool-Hee Yang, Sa-Ik Bang, Yong Ho Park, ByungJae So, Myung-Haing Cho, Hwan-Goo Kang
In the present study, we differentiated hepatocyte-like cells (HLCs) from human adipose tissue-derived mesenchymal stem cells (AT-MSCs). The hepatic differentiation was confirmed by increases in hepatic proteins or genes, the cytochrome P450 (CYP) activities, albumin secretion, and glycogen storage. To determine the developmental toxic effect of arsanilic acid (Ars) and acetaminophen (AAP) on the hepatic development, the differentiating cells were treated with the test chemicals (below IC12.5) from day 4 to day 13...
June 2015: Cell Biology and Toxicology
Paul Wilson, Athina Anastasaki, Matthew R Owen, Kristian Kempe, David M Haddleton, Sarah K Mann, Angus P R Johnston, John F Quinn, Michael R Whittaker, Philip J Hogg, Thomas P Davis
The entropy-driven affinity of trivalent (in)organic arsenicals for closely spaced dithiols has been exploited to develop a novel route to peptide/protein-polymer conjugation. A trivalent arsenous acid (As(III)) derivative (1) obtained from p-arsanilic acid (As(V)) was shown to readily undergo conjugation to the therapeutic peptide salmon calcitonin (sCT) via bridging of the Cys(1)-Cys(7) disulfide, which was verified by RP-HPLC and MALDI-ToF-MS. Conjugation was shown to proceed rapidly (t < 2 min) in situ and stoichiometrically through sequential reduction-conjugation protocols, therefore exhibiting conjugation efficiencies equivalent to those reported for the current leading disulfide-bond targeting strategies...
April 1, 2015: Journal of the American Chemical Society
Haiou Qu, Thilak K Mudalige, Sean W Linder
We report an analytical methodology for the quantification of common arsenic species in rice and rice cereal using capillary electrophoresis coupled with inductively coupled plasma mass spectrometry (CE-ICPMS). An enzyme (i.e., α-amylase)-assisted water-phase microwave extraction procedure was used to extract four common arsenic species, including dimethylarsinic acid (DMA), monomethylarsonic acid (MMA), arsenite [As(III)], and arsenate [As(V)] from the rice matrices. The addition of the enzyme α-amylase during the extraction process was necessary to reduce the sample viscosity, which subsequently increased the injection volume and enhanced the signal response...
April 1, 2015: Journal of Agricultural and Food Chemistry
Marpongahtun Misni, Palanivel Sathishkumar, Rahmalan Ahamad, Abdull Rahim MohdYusoff
Para-arsanilic acid (p-ASA) has been widely used in the poultry industry to promote growth and prevent dysentery. It is excreted unchanged in the manure and released into non-target sites causing organoarsenic pollution risk to the environment and living system. Therefore, simple and effective analytical strategies are demanded for determining the samples that contain p-ASA. However, direct determination of both p-ASA and ortho-arsanilic acid (o-ASA) using differential pulse cathodic stripping voltammetry (DPCSV) gives the similar voltammograms that directly hamper the analysis used by the DPCSV technique...
2015: Environmental Technology
Lingling Wang, Hefa Cheng
p-Arsanilic acid (p-ASA), is a widely used animal feed additive in many developing countries, and is often introduced to agricultural soils with animal wastes. A common soil metal oxide, birnessite (δ-MnO2), was found to mediate its degradation with fast rates under acidic conditions. Experimental results indicate that adsorption and degradation of p-ASA on the surface of δ-MnO2 were highly pH dependent, and the overall kinetics for p-ASA degradation and formation of precursor complex could be described by a retarded first-order rate model...
March 17, 2015: Environmental Science & Technology
Kiranmayi P Mangalgiri, Asok Adak, Lee Blaney
Arsenic contamination in groundwater has endangered the health and safety of millions of people around the world. One less studied mechanism for arsenic introduction into the environment is the use of organoarsenicals in animal feed. Four organoarsenicals are commonly employed as feed additives: arsanilic acid, carbarsone, nitarsone, and roxarsone. Organoarsenicals are composed of a phenylarsonic acid molecule with substituted functional groups. This review documents the use of organoarsenicals in the poultry industry, reports analytical methods available for quantifying organic arsenic, discusses the fate and transport of organoarsenicals in environmental systems, and identifies toxicological concerns associated with these chemicals...
February 2015: Environment International
Jong Won Jun, Minman Tong, Beom K Jung, Zubair Hasan, Chongli Zhong, Sung Hwa Jhung
The adsorptive removal of organoarsenic compounds such as p-arsanilic acid (ASA) and roxarsone (ROX) from water using metal-organic frameworks (MOFs) has been investigated for the first time. A MOF, iron benzenetricarboxylate (also called MIL-100-Fe) exhibits a much higher adsorption capacity for ASA and ROX than activated carbon, zeolite (HY), goethite, and other MOFs. The adsorption of ASA and ROX over MIL-100-Fe is also much more rapid than that over activated carbon. Moreover, the used MIL-100-Fe can be recycled by simply washing with acidic ethanol...
January 2, 2015: Chemistry: a European Journal
John A Thomas, Peter Chovanec, John F Stolz, Partha Basu
Alkaliphilus oremlandii strain OhILAs, a gram-positive bacterium, has been shown to ferment lactate as well as use arsenate and roxarsone as a terminal electron acceptor. This study examines the proteome expressed under four growth conditions to further elucidate the bacterial metabolism of inorganic and organic arsenic. The four growth conditions include, sodium lactate (as fermentative control), sodium lactate with 3-nitro-4-hydroxybenzenearsonic acid (roxarsone), sodium lactate with 3-amino-4-hydroxybenzenearsonic acid (3A4HBAA), and sodium lactate with sodium arsenate...
October 2014: Metallomics: Integrated Biometal Science
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