title: Identification of an in vivo chrysene diol epoxide adduct in human hemoglobin.
abstract: Human blood samples were analyzed by fluorescence and mass spectrometry for the presence of polycyclic aromatic hydrocarbon metabolites covalently bound to hemoglobin. Globin was prepared by HCl-acetone precipitation and enzymatically digested. The polycyclic aromatic alcohols generated from ester adducts during digestion were concentrated by monoclonal antibody immunoaffinity chromatography and separated by C-18 HPLC. Analysis of collected fractions by room temperature fluorescence spectroscopy revealed the presence of the anti-tetrahydrotetrols of benzo[a]pyrene and another component possessing a phenanthrene chromophore. Gas chromatographic-mass spectral analysis of the HPLC fractions revealed that the latter compound was r-1,t-2,t-3,c-4-tetrahydroxy-1,2,3,4-tetrahydrochrysene, arising from a hemoglobin-chrysene diol epoxide adduct.
authors: Department of Chemistry, Massachusetts Institute of Technology, Cambridge 02139.
authors: B W
authors: BW
authors: Day
authors: P L
authors: PL
authors: Skipper
authors: J S
authors: JS
authors: Wishnok
authors: J
authors: J
authors: Coghlin
authors: S K
authors: SK
authors: Hammond
authors: P
authors: P
authors: Gann
authors: S R
authors: SR
authors: Tannenbaum
mesh_terms: D002851:Chromatography, High Pressure Liquid; D002911:Chrysenes / Q000032:analysis / Q000378:metabolism*; D006454:Hemoglobins / Q000032:analysis* / Q000378:metabolism; D006801:Humans
chemical_list: D002911:Chrysenes; D006454:Hemoglobins; C031180:chrysene; C021977:chrysene,2-diol-3,4-epoxide-1