ArticleChemical research in toxicology2011
Toluene diisocyanate reactivity with glutathione across a vapor/liquid interface and subsequent transcarbamoylation of human albumin.
Article in Chemical research in toxicology, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed, 33 citations in OpenAlex.
- Glutathione reactivity with aliphatic polyisocyanates.PloS one · 2022Article
- Dilysine-Methylene Diphenyl Diisocyanate (MDI), a Urine Biomarker of MDI Exposure?Chemical research in toxicology · 2019Article
- LC-UV-MS and MS/MS Characterize Glutathione Reactivity with Different Isomers (2,2' and 2,4' vs. 4,4') of Methylene Diphenyl-Diisocyanate.EC pharmacology and toxicology · 2019Article
- Mass spectrometry-based analysis of murine bronchoalveolar lavage fluid following respiratory exposure to 4,4'-methylene diphenyl diisocyanate aerosol.Xenobiotica; the fate of foreign compounds in biological systems · 2018Article
- Identification of novel reaction products of methylene-bis-phenylisocyanate ("MDI") with oxidized glutathione in aqueous solution and also during incubation of MDI with a murine hepatic S9 fraction.Toxicology in vitro : an international journal published in association with BIBRA · 2016Article
- In vitro cleavage of diisocyanate-glutathione conjugates by human gamma-glutamyl transpeptidase-1.Xenobiotica; the fate of foreign compounds in biological systems · 2016Article
- Characterization and comparative analysis of 2,4-toluene diisocyanate and 1,6-hexamethylene diisocyanate haptenated human serum albumin and hemoglobin.Journal of immunological methods · 2016Article
- Glutathione reaction products with a chemical allergen, methylene-diphenyl diisocyanate, stimulate alternative macrophage activation and eosinophilic airway inflammation.Chemical research in toxicology · 2015Article
- A murine monoclonal antibody with broad specificity for occupationally relevant diisocyanates.Journal of occupational and environmental hygiene · 2014Article
- Connecting glutathione with immune responses to occupational methylene diphenyl diisocyanate exposure.Chemico-biological interactions · 2013Article
- Hexamethylene diisocyanate (HDI) vapor reactivity with glutathione and subsequent transfer to human albumin.Toxicology in vitro : an international journal published in association with BIBRA · 2013Article
- Vapor conjugation of toluene diisocyanate to specific lysines of human albumin.Analytical biochemistry · 2012Article
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3 authors at 3 institutions in 1 country.
Funding
Abstract
Glutathione has previously been identified as a reaction target for toluene diisocyanate (TDI) in vitro and in vivo, and has been suggested to contribute to toxic and allergic reactions to exposure. In this study, the reactivity of reduced glutathione (GSH) with TDI in vitro was further investigated using a mixed phase (vapor/liquid) exposure system to model the in vivo biophysics of exposure in the lower respiratory tract. HPLC/MS/MS was used to characterize the observed reaction products. Under the conditions tested, the major reaction products between TDI vapor and GSH were S-linked bis(GSH)-TDI and to a lesser extent mono(GSH)-TDI conjugates (with one N═C═O hydrolyzed). The vapor-phase-generated GSH-TDI conjugates were capable of transcarbamoylating human albumin in a pH-dependent manner, resulting in changes in the self-protein's conformation/charge, on the basis of electrophoretic mobility under native conditions. Specific sites of human albumin-TDI conjugation, mediated by GSH-TDI, were identified (Lys(73), Lys(159), Lys(190), Lys(199), Lys(212), Lys(351), Lys(136/137), Lys(413/414), and Lys(524/525)) along with overlap with those susceptible to direct conjugation by TDI. Together, the data extend the proof-of-principle for GSH to act as a "shuttle" for a reactive form of TDI, which could contribute to clinical responses to exposure.
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