Separation and aquatic toxicity of enantiomers of the organophosphorus insecticide trichloronate

Chirality

Volumn 18, Issue 9, 2006, Pages 713-716

  Liu, Weiping ^a   Lin, Kunde ^a,b   Gan, Jianying ^c  

^a ZHEJIANG UNIVERSITY OF TECHNOLOGY   (China)

^b ZHEJIANG UNIVERSITY   (China)

^c UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Chiral pesticides; Enantioselective toxicity; Organophosphorus pesticides; Trichloronate

Indexed keywords

ORGANOPHOSPHATE INSECTICIDE; TRICHLORONATE; UNCLASSIFIED DRUG;

AQUATIC ENVIRONMENT; ARTICLE; CERIODAPHNIA DUBIA; CONTROLLED STUDY; DAPHNIA; ENANTIOMER; ENANTIOSELECTIVITY; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; OPTICAL ROTATION; PRIORITY JOURNAL; RACEMIC MIXTURE; STEREOSPECIFICITY; TOXICITY;

ACUTE TOXICITY TESTS; ANIMALS; CELLULOSE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DAPHNIA; DOSE-RESPONSE RELATIONSHIP, DRUG; INSECTICIDES; MOLECULAR STRUCTURE; ORGANOPHOSPHORUS COMPOUNDS; ORGANOTHIOPHOSPHORUS COMPOUNDS; STEREOISOMERISM; WATER POLLUTANTS, CHEMICAL;

EID: 33748774914     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.20323     Document Type: Article

References (16)

1. Williams A. Opportunities for chiral chemicals. Pestic Sci 1996;46:3-9.
2. Liu WP, Gan JY, Schlenk D, Jury WA. Enantioselectivity in environmental safety of current chiral insecticides. Proc Natl Acad Sci USA 2005;102:701-706.
3. Liu WP, Gan JY, Qin SJ. Separation and aquatic toxicity of enantiomers of synthetic pyrethroid insecticides. Chirality 2005;17:S127-S133.
4. Hoekstra PF, Burnison BK, Neheli T, Muir DCG. Enantiomer-specific activity of o,p′-DDT with the human estrogen receptor. Toxicol Lett 2001;125:75-81.
5. Kohler HE, Angst W, Giger W, Kanz C, Müller S, Suter MJF. Environmental fate of chiral pollutants-The necessity of considering stereochemistry. Chimia 1997;51:947-951.
6. Lewis DL, Garrison AW, Wommack KE, Whittemore A, Steudler P, Melillo J. Influence of environmental changes on degradation of chiral pollutants in soils. Nature 1999;401:898-901.
7. Buser HR, Müller MD, Poiger T, Blamer ME. Environmental behavior of the chiral acetamide pesticide metalaxyl: Enantioselective degradation and chiral stability in soil. Environ Sci Technol 2002;36:221-226.
8. Garrison AW. Probing the enantioselectivity of chiral pesticides. Environ Sci Technol 2006;40:16-23.
9. Ellington JJ, Evans JJ, Prickelt KB, Campion WL. High-performance liquid chromatographic separation of the enantiomers of organophosphorus pesticides on polysaccharide chiral stationary phases. J Chromatogr A 2001;928:145-154.
10. Gao RY, Yang GS, Yang HZ, Chen ZY, Wang QS. Enantioseparation of fourteen O-ethyl O-phenyl N-isopropyl phosphoroamidothioates by high-performance liquid chromatography on a chiral stationary phase. J Chromatogr A 1997;763:125-128.
11. Weber CI. Methods for measuring the acute toxicity of effluents and receiving waters to freshwater and marine organisms. Cincinnati, OH: US Environmental Protection Agency; 1995.
12. Yashima E. Polysaccharide-based chiral stationary phases for high-performance liquid chromatographic enantioseparation. J Chromatogr A 2001;906:105-125.
13. Okamoto Y, Kaida Y. Resolution by high-performance liquid chromatography using polysaccharide carbamates and benzoates as chiral stationary phases. J Chromatogr A 1994;666:403-419.
14. Wang YS, Tai KT, Yen JH. Separation, bioactivity, and dissipation of enantiomers of the organophosphorus insecticide fenamiphos. Ecotoxicol Enviorn Saf 2004;573:46-353.
15. Yen JH, Tsai CC, Wang YS. Separation and toxicity of enantiomers of organophosphorus insecticide leptophos. Ecotoxicol Enviorn Saf 2003;55:236-242.
16. Miyazaki A, Nakamura T, Kawaradani M, Marumo S. Resolution of biological activity of both enantiomers of methamidophos and acephate. J Agric Food Chem 1988;36:835-837.