Document Detail

Dimethylthioarsinic anhydride: a standard for arsenic speciation.
MedLine Citation:
PMID:  17386529     Owner:  NLM     Status:  MEDLINE    
Dimethylthioarsinic acid (DMTA(V)) has recently been identified in biological, dietary and environmental matrices. The relevance of this compound to the toxicity of arsenic in humans is unknown and further exposure assessment and metabolic studies are difficult to conduct because of the unavailability of a well characterized standard. The synthesis of DMTA(V) was accomplished by the reaction of dimethylarsinic acid (DMA(V)) with hydrogen sulfide. The initial reaction product produced is DMTA(V) but multiple products over the course of the reaction are also observed. Therefore, a chromatographic separation was developed to monitor the reaction progress via LC-ICP-MS. In this synthesis, conversion of DMA(V) to DMTA(V) was not taken to completion to avoid the production of side products. The product was isolated from the starting material by standard organic techniques. Single crystal diffraction demonstrated that solid DMTA(V) is present in the form of the oxygen-bridged dimethylthioarsinic anhydride. Dissolution of the anhydride in water produces the acid form of DMTA(V) and the aqueous phase DMTA(V) provided a characteristic molecular ion of m/z 155 by LC-ESI-MS. The synthesis and isolation of dimethylthioarsinic anhydride provides a stable crystalline standard suitable for identification, toxicological study and exposure assessment of dimethylthioarsinic acid.
Michael Fricke; Matthias Zeller; William Cullen; Mark Witkowski; John Creed
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.     Date:  2006-09-30
Journal Detail:
Title:  Analytica chimica acta     Volume:  583     ISSN:  1873-4324     ISO Abbreviation:  Anal. Chim. Acta     Publication Date:  2007 Jan 
Date Detail:
Created Date:  2007-03-27     Completed Date:  2007-06-08     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0370534     Medline TA:  Anal Chim Acta     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  78-83     Citation Subset:  IM    
United States Environmental Protection Agency, National Exposure Research Laboratory, Microbiological and Chemical Exposure Assessment Research Division, 26 W. Martin Luther King Drive, Cincinnati, OH 45268, USA.
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MeSH Terms
Anhydrides / analysis*
Arsenic / analysis
Arsenicals / analysis*,  chemical synthesis
Chromatography, Liquid / methods
Indicators and Reagents
Spectrometry, Mass, Electrospray Ionization
Reg. No./Substance:
0/Anhydrides; 0/Arsenicals; 0/Indicators and Reagents; 0/dimethylthioarsinic anhydride; 7440-38-2/Arsenic

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