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Competitive binding of chlorinated azobenzenes to the Ah receptor protein
Author(s) -
Bunce Nigel J.,
M. Choong Douglas K.,
Landers James P.,
Zacharewski Tim R.
Publication year - 1989
Publication title -
environmental toxicology and chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.1
H-Index - 171
eISSN - 1552-8618
pISSN - 0730-7268
DOI - 10.1002/etc.5620080104
Subject(s) - azobenzene , benzene , aryl hydrocarbon receptor , chemistry , conformational isomerism , aryl , receptor , stereochemistry , organic chemistry , biochemistry , molecule , alkyl , transcription factor , gene
Substituted azobenzenes bind to the aryl hydrocarbon receptor protein about one to two orders of magnitude less strongly than does 2,3,7,8‐tetrachlorodibenzo‐ p ‐dioxin (TCDD) when they carry substituents at some of the positions 2, 3, and 4 of the benzene rings. Positions 5 and 6 are disfavored. The results are interpreted in terms of the stability of azobenzene conformers and the extent to which the azobenzenes under study are isosteric with TCDD.