Synthesis of the C8-deoxyguanosine adduct of the food mutagen IQ.
[structure: see text] The C8-2'-deoxyguanosine adduct of the food mutagen 2-amino-3-methylimadazo[4,5-f]-quinoline (IQ) has been synthesized. The key step is a palladium-catalyzed N-arylation of a suitably protected 8-bromo-2'-deoxyguanosine derivative.
Wang
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Department of Chemistry, Vanderbilt University, VU Station B 351822, Nashville, Tennessee 37235-1822, USA.
Rizzo
C J
CJ
D001711:Biotransformation; D002384:Catalysis; D018736:DNA Adducts / Q000138:chemical synthesis* / Q000378:metabolism; D003849:Deoxyguanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism*; D005502:Food; D008956:Models, Chemical; D015394:Molecular Structure; D009153:Mutagens / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry*
C423422:C8-2'-deoxyguanosine-2-amino-3-methylimadazo(4,5-f)-quinoline adduct; D018736:DNA Adducts; D009153:Mutagens; D011804:Quinolines; C029216:2-amino-3-methylimidazo(4,5-f)quinoline; D010165:Palladium; D003849:Deoxyguanosine