Document Detail


Production of a dimer of 2-acetylaminofluorene during the sulfation of N-hydroxy-2-acetylaminofluorene in vitro.
MedLine Citation:
PMID:  40769     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
During the sulfation of N-hydroxy-2-acetylaminofluorene (NOH-2AAF) by rat liver 100,000 g supernatant fraction in vitro, an unidentified metabolite is produced which accounts for 22% of the N-OH-2AAF metabolized. This product has been characterized as the 2AAF dimer, 1-(N-2'-fluorenylacetamido-2-acetylaminofluorene) by comparing its TLC, HPLC, UV, and mass spectral properties with a synthetic standard which was prepared from the reaction of N-acetoxy-2-acetylaminofluorene (N-AcO-2AAF) with 2AAF. Increasing amounts of 2AAF added to the incubation mixture of N-OH-[acetyl-14C]2AAF and rat liver 100,000 g supernatant fraction decreased the irreversible binding of 14C to protein, and increased the formation of 2AAF dimer proportionately. This suggests that the 2AAF dimer is formed from the reaction of 2AAF and the electrophilic species produced from the sulfated N-OH-2AAF. In the presence of the 9,000 g fraction of rat liver, the dimer of 2AAF was aroximately 1/25 as active as 2AAF in producing mutations in the Salmonella mutagenesis test system.
Authors:
L S Andrews; L R Pohl; J A Hinson; C L Fisk; J R Gillette
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Drug metabolism and disposition: the biological fate of chemicals     Volume:  7     ISSN:  0090-9556     ISO Abbreviation:  Drug Metab. Dispos.     Publication Date:    1979 Sep-Oct
Date Detail:
Created Date:  1980-01-28     Completed Date:  1980-01-28     Revised Date:  2003-11-14    
Medline Journal Info:
Nlm Unique ID:  9421550     Medline TA:  Drug Metab Dispos     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  296-300     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
2-Acetylaminofluorene / metabolism*,  pharmacology
Animals
Biotransformation
Male
Mutagens
Polymers
Rats
Salmonella / drug effects,  genetics
Sulfates / metabolism
Chemical
Reg. No./Substance:
0/Mutagens; 0/Polymers; 0/Sulfates; 53-96-3/2-Acetylaminofluorene

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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