Thionate versus Oxon: comparison of stability, uptake, and cell toxicity of ((14)CH(3)O)(2)-labeled methyl parathion and methyl paraoxon with SH-SY5Y cells
The stability, hydrolysis, and uptake of the organophosphates methyl parathion and methyl paraoxon were investigated in SH-SY5Y cells. The stabilities of ((14)CH(3)O)(2)-methyl parathion ((14)C-MPS) and ((14)CH(3)O)(2)-methyl paraoxon ((14)C-MPO) at 1 microM in culture media had similar half-lives o...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2010-07, Vol.58 (14), p.8460 |
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container_title | Journal of agricultural and food chemistry |
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creator | Bharate, Sandip B Prins, John M George, Kathleen M Thompson, Charles M |
description | The stability, hydrolysis, and uptake of the organophosphates methyl parathion and methyl paraoxon were investigated in SH-SY5Y cells. The stabilities of ((14)CH(3)O)(2)-methyl parathion ((14)C-MPS) and ((14)CH(3)O)(2)-methyl paraoxon ((14)C-MPO) at 1 microM in culture media had similar half-lives of 91.7 and 101.9 h, respectively. However, 100 microM MPO caused >95% cytotoxicity at 24 h, whereas 100 microM MPS caused 4-5% cytotoxicity at 24 h ( approximately 60% cytotoxicity at 48 h). Greater radioactivity was detected inside cells treated with MPO as compared to MPS, although >80% of the total MPO uptake was primarily dimethyl phosphate (DMP). Maximum uptake was reached after 48 h of (14)C-MPS or (14)C-MPO exposure with total uptakes of 1.19 and 1.76 nM/10(6) cells for MPS and MPO, respectively. The amounts of MPS and MPO detected in the cytosol after 48 h of exposure time were 0.54 and 0.37 nM/10(6) cells, respectively. |
doi_str_mv | 10.1021/jf100976v |
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The stabilities of ((14)CH(3)O)(2)-methyl parathion ((14)C-MPS) and ((14)CH(3)O)(2)-methyl paraoxon ((14)C-MPO) at 1 microM in culture media had similar half-lives of 91.7 and 101.9 h, respectively. However, 100 microM MPO caused >95% cytotoxicity at 24 h, whereas 100 microM MPS caused 4-5% cytotoxicity at 24 h ( approximately 60% cytotoxicity at 48 h). Greater radioactivity was detected inside cells treated with MPO as compared to MPS, although >80% of the total MPO uptake was primarily dimethyl phosphate (DMP). Maximum uptake was reached after 48 h of (14)C-MPS or (14)C-MPO exposure with total uptakes of 1.19 and 1.76 nM/10(6) cells for MPS and MPO, respectively. The amounts of MPS and MPO detected in the cytosol after 48 h of exposure time were 0.54 and 0.37 nM/10(6) cells, respectively.</description><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/jf100976v</identifier><identifier>PMID: 20590114</identifier><language>eng</language><publisher>United States</publisher><subject>Carbon Radioisotopes - analysis ; Cell Line, Tumor ; Drug Stability ; Humans ; Insecticides - chemistry ; Insecticides - metabolism ; Insecticides - toxicity ; Isotope Labeling ; Methyl Parathion - chemistry ; Methyl Parathion - metabolism ; Methyl Parathion - toxicity ; Paraoxon - analogs & derivatives ; Paraoxon - chemistry ; Paraoxon - metabolism ; Paraoxon - toxicity</subject><ispartof>Journal of agricultural and food chemistry, 2010-07, Vol.58 (14), p.8460</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27915,27916</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20590114$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bharate, Sandip B</creatorcontrib><creatorcontrib>Prins, John M</creatorcontrib><creatorcontrib>George, Kathleen M</creatorcontrib><creatorcontrib>Thompson, Charles M</creatorcontrib><title>Thionate versus Oxon: comparison of stability, uptake, and cell toxicity of ((14)CH(3)O)(2)-labeled methyl parathion and methyl paraoxon with SH-SY5Y cells</title><title>Journal of agricultural and food chemistry</title><addtitle>J Agric Food Chem</addtitle><description>The stability, hydrolysis, and uptake of the organophosphates methyl parathion and methyl paraoxon were investigated in SH-SY5Y cells. The stabilities of ((14)CH(3)O)(2)-methyl parathion ((14)C-MPS) and ((14)CH(3)O)(2)-methyl paraoxon ((14)C-MPO) at 1 microM in culture media had similar half-lives of 91.7 and 101.9 h, respectively. However, 100 microM MPO caused >95% cytotoxicity at 24 h, whereas 100 microM MPS caused 4-5% cytotoxicity at 24 h ( approximately 60% cytotoxicity at 48 h). Greater radioactivity was detected inside cells treated with MPO as compared to MPS, although >80% of the total MPO uptake was primarily dimethyl phosphate (DMP). Maximum uptake was reached after 48 h of (14)C-MPS or (14)C-MPO exposure with total uptakes of 1.19 and 1.76 nM/10(6) cells for MPS and MPO, respectively. The amounts of MPS and MPO detected in the cytosol after 48 h of exposure time were 0.54 and 0.37 nM/10(6) cells, respectively.</description><subject>Carbon Radioisotopes - analysis</subject><subject>Cell Line, Tumor</subject><subject>Drug Stability</subject><subject>Humans</subject><subject>Insecticides - chemistry</subject><subject>Insecticides - metabolism</subject><subject>Insecticides - toxicity</subject><subject>Isotope Labeling</subject><subject>Methyl Parathion - chemistry</subject><subject>Methyl Parathion - metabolism</subject><subject>Methyl Parathion - toxicity</subject><subject>Paraoxon - analogs & derivatives</subject><subject>Paraoxon - chemistry</subject><subject>Paraoxon - metabolism</subject><subject>Paraoxon - toxicity</subject><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkE1LAzEQhoMgtlYP_gHJcRe6OpNNsl1vUtQKhR7aS08lm03o1v1ik9b2t_hnbauCp4GZ930eGELuEB4QGD5uLAKkidxdkD4KBpFAHPXItXMbABiJBK5Ij4FIAZH3yddiXTS18obuTOe2js72Tf1EdVO1qitcU9PGUudVVpSFPwzptvXqwwypqnOqTVlS3-wLfTydckGAPBxPgjichQELo1JlpjQ5rYxfH0p6JCp_0p3b_5bN0Uk_C7-m80k0X4rlGe1uyKVVpTO3v3NAFq8vi_Ekms7e3sfP06gVgkc8SyCRDC1LGE-tTpnlaSyVxNyiBmCJFDxVOYI0iiXGSM11CrGOGSq0o3hA7n-w7TarTL5qu6JS3WH196T4G6VBZXw</recordid><startdate>20100728</startdate><enddate>20100728</enddate><creator>Bharate, Sandip B</creator><creator>Prins, John M</creator><creator>George, Kathleen M</creator><creator>Thompson, Charles M</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20100728</creationdate><title>Thionate versus Oxon: comparison of stability, uptake, and cell toxicity of ((14)CH(3)O)(2)-labeled methyl parathion and methyl paraoxon with SH-SY5Y cells</title><author>Bharate, Sandip B ; Prins, John M ; George, Kathleen M ; Thompson, Charles M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p554-4b707621f27249fc92f4936a61df1c00276549ad106ea27ee6c4c903c321a1f83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Carbon Radioisotopes - analysis</topic><topic>Cell Line, Tumor</topic><topic>Drug Stability</topic><topic>Humans</topic><topic>Insecticides - chemistry</topic><topic>Insecticides - metabolism</topic><topic>Insecticides - toxicity</topic><topic>Isotope Labeling</topic><topic>Methyl Parathion - chemistry</topic><topic>Methyl Parathion - metabolism</topic><topic>Methyl Parathion - toxicity</topic><topic>Paraoxon - analogs & derivatives</topic><topic>Paraoxon - chemistry</topic><topic>Paraoxon - metabolism</topic><topic>Paraoxon - toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bharate, Sandip B</creatorcontrib><creatorcontrib>Prins, John M</creatorcontrib><creatorcontrib>George, Kathleen M</creatorcontrib><creatorcontrib>Thompson, Charles M</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bharate, Sandip B</au><au>Prins, John M</au><au>George, Kathleen M</au><au>Thompson, Charles M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Thionate versus Oxon: comparison of stability, uptake, and cell toxicity of ((14)CH(3)O)(2)-labeled methyl parathion and methyl paraoxon with SH-SY5Y cells</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J Agric Food Chem</addtitle><date>2010-07-28</date><risdate>2010</risdate><volume>58</volume><issue>14</issue><spage>8460</spage><pages>8460-</pages><eissn>1520-5118</eissn><abstract>The stability, hydrolysis, and uptake of the organophosphates methyl parathion and methyl paraoxon were investigated in SH-SY5Y cells. The stabilities of ((14)CH(3)O)(2)-methyl parathion ((14)C-MPS) and ((14)CH(3)O)(2)-methyl paraoxon ((14)C-MPO) at 1 microM in culture media had similar half-lives of 91.7 and 101.9 h, respectively. However, 100 microM MPO caused >95% cytotoxicity at 24 h, whereas 100 microM MPS caused 4-5% cytotoxicity at 24 h ( approximately 60% cytotoxicity at 48 h). Greater radioactivity was detected inside cells treated with MPO as compared to MPS, although >80% of the total MPO uptake was primarily dimethyl phosphate (DMP). Maximum uptake was reached after 48 h of (14)C-MPS or (14)C-MPO exposure with total uptakes of 1.19 and 1.76 nM/10(6) cells for MPS and MPO, respectively. The amounts of MPS and MPO detected in the cytosol after 48 h of exposure time were 0.54 and 0.37 nM/10(6) cells, respectively.</abstract><cop>United States</cop><pmid>20590114</pmid><doi>10.1021/jf100976v</doi></addata></record> |
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source | MEDLINE; American Chemical Society Journals |
subjects | Carbon Radioisotopes - analysis Cell Line, Tumor Drug Stability Humans Insecticides - chemistry Insecticides - metabolism Insecticides - toxicity Isotope Labeling Methyl Parathion - chemistry Methyl Parathion - metabolism Methyl Parathion - toxicity Paraoxon - analogs & derivatives Paraoxon - chemistry Paraoxon - metabolism Paraoxon - toxicity |
title | Thionate versus Oxon: comparison of stability, uptake, and cell toxicity of ((14)CH(3)O)(2)-labeled methyl parathion and methyl paraoxon with SH-SY5Y cells |
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