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Methylated and thiolated arsenic species for environmental and health research - A review on synthesis and characterization

Journal

JOURNAL OF ENVIRONMENTAL SCIENCES
Volume 49, Issue -, Pages 7-27

Publisher

SCIENCE PRESS
DOI: 10.1016/j.jes.2016.11.004

Keywords

Arsenic standards; Speciation analysis; Arsenic metabolites; Sulphur-containing arsenic species; Synthetic chemistry of arsenic; Pentavalent and trivalent methylarsenicals

Funding

  1. Alberta Health
  2. Alberta Innovates
  3. Canada Research Chairs Program
  4. Canadian Institutes of Health Research (CIHR)
  5. Natural Sciences and Engineering Research Council (NSERC) of Canada

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Hundreds of millions of people around the world are exposed to elevated concentrations of inorganic and organic arsenic compounds, increasing the risk of a wide range of health effects. Studies of the environmental fate and human health effects of arsenic require authentic arsenic compounds. We summarize here the synthesis and characterization of more than a dozen methylated and thiolated arsenic compounds that are not commercially available. We discuss the methods of synthesis for the following 14 trivalent (III) and pentavalent (V) arsenic compounds: monomethylarsonous acid (MMAIII), dicysteinylmethyldithioarsenite (MMA(III)(Cys)(2)), monomethylarsonic acid (MMA(V)), monomethylmonothioarsonic acid (MMMTA(V)) or monothio-MMA(V), monomethyldithioarsonic acid (MMDTA(V)) or dithio-MMA(V), monomethyltrithioarsonate (MMTTA(V)) or trithio-MMA(V), dimethylarsinousacid (DMA(III)), dimethylarsino-glutathione (DMA(III)(SG)), dimethylarsinic acid (DMA(V)), dimethylmonothioarsinic acid (DMMTA(V)) or monothio-DMA(V), dimethyldithioarsinic acid (DMDTA(V)) or dithio-DMA(V), trimethylarsine oxide (TMAO(V)), arsenobetaine (AsB), and an arsenicin-A model compound. We have reviewed and compared the available methods, synthesized the arsenic compounds in our laboratories, and provided characterization information. On the basis of reaction yield, ease of synthesis and purification of product, safety considerations, and our experience, we recommend a method for the synthesis of each of these arsenic compounds. C) 2016 The Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences. Published by Elsevier B.V.

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