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Globin Monoadducts and Cross-Links Provide Evidence for the Presence of S-(12-Dichlorovinyl)-L-cysteine Sulfoxide Chlorothioketene and 2-Chlorothionoacetyl Chloride in the Circulation in Rats Administered S-(12-Dichlorovinyl)-L-cysteine

机译：球蛋白单加成物和交联提供了s-的存在下（12-二氯乙烯基）-L-半胱氨酸亚砜Chlorothioketene和2-氯Chlorothionoacetyl在循环大鼠给药s-（12-二氯乙烯基）证据 - L-半胱氨酸

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S-(1,2-Dichlorovinyl)-L-cysteine (DCVC), a mutagenic and nephrotoxic metabolite of trichloroethylene is bioactivated to S-(1,2-dichlorovinyl)-L-cysteine sulfoxide (DCVCS) and chlorothioketene and/or 2-chlorothionoacetyl chloride by cysteine conjugate S-oxidase (S-oxidase) and cysteine conjugate β-lyase (β-lyase), respectively. Previously, we identified DCVCS-globin monoadducts and cross-links upon treating rats with DCVCS or incubating erythrocytes with DCVCS. In this study, formation of DCVC-derived reactive intermediates was investigated after rats were given a single (230 or 460 μmol/kg, i.p.) or multiple (3 or 30 μmol/kg daily for 5 days) DCVC doses. LC/ESI/MS of trypsin digested globin peptides revealed both S-oxidase and β-lyase-derived globin monoadducts and cross-links consistent with in vivo DCVC bioactivation by both pathways. MS/MS analyses of trypsin-digested fractions of globin from one of the rats treated with multiple 30 μmol/kg DCVC doses led to identification of β-lyase-derived monoadducts on both Cys93 and Cys125 of the β chains. While rats dosed with the 230 μmol/kg DCVC dose exhibited β-lyase-dependent monoadducts and cross-links only (4 out of 4 rats), rats given the 460 μmol/kg DCVC dose (2 out of 4), and rats administered the multiple DCVC doses (2 out of 4) exhibited both β-lyase and S-oxidase-derived monoadducts and cross-links. Since previous incubations of erythrocytes with DCVC did not result in detection of DCVCS-derived monoadducts or cross-links and had only resulted in detection of β-lyase-derived monoadducts and cross-links, the DCVCS-globin monoadducts and cross-links detected in this study are likely the result of DCVC bioactivation outside the circulation and subsequent translocation of DCVCS and N-acetylated DCVCS into the erythrocytes.

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Nella Barshteyn; Adnan A. Elfarra;
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年(卷),期 -1(22),9
年度 -1
页码 1629–1638
总页数 24
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1. Globin monoadducts and cross-links provide evidence for the presence of S-(1,2-dichlorovinyl)-L-cysteine sulfoxide, chlorothioketene, and 2-chlorothionoacetyl chloride in the circulation in rats administered S-(1,2-dichlorovinyl)-L-cysteine. [J] . Barshteyn N, Elfarra AA Chemical research in toxicology . 2009,第9期

机译：球蛋白单加合物和交联提供了在服用S-（1,2-二氯乙烯基）-的大鼠循环中存在S-（1,2-二氯乙烯基）-L-半胱氨酸亚砜，氯硫酮和2-氯硫代乙酰氯的证据。 L-半胱氨酸。
2. Detection of multiple globin monoadducts and cross-links after in vitro exposure of rat erythrocytes to S-(1,2-Dichlorovinyl)-L-cysteine sulfoxide and after in vivo treatment of rats with S-(1,2-Dichlorovinyl)-L-cysteine sulfoxide. [J] . Barshteyn N, Elfarra AA Chemical research in toxicology . 2008,第9期

机译：大鼠红细胞体外暴露于S-（1,2-二氯乙烯基）-L-半胱氨酸亚砜后和S-（1,2-二氯乙烯基）-L大鼠体内治疗后检测多个球蛋白单加合物和交联-半胱氨酸亚砜。
3. S-(1,2,2-Trichlorovinyl)-L-cysteine Sulfoxide,a Reactive Metabolite of S-(1,2,2-Trichlorovinyl)-L-cysteine Formed in Rat Liver and Kidney Microsomes,Is a Potent Nephrotoxicant [J] . Adrian A.Elfarra, Renee J.Krause The Journal of Pharmacology and Experimental Therapeutics: Official Publication of the American Society for Pharmacology and Experimental Therapeutics . 2007,第3期

机译：S-（1,2,2-三氯乙烯基）-L-半胱氨酸亚砜，一种在大鼠肝和肾微粒体中形成的S-（1,2,2-三氯乙烯基）-L-半胱氨酸的反应代谢产物，是强效肾毒性药物
4. Hemoglobin adducts of hydroxymethylvinyl ketone and S-(1,2-dichlorovinyl)-L-cysteine sulfoxide: Formation and disposition of reactive intermediates of butadiene and trichloroethylene. [D] . Barshteyn, Nella. 2009

机译：羟甲基乙烯基酮和S-（1,2-二氯乙烯基）-L-半胱氨酸亚砜的血红蛋白加合物：丁二烯和三氯乙烯的反应性中间体的形成和处置。
5. Detection of Multiple Globin Monoadducts and Cross-Links after in Vitro Exposure of Rat Erythrocytes to S-(12-Dichlorovinyl)-L-cysteine Sulfoxide and after in Vivo Treatment of Rats with S-(12-Dichlorovinyl)-L-cysteine Sulfoxide [O] . Nella Barshteyn, Adnan A. Elfarra -1

机译：大鼠红细胞体外暴露于S-（12-二氯乙烯基）-L-半胱氨酸亚砜后和S-（12-二氯乙烯基）-L体内治疗后多个球蛋白单加合物和交联的检测-半胱氨酸亚砜
6. Transcriptional profiling of the response to the trichloroethylene metabolite S-(1,2-dichlorovinyl)-l-cysteine revealed activation of the eIF2α/ATF4 integrated stress response in two in vitro placental models [O] . Elana R. Elkin, Kelly M. Bakulski, Justin A. Colacino, 2021

机译：对三氯乙烯代谢物S-（1,2-二氯丙基）-1-半胱氨酸的反应的转录分析显示了两种体外胎盘模型中EIF2α/ ATF4综合应力响应的激活

Globin Monoadducts and Cross-Links Provide Evidence for the Presence of S-(12-Dichlorovinyl)-L-cysteine Sulfoxide Chlorothioketene and 2-Chlorothionoacetyl Chloride in the Circulation in Rats Administered S-(12-Dichlorovinyl)-L-cysteine

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