PMID: 9443066Jan 27, 1998Paper

Characterization of a phospholipid adduct formed in Sprague Dawley rats by chloroform metabolism: NMR studies

Journal of Biochemical and Molecular Toxicology
C GuastadisegniL Vittozzi

Abstract

The formation of a covalent adduct to a single phospholipid by the oxidative chloroform metabolite, phosgene, is demonstrated in liver mitochondria of phenobarbital-pretreated Sprague Dawley (SD) rats treated with CHCl3. The densitometric analysis of the phosphorus stained extracted phospholipids showed that the formation of this adduct in liver mitochondria is accompanied by a decrease of phosphatidylethanolamine and cardiolipin. The characterization of this adduct was performed with a multinuclear NMR approach by comparison with the decreased phospholipids. Treatment of rats with [13C]chloroform resulted in an intense 13C NMR peak from either an esteric or amidic carbonyl. Very strong similarities in fatty acid composition were found between phosphatidylethanolamine and the phosgene-modified PL, using 13C and 1H NMR spectroscopy. A multiplet at 3.91 ppm coupled to a signal at 3.41 ppm was shown by two-dimensional 1H NMR in the adduct spectrum. This cross peak was interpreted as arising from the shifted resonances of the two PE head group methylene groups, due to the binding with phosgene. 31P spectrum of the adduct was identical to that of phosphatidylethanolamine. We concluded that the chloroform adduct is a modified phospha...Continue Reading

Citations

Jun 7, 2012·Chemical Research in Toxicology·Diganta SarmaRobert P Hanzlik
Nov 13, 2015·Toxicology Letters·Wesley W HolmesDana R Anderson
Jun 19, 2004·Inhalation Toxicology·Alfred M Sciuto, Holcombe H Hurt
Aug 24, 2000·Chemical Research in Toxicology·D NoortH P Benschop

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