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- W137251115 abstract "Previously, our laboratory has shown that S-(1,2-dichlorovinyl)-L-cysteine sulfoxide (DCVCS), an FMO3-dependent Michael acceptor produced from the trichloroethylene metabolite S-(1,2-dichlorovinyl)-L-cysteine (DCVC), is a more potent nephrotoxicant than DCVC. In the present study, we characterized reactions of DCVCS with nucleophilic amino acids and hemoglobin (Hb) in vitro. DCVCS incubations with N-acetyl-L-cysteine (NAC) at pH 7.4, 37°C resulted in formation of three mono-adducts and one di-adduct characterized by MS and NMR, whereas DCVCS was not reactive with N-acetyl-L-lysine or L-valinamide. Because the NAC di-adduct suggested DCVCS can form cross-links with cysteine residues in proteins, we investigated globin cross-link formation after Sprague-Dawley rat erythrocytes were incubated for 2 h with 1–500 μM DCVCS at pH 7.4, 37°C. Globin dimers were detectable by 1D SDS-PAGE/silver staining and by ESI/MS at all DCVCS concentrations. ESI/MS analysis of globin samples also revealed adduction of 1 and 2 DCVCS moieties on the β3 chain and 3 DCVCS moieties on the α2 chain. Thus, formation of protein mono-adducts and cross-links by DCVCS may play significant roles in DCVCS-induced nephrotoxicity. Detection of the Hb mono-adducts and cross-links at such low DCVCS concentrations will help develop biomarker assays for DCVCS formation in vivo. (Supported by NIH Grant DK44295)" @default.
- W137251115 created "2016-06-24" @default.
- W137251115 creator A5004597350 @default.
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- W137251115 date "2007-01-01" @default.
- W137251115 modified "2023-09-27" @default.
- W137251115 title "Formation of globin mono‐adducts and cross‐links in erythrocytes after exposure to S‐(1,2‐dichlorovinyl)‐L‐cysteine sulfoxide" @default.
- W137251115 doi "https://doi.org/10.1096/fasebj.21.6.a813-c" @default.
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