Benzo[a]pyrene diol epoxide adducts in DNA are potent suppressors of a normal topoisomerase I cleavage site and powerful inducers of other topoisomerase I cleavages -- Data Supplement - Supplemental Table 1 -- Proceedings of the National Academy of Sciences

Supplementary material for Pommier et al., Proc. Natl. Acad. Sci. USA, 10.1073/pnas.040397497

Table 1.
HPLC retention times and absolute configurations of oligonucleotides
containing N²-deoxyguanosine adducts^† corresponding to cis and trans
opening of BaP DE-2

Parent diol epoxide	N ²-dG adduct	Retention time,^‡ min	Absolute configuration at C-10^§
5'-AAA AAG ACT TG*G AAA AAT TTT T-3'
(7S, 8R, 9R, 10S)-DE-2	trans	18.2	R
(7R, 8S, 9S, 10R)-DE-2	trans	19.8	S
(7R, 8S, 9S, 10R)-DE-2	cis	17.8	R
(7S, 8R, 9R, 10S)-DE-2	cis	18.8	S

^†The modified base is indicated as G*.

^‡On a Hamilton PRP-1 column (10 ´ 250 mm, 7mm) eluted at 3 ml/min with a gradient from 0 to 17.5% acetonitrile in 0.1 M (NH₄)₂CO₃, pH 7.5, over 20 min, followed by a ramp to 50% acetonitrile over the next 8 min.

^§Assignments based on CD spectra of the oligonucleotides (cis opened adducts) or of the individual N²-dG adducts after enzymatic digestion (trans opened adducts); see text.