Toward an understanding of the role of DNA adduct conformation in defining mutagenic mechanism based on studies of the major adduct (formed at N(2)-dG) of the potent environmental carcinogen, benzo[a]pyrene (Q33933749)

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English	Toward an understanding of the role of DNA adduct conformation in defining mutagenic mechanism based on studies of the major adduct (formed at N(2)-dG) of the potent environmental carcinogen, benzo[a]pyrene	scientific article

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scholarly article

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Europe PubMed Central

30 July 2017

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Europe PubMed Central

Toward an understanding of the role of DNA adduct conformation in defining mutagenic mechanism based on studies of the major adduct (formed at N(2)-dG) of the potent environmental carcinogen, benzo[a]pyrene (English)

1 reference

Europe PubMed Central

30 July 2017

author name string

Kozack R

1

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Europe PubMed Central

30 July 2017

Seo KY

2

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Europe PubMed Central

30 July 2017

Jelinsky SA

3

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Europe PubMed Central

30 July 2017

Loechler EL

4

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Europe PubMed Central

30 July 2017

language of work or name

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publication date

1 May 2000

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Europe PubMed Central

30 July 2017

Mutation Research

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Europe PubMed Central

30 July 2017

450

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Europe PubMed Central

30 July 2017

41-59

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Europe PubMed Central

30 July 2017

1-2

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Europe PubMed Central

30 July 2017

p53 mutations in human cancers

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Carcinogens leave fingerprints

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IARC Database of p53 gene mutations in human tumors and cell lines: updated compilation, revised formats and new visualisation tools

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Mutations of the APC (adenomatous polyposis coli) gene

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A role for sunlight in skin cancer: UV-induced p53 mutations in squamous cell carcinoma

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Can we predict solar ultraviolet radiation as the causal event in human tumours by analysing the mutation spectra of the p53 gene?

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The specificity of p53 mutation spectra in sunlight induced human cancers.

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Recent aflatoxin exposure and mutation at codon 249 of the human p53 gene: lack of association.

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p53 mutations in lung cancers from non-smoking atomic-bomb survivors

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Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53.

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Slow repair of bulky DNA adducts along the nontranscribed strand of the human p53 gene may explain the strand bias of transversion mutations in cancers.

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Environmental carcinogens that may be involved in human breast cancer etiology

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The changing cigarette, 1950-1995.

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Detection of carcinogens as mutagens in the Salmonella/microsome test: assay of 300 chemicals

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Mutational specificity in bacteria

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Mutational specificity of the (+)-anti-diol epoxide of benzo[a]pyrene in a supF gene of an Escherichia coli plasmid: DNA sequence context influences hotspots, mutagenic specificity and the extent of SOS enhancement of mutagenesis.

1 reference

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Mutagenesis by the (+)-anti-diol epoxide of benzo[a]pyrene: what controls mutagenic specificity?

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An Escherichia coli plasmid-based, mutational system in which supF mutants are selectable: insertion elements dominate the spontaneous spectra

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7 January 2021

Mutagenesis by (+)-anti-B[a]P-N2-Gua, the major adduct of activated benzo[a]pyrene, when studied in an Escherichia coli plasmid using site-directed methods.

1 reference

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7 January 2021

AP sites are not significantly involved in mutagenesis by the (+)-anti diol epoxide of benzo[a]pyrene: the complexity of its mutagenic specificity is likely to arise from adduct conformational polymorphism.

1 reference

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7 January 2021

Are base substitution and frameshift mutagenesis pathways interrelated? An analysis based upon studies of the frequencies and specificities of mutations induced by the (+)-anti diol epoxide of benzo[a]pyrene

1 reference

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7 January 2021

The major, N2-Gua adduct of the (+)-anti-benzo[a]pyrene diol epoxide can be unstable in double-stranded DNA.

1 reference

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7 January 2021

How are potent bulky carcinogens able to induce such a diverse array of mutations?

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The major, N2-Gua adduct of the (+)-anti-benzo[a]pyrene diol epoxide is capable of inducing G-->A and G-->C, in addition to G-->T, mutations.

1 reference

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7 January 2021

Sequence specific mutagenesis of the major (+)-anti-benzo[a]pyrene diol epoxide-DNA adduct at a mutational hot spot in vitro and in Escherichia coli cells.

1 reference

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7 January 2021

The major, N2-dG adduct of (+)-anti-B[a]PDE shows a dramatically different mutagenic specificity (predominantly, G --> A) in a 5'-CGT-3' sequence context.

1 reference

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How stereochemistry affects mutagenesis by N2-deoxyguanosine adducts of 7,8-dihydroxy-9,10-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene: configuration of the adduct bond is more important than those of the hydroxyl groups

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The major, N2-dG adduct of (+)-anti-B[a]PDE induces G-->A mutations in a 5'-AGA-3' sequence context.

1 reference

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7 January 2021

Molecular modeling of the conformational complexity of (+)-anti-B[a]PDE-adducted DNA using simulated annealing

1 reference

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7 January 2021

Molecular modeling of the major adduct of (+)-anti-B[a]PDE (N2-dG) in the eight conformations and the five DNA sequences most relevant to base substitution mutagenesis.

1 reference

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7 January 2021

A hypothesis for what conformation of the major adduct of (+)-anti-B[a]PDE (N2-dG) causes G-->T versus G-->A mutations based upon a correlation between mutagenesis and molecular modeling results.

1 reference

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7 January 2021

Fifty years of benzo(a)pyrene

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

1 reference

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7 January 2021

Induction of specific frameshift and base substitution events by benzo[a]pyrene diol epoxide in excision-repair-deficient Escherichia coli

1 reference

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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

1 reference

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Kinds and location of mutations induced by (+/-)-7 beta,8 alpha-dihydroxy-9 alpha,10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene in the coding region of the hypoxanthine (guanine) phosphoribosyltransferase gene in diploid human fibroblasts

1 reference

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DNA base changes in benzo [α]pyrene diol epoxide-induced dihydrofolate reductase mutants of Chinese hamster ovary cells

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A teratologic suppressor role for p53 in benzo[a]pyrene-treated transgenic p53-deficient mice.

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Murine squamous cell carcinoma cell lines produced by a complete carcinogenesis protocol with benzo[a]pyrene exhibit characteristic p53 mutations and the absence of H-ras and cyl 1/cyclin D1 abnormalities

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Peroxyl free radicals: potential mediators of tumor initiation and promotion

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Identification and quantitation of benzo[a]pyrene-DNA adducts formed by rat liver microsomes in vitro

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Relating aromatic hydrocarbon-induced DNA adducts and c-H-ras mutations in mouse skin papillomas: the role of apurinic sites

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Expanded analysis of benzo[a]pyrene-DNA adducts formed in vitro and in mouse skin: their significance in tumor initiation.

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7 January 2021

Determination of benzo[a]pyrene- and 7,12-dimethylbenz[a]anthracene-DNA adducts formed in rat mammary glands

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Cytotoxicity and mutagenicity of polycyclic aromatic hydrocarbon ortho-quinones produced by dihydrodiol dehydrogenase

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Molecular analysis of O6-substituted guanine-induced mutagenesis of ras oncogenes

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Fidelity of translesional synthesis past benzo[a]pyrene diol epoxide-2'-deoxyguanosine DNA adducts: marked effects of host cell, sequence context, and chirality

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7 January 2021

Sequence context profoundly influences the mutagenic potency of trans-opened benzo[a]pyrene 7,8-diol 9,10-epoxide-purine nucleoside adducts in site-specific mutation studies

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7 January 2021

In vivo and in vitro replication consequences of stereoisomeric benzo[a]pyrene-7,8-dihydrodiol 9,10-epoxide adducts on adenine N6 at the second position of N-ras codon 61.

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Nuclear magnetic resonance solution structures of covalent aromatic amine-DNA adducts and their mutagenic relevance

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NMR solution structures of stereoisometric covalent polycyclic aromatic carcinogen-DNA adduct: principles, patterns, and diversity

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Solution conformation of the major adduct between the carcinogen (+)-anti-benzo[a]pyrene diol epoxide and DNA

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Influence of benzo[a]pyrene diol epoxide chirality on solution conformations of DNA covalent adducts: the (-)-trans-anti-[BP]G.C adduct structure and comparison with the (+)-trans-anti-[BP]G.C enantiomer

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Solution conformation of the (+)-cis-anti-[BP]dG adduct in a DNA duplex: intercalation of the covalently attached benzo[a]pyrenyl ring into the helix and displacement of the modified deoxyguanosine.

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Solution conformation of the (-)-cis-anti-benzo[a]pyrenyl-dG adduct opposite dC in a DNA duplex: intercalation of the covalently attached BP ring into the helix with base displacement of the modified deoxyguanosine into the major groove

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Structural alignments of (+)- and (-)-trans-anti-benzo[a]pyrene-dG adducts positioned at a DNA template-primer junction

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Structural characterization of a (+)-trans-anti-benzo[a]pyrene-DNA adduct using NMR, restrained energy minimization, and molecular dynamics

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Flanking base effects on the structural conformation of the (+)-trans-anti-benzo[a]pyrene diolepoxide adduct to N2-dG in sequence-defined oligonucleotides.

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Sequence dependence of benzo[a]pyrene diol epoxide-DNA adduct conformer distribution: a study by laser-induced fluorescence/polyacrylamide gel electrophoresis

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Multiple fluorescence lifetimes for oligonucleotides containing single, site-specific modifications at guanine and adenine corresponding to trans addition of exocyclic amino groups to (+)-(7R,8S,9S,10R)- and (+)-(7S,8R,9R,10S) -7,8-dihydroxy-9,10-ep

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Computer-generated graphic models of the N2-substituted deoxyguanosine adducts of 2-acetylaminofluorene and benzo[a]pyrene and the O6-substituted deoxyguanosine adduct of 1-naphthylamine in the DNA double helix

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Interactions of molecules with nucleic acids. X. Covalent intercalative binding of the carcinogenic BPDE I(+) to kinked DNA.

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Computer modelling studies of the covalent interactions between DNA and the enantiomers of anti-7,8-diol,9,10-epoxy-benzo[a]pyrene

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A-DNA accommodates adducts derived from diol epoxides of polycyclic aromatic hydrocarbons bound in a "side-stacking" mode

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Sequence selectivity, a test of the nature of the covalent adduct formed between benzo[a]pyrene and DNA

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Molecular mechanics and antibody binding in the structural analysis of polycyclic aromatic hydrocarbon-diol-epoxide--DNA adducts.

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23 Molecular modeling in mutagenesis and carcinogenesis

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Interactions between DNA polymerase beta and the major covalent adduct of the carcinogen (+)-anti-benzo[a]pyrene diol epoxide with DNA at a primer-template junction.

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Mutational specificity of depurination

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Mutation frequency and spectrum resulting from a single abasic site in a single-stranded vector

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Translesional synthesis on DNA templates containing a single abasic site. A mechanistic study of the "A rule".

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Influence of template strandedness on in vitro replication of mutagen-damaged DNA

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Is intercalation a critical factor in the covalent binding of mutagenic and tumorigenic polycyclic aromatic diol epoxides to DNA?

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Preferential modification of GC boxes by benzo[a]pyrene-7,8-diol-9,10-epoxide

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7 January 2021

Sequence preferences of covalent DNA binding by anti-(+)- and anti-(-)-benzo[a]pyrene diol epoxides

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High-resolution mapping of carcinogen binding sites on DNA

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DNA polymerases on the move

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Oncogene activation in chemical carcinogenesis

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10.1016/S0027-5107(00)00015-4

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Europe PubMed Central

30 July 2017

1 reference

Europe PubMed Central

30 July 2017

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