Literature DB >> 630642

The reaction of trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene with DNA involves attack at the N7-position of guanine moieties.

M R Osborne, R G Harvey, P Brookes.   

Abstract

The reaction of trans-7,8-dihydroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene (anti-BPDE) with DNA prelabelled with [14C] and [3H]-purine precursors has indicated that in addition to the N2-position of guanine previously reported [10--12] reaction also involves the N7-position of guanine. The hydrocarbon-N7-guanine product was not detected earlier because it is lost from the DNA very readily at pH 7. The same N7-product was obtained by reaction of anti-BPDE with guanine in dimethylformamide.

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Year:  1978        PMID： 630642     DOI： 10.1016/0009-2797(78)90087-x

Source DB:  PubMed          Journal:  Chem Biol Interact        ISSN： 0009-2797            Impact factor:   5.192


  10 in total

1.  Label-free detection of missense mutations and methylation differences in the p53 gene using optically diffracting hydrogels.

Authors:  Kelsey I MacConaghy; Duncan M Chadly; Mark P Stoykovich; Joel L Kaar
Journal:  Analyst       Date:  2015-09-21       Impact factor: 4.616

2.  Kinds of mutations formed when a shuttle vector containing adducts of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9, 10-tetrahydrobenzo[a]pyrene replicates in human cells.

Authors:  J L Yang; V M Maher; J J McCormick
Journal:  Proc Natl Acad Sci U S A       Date:  1987-06       Impact factor: 11.205

Review 3.  Nucleic acid adducts of chemical carcinogens and mutagens.

Authors:  K Hemminki
Journal:  Arch Toxicol       Date:  1983-04       Impact factor: 5.153

4.  Carcinogenic epoxides of benzo[a]pyrene and cyclopenta[cd]pyrene induce base substitutions via specific transversions.

Authors:  E Eisenstadt; A J Warren; J Porter; D Atkins; J H Miller
Journal:  Proc Natl Acad Sci U S A       Date:  1982-03       Impact factor: 11.205

5.  Hydrolysis of benzo[a]pyrene diol epoxide and its covalent binding to DNA proceed through similar rate-determining steps.

Authors:  T Meehan; D M Bond
Journal:  Proc Natl Acad Sci U S A       Date:  1984-05       Impact factor: 11.205

6.  In vitro evaluation of baseline and induced DNA damage in human sperm exposed to benzo[a]pyrene or its metabolite benzo[a]pyrene-7,8-diol-9,10-epoxide, using the comet assay.

Authors:  V Sipinen; J Laubenthal; A Baumgartner; E Cemeli; J O Linschooten; R W L Godschalk; F J Van Schooten; D Anderson; G Brunborg
Journal:  Mutagenesis       Date:  2010-05-20       Impact factor: 3.000

7.  Dose-dependent differences in the profile of mutations induced by an ultimate carcinogen from benzo[a]pyrene.

Authors:  S J Wei; R L Chang; C Q Wong; N Bhachech; X X Cui; E Hennig; H Yagi; J M Sayer; D M Jerina; B D Preston
Journal:  Proc Natl Acad Sci U S A       Date:  1991-12-15       Impact factor: 11.205

8.  Error-free excision of the cytotoxic,mutagenic N2-deoxyguanosine DNA adduct formed in human fibroblasts by (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

Authors:  L L Yang; V M Maher; J J McCormick
Journal:  Proc Natl Acad Sci U S A       Date:  1980-10       Impact factor: 11.205

9.  Strain uses gap junctions to reverse stimulation of osteoblast proliferation by osteocytes.

Authors:  Rosemary F L Suswillo; Behzad Javaheri; Simon C F Rawlinson; Gary P Dowthwaite; Lance E Lanyon; Andrew A Pitsillides
Journal:  Cell Biochem Funct       Date:  2017-01       Impact factor: 3.685

10.  Formation and persistence of benzo(a)pyrene metabolite-DNA adducts.

Authors:  S J Stowers; M W Anderson
Journal:  Environ Health Perspect       Date:  1985-10       Impact factor: 9.031
  10 in total

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