Evidence of VX nerve agent use from contaminated white mustard plants

Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences

Volumn 470, Issue 2168, 2014, Pages

  Gravett, Matthew R ^a   Hopkins, Farrha B ^a   Self, Adam J ^a   Webb, Andrew J ^a   Timperley, Christopher M ^a   Baker, Matthew J ^b  

^a DEFENCE SCIENCE AND TECHNOLOGY LABORATORY   (United Kingdom)

^b UNIVERSITY OF CENTRAL LANCASHIRE   (United Kingdom)

Author keywords

Chemical weapons; Gas chromatography; Liquid chromatography; Mass spectrometry; Sinapis alba; VX

Indexed keywords

CHEMICAL WARFARE; COMPLIANCE CONTROL; DEGRADATION; GAS CHROMATOGRAPHY; HYDROLYSIS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

CHEMICAL WEAPONS; CHEMICAL WEAPONS CONVENTION; DEGRADATION PRODUCTS; DETECTION OF CHEMICALS; LIQUID CHROMATOGRAPHY - MASS SPECTROMETRIES; METHYLPHOSPHONIC ACID; SINAPIS ALBA; VX;

DETECTORS;

EID: 84903974153     PISSN: 13645021     EISSN: 14712946     Source Type: Journal    
DOI: 10.1098/rspa.2014.0076     Document Type: Article

References (50)

1. Carmichael H. 2013 Evidence of sarin use in Syria mounts, p. 8. Chemistry World, July 2013.
2. Sellstrom A et al. 13 September 2013 UN Mission to Investigate Allegations of Chemical Weapons in the Syrian Arab Republic: Report on Allegations of the Use of ChemicalWeapons in the Ghouta Area of Damascus on 21 August 2013.
3. Carmichael H. 2013 Dismantling Syria's chemical arsenal, p. 8. Chemistry World, December 2013.
4. Sellstrom A et al. 2013 United Nations Mission to Investigate Allegations of the Use of Chemical Weapons in the Syrian Arab Republic. Final Report, 12 December 2013.
5. Convention on the Prohibition of the Development, Production, Stockpiling and Use of Chemical Weapons and on their Destruction (Chemical Weapons Convention), Organisation for the Prohibition of Chemical Weapons (OPCW), The Hague (www. opcw. org/).
6. UzumcuA. 2013Working Together for aWorld Free of ChemicalWeapons, and Beyond. Nobel Peace Prize Lecture OPCW (www. nobelprize. org).
7. A Strong Britain in an Age of Uncertainty: The National Security Strategy, presented to Parliament by the British Prime Minister by command of Her Majesty, UK Stationery Office, 18 October 2010.
8. Black RM, Read RW. 2007 Environmental and biomedical sample analysis in support of allegations of use of chemical warfare agents. Toxin Rev. 26, 275-298. (doi:10. 1080/ 15569540701474328)
9. Timperley CM. 2000 Highly-toxic fluorine compounds. In Fluorine chemistry at the millennium: fascinated by fluorine (ed. RE Banks), pp. 499-537, ch. 29. Oxford, UK: Elsevier.
10. Bell AJ, Murrell J, Timperley CM, Watts P. 2001 Fragmentations and reactions of two isomeric O-alkyl S-(2-dialkylamino)ethyl methylphosphonothiolates studied by electrospray ionization/ion trap mass spectrometry. J. Am. Soc. Mass Spectrom. 12, 902-910. (doi:10. 1016/S1044-0305(01)00274-4)
11. Timperley CM, Bird M, Holden I, Black RM. 2001 Organophosphorus chemistry. Part 1. The synthesis of alkyl methylphosphonic acids. J. Chem. Soc. Perkin Trans. 1, 26-30. (doi:10. 1039/b007077g)
12. Barucki H, Black RM, Kinnear KI, Holden I, Read RW, Timperley CM. 2003 Solid-phase synthesis of some alkyl hydrogen methylphosphonates. Phosphorus, Sulfur, and Silicon 178, 2279-2286. (doi:10. 1080/713744564)
13. Subramaniam R, Astot C, Juhlin L, Nilsson C, Ostin A. 2012 Determination of S-2-(N,Ndiisopropylaminoethyl-) and S-2-(N,N-diethylaminoethyl) methylphosphonothiolate, nerve agent markers, in water samples using strong anion-exchange disk extraction, in vial trimethylsilylation, and gas chromatography-mass spectrometry analysis. J. Chromatogr. A 1229, 86-94. (doi:10. 1016/j. chroma. 2012. 01. 068)
14. Black RM, Muir B. 2003 Derivatisation reactions in the chromatographic analysis of chemical warfare agents and their degradation products. J. Chromatogr. A. 1000, 253-281. (doi:10. 1016/S0021-9673(03)00183-3)
15. Riches J. 2013 Analysis of polar nerve agent hydrolysis products, p. 4-6. Chromatography Today, August/September 2013.
16. Kingery AF, Allen HE. 1995 The environmental fate of organophosphorus nerve agents: a review. Toxicol. Environ. Chem. 47, 155-184. (doi:10. 1080/02772249509358137)
17. Munro NB, Talmage SS, Griffin GD, Waters LC, Watson AP, King JF, Hauschild V. 1999 The sources, fate, and toxicity of chemical warfare agent degradation products. Environ. Health Perspect. 107, 933-974. (doi:10. 1289/ehp. 99107933)
18. Schmidt MWI et al. 2011 Persistence of soil organic matter as an ecosystem property. Nature (London) 478, 49-56. (doi:10. 1038/nature10386)
19. Hambrook JL, Howells DJ, Utley D. 1971 Degradation of phosphonates. Breakdown of soman (O-pinacolyl-methylphosphonofluoridate) in wheat plants. Pestic. Sci. 2, 172-175. (doi:10. 1002/ps. 2780020410)
20. Howells DJ, Hambrook JL. 1972 The phytotoxicity of some methylphosphonofluoridates. Pestic. Sci. 3, 351-356. (doi:10. 1002/ps. 2780030312)
21. Howells DJ, Hambrook JL, Utley D, Woodage J. 1973 Degradation of phosphonates. II. The influence of the O?alkyl group on the breakdown of some O?alkyl methylphosphonofluoridates in wheat plants. Pestic. Sci. 4, 239-245. (doi:10. 1002/ps. 2780040210)
22. Howells DJ, Hambrook JL, Allenby EA. 1976 Uptake of some volatile alkyl methylphosphonofluoridates from the vapour phase by wheat plants. Pestic. Sci. 7, 349-354. (doi:10. 1002/ps. 2780070405)
23. GravettMR, Hopkins FB, Main MJ, Self AJ, Timperley CM,Webb AJ, BakerMJ. 2013 Detection of the organophosphorus nerve agent VX and its hydrolysis products in white mustard plants grown in contaminated soil. Anal. Methods 5, 50-53. (doi:10. 1039/c2ay25883h)
24. Li Y. 2012 Plants detect nerve agents, p. 31. Chemistry World, December 2012.
25. Sverdrup LE, Krogh PH, Nielsen T, Kjaer C, Stenersen J. 2003 Toxicity of eight polycyclic aromatic compounds to red clover (Trifolium pratense), ryegrass (Lolium perenne), and mustard (Sinapis alba). Chemosphere 53, 993-1003. (doi:10. 1016/S0045-6535(03)00584-8)
26. Winter H. 2011 Sinapis. In Sinapis in wild crop relatives: genomic and breeding resources (ed. C Kole), 275-288. Berlin, Germany: Springer.
27. Bardner R. 1964 The uptake of phorate, a systemic insecticide, applied to a slurry to wheat and mustard seeds. Ann. Appl. Biol. 53, 445-458. (doi:10. 1111/j. 1744-7348. 1964. tb07258. x)
28. Zuas O. 2008 Extraction of chemical warfare agent from soil: case study on O-ethyl S-2- (diisopropylamino)ethyl methylphosphonothiolate. MIPA 37, 53-60.
29. Brevett C.A.S, Sumpter KB, Pence J, Nickol RG, King BE, Giannaras CV, Dupont Durst H. 2009 Evaporation and degradation of VX on silica sand. J. Phys. Chem. C 113, 6622-6633. (doi:10. 1021/jp8111099)
30. Love AH, Vance AL, Reynolds JG, Davisson ML. 2004 Investigating the affinities and persistence of VX nerve agent in environmental matrices. Chemosphere 57, 1257-1264. (doi:10. 1016/j. chemosphere. 2004. 08. 041)
31. Kaaijk J, Frijlink C. 1977 Degradation of S?2-diisopropylaminoethyl O-ethyl methylphosphonothiolate in soil. Sulfur-containing products. Pestic. Sci. 8, 510-514. (doi:10. 1002/ps. 2780080513)
32. Verweij A, Boter HL. 1976 Degradation of S?2-diisopropylaminoethyl O-ethyl methylphosphonothioate in soil: phosphorus-containing products. Pestic. Sci. 7, 355-362. (doi:10. 1002/ps. 2780070406)
33. Montauban C, Begos A, Bellier B. 2004 Extraction of nerve agent VX from soils. Anal. Chem. 76, 2791-2797. (doi:10. 1021/ac035441q)
34. Hayes MHB, Lundie PR, Stacey M. 1972 Interactions between organophosphorus compounds and soil materials. I. Adsorption of ethyl methylphosphonofluoridate by clay and organic matter preparations and by soils. Pestic. Sci. 3, 619-629. (doi:10. 1002/ps. 2780030514)
35. Yang YC, Szafraniec LL, Beaudry WT, Rohrbaugh DK, Procell LR, Samuel JB. 1996 Autocatalytic hydrolysis of V-type nerve agents. J. Org. Chem. 61, 8407-8413. (doi:10. 1021/ jo9614506)
36. Miura GA, Broomfield CA, Lawson MA, Worthley EG. 1982 Widespread occurrence of cholinesterase activity in plant leaves. Physiol. Plant 56, 28-32. (doi:10. 1111/j. 1399-3054. 1982. tb04895. x)
37. Fest C, Schmidt KJ. 1973 The chemistry of organophosphorus pesticides, p. 126. Berlin, Germany: Springer-Verlag.
38. van der Schans MJ, Lander BJ, van der Wiel H, Langenberg JP, Benschop HP. 2003 Toxicokinetics of the nerve agent (±)-VX in anesthetized and atropinized hairless guinea pigs and marmosets after intravenous and percutaneous administration. Toxicol. Appl. Pharmacol. 191, 48-62. (doi:10. 1016/S0041-008X(03)00216-3)
39. Creasy WR, McGarvey DJ, Brevett CAS. 2013 Speciation of VX in aqueous solution. J. Phys. Chem. C 117, 22 677-22 682. (doi:10. 1021/jp409671y)
40. Eto M. 1974 Organophosphorus pesticides: organic and biological chemistry, p. 329. Cleveland, OH: CRC Press Inc.
41. Crofts PC, Kosolapoff GM. 1953 Preparation and determination of apparent dissociation constants of some alkylphosphonic and dialkylphosphinic acids. J. Am. Chem. Soc. 75, 3379-3383. (doi:10. 1021/ja01110a024)
42. Retuerto R,Woodward FI. 1992 Effects of windspeed on the growth and biomass allocation of white mustard Sinapis alba L. Oecologia 92, 113-123. (doi:10. 1007/BF00317271)
43. Hassan FU, Arif M. 2012 Response of white mustard (Sinapis alba L) to spacing under rainfed conditions. J. Anim. Plant Sci. 22, 137-141.
44. Hajzler M, Klimešova J, St?reda T. 2011 Biomass production of white mustard (Sinapis alba L. ) varieties in relation to the root system size. Tagung der Vereinigung der Pflanzenzüchter und Saatgutkaufleute Österreichs 62, 105-108.
45. Hancock JR. Dragon DC. 2005 Sample Preparation and Identification of Biological, Chemical andMid-Spectrum Agents, A General Survey for the Revised NATO AC/225 (LG/7) AEP-IO Edition 6 Handbook, DRDC Suffield TM 2005-135, p. 14.
46. Lawrence RL, Wood SD, Sheley RL. 2006 Mapping invasive plants using hyperspectral imagery and Breiman Cutler classifications (RandomForest). Remote Sensing Environ. 100, 356-362. (doi:10. 1016/j. rse. 2005. 10. 014)
47. Motohka T, Nasahara KN, Oguma H, Tsuchida S. 2010 Applicability of green-red vegetation index for remote sensing of vegetation phenology. Remote Sensing 2, 2369-2387. (doi:10. 3390/rs2102369)
48. Al-Qudah MA, Al-Jaber HI, Muhaidat R, Hussein EI, Hamid AAA, Al-Smadi ML, Abaza IF, Afifi FU, Abu-Orabi ST. 2011 Chemical composition and antimicrobial activity of the essential oil from Sinapis alba L. and Sinapis arvensis L. (Brassicaceae) growing wild in Jordan. RJPBCS 2, 1136-1144.
49. Milo R, Last RL. 2012 Achieving diversity in the face of constraints: lessons from metabolism. Science 336, 1663-1667. (doi:10. 1126/science. 1217665)
50. Weng JK, Philippe RN, Noel JP. 2012 The rise of chemodiversity in plants. Science 336, 1667-1670. (doi:10. 1126/science. 1217411)