TY - JOUR
T1 - Preparation and isolation of adducts in high yield derived from the binding of two benzo[a]pyrene-7,8-dihydroxy-9,10-oxide stereoisomers to the oligonucleotide d(atatgtata)
AU - Cosman, Monique
AU - Ibanez, Victor
AU - Geacintov, Nicholas E.
AU - Harvey, Ronald G.
PY - 1990/9
Y1 - 1990/9
N2 - The reaction of the (+)- and (-)-enantlomers of BDPE (trans-7,8-dihydroxy-anti-9,1O-epoxy-7,8,9,10-tetrahydrobenzo-[a]pyrene) with the oligodeoxynucleotide d(ATATGTATA) in aqueous buffer solutions gives rise predominantly to trans and cis addition products at the exocydlic amino group of the single deoxyguanosine residue. The trans/cis ratios are 7:1 in the case of (+)-BPDE, and 2:1 in the case of (-)-BPDE, while the reaction yields correspond to 34 and 15% respectively, of modified strands. These relatively high reaction efficiencies, at least forthis particular type of oligonucleotide sequence, offer the possibilities of synthesizing relatively large amounts of well-defined covalent BPDE-oligonucleotide adducts (with different sequences of nucleotides flanking the modified base) for detailed spectroscopic and biochemical studies.
AB - The reaction of the (+)- and (-)-enantlomers of BDPE (trans-7,8-dihydroxy-anti-9,1O-epoxy-7,8,9,10-tetrahydrobenzo-[a]pyrene) with the oligodeoxynucleotide d(ATATGTATA) in aqueous buffer solutions gives rise predominantly to trans and cis addition products at the exocydlic amino group of the single deoxyguanosine residue. The trans/cis ratios are 7:1 in the case of (+)-BPDE, and 2:1 in the case of (-)-BPDE, while the reaction yields correspond to 34 and 15% respectively, of modified strands. These relatively high reaction efficiencies, at least forthis particular type of oligonucleotide sequence, offer the possibilities of synthesizing relatively large amounts of well-defined covalent BPDE-oligonucleotide adducts (with different sequences of nucleotides flanking the modified base) for detailed spectroscopic and biochemical studies.
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U2 - 10.1093/carcin/11.9.1667
DO - 10.1093/carcin/11.9.1667
M3 - Article
C2 - 2119261
AN - SCOPUS:0025007401
VL - 11
SP - 1667
EP - 1672
JO - Carcinogenesis
JF - Carcinogenesis
SN - 0143-3334
IS - 9
ER -