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- W2136300200 abstract "Abstract The abilities of N -acetoxy-2-acetylaminofluorene and a series of hydrocarbon epoxides to cause the unwinding of supercoiled SV40 DNA by covalent binding were measured by incubating the DNA with the compound at pH 7.4 at 37° and then determining the superthelicity of the modified DNA by gel electrophoresis. The concentrations of the electrophiles required to unwind fully the supercolled DNA ranged from 0.023 to >3 mm in this ascending order: (±)-7β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10-tetrahydrobenzo( a )pyrene, 1-pyrenyloxirane, 9-methyl-10-anthryloxirane, 6-chrysenyloxirane, 9-anthryloxirane, N -acetoxy-2-acetylaminofluorene, 9-phenanthryloxirane, 7-benzanthryloxirane, 2-naphthyloxirane, and styrene oxide (phenyloxirane). The frame-shift mutagenicities of these compounds toward Saimonella typhimurium TA98 ranged from 540 to 0.001 revertants/nmol and were well correlated with their abilities to cause DNA unwinding (Kendall9s coefficient of rank correlation, t = 0.847, p S. typhimurium TA100 did not correlate as well with their activities in the DNA-unwinding assay ( t = 0.548, p N -acetoxy-2-[ 3 H]acetylaminofluorene and (±)-[7- 14 C]-7β,8α-dihydroxy-9α, 10α-epoxy-7,8,9,10-tetrahydrobenzo( a )pyrene indicated that complete unwinding of the supercoiled DNA required binding of about 0.05 hydrocarbon residue/nucleotide. These values are similar to those obtained for the noncovalently bound intercalating agent ethidium bromide. The changes in superhelicity of the SV40 DNA on treatment with these two electrophiles were confirmed by electron microscopy; no denaturation of the modified DNA was observed. These data suggest a model of covalent intercalative binding for the interaction of these compounds with DNA." @default.
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- W2136300200 date "1978-10-01" @default.
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- W2136300200 title "Covalent intercalative binding to DNA in relation to the mutagenicity of hydrocarbon epoxides and N-acetoxy-2-acetylaminofluorene." @default.
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