5 results match your criteria: "University of Minnesota Cancer Center and Department of Medicinal Chemistry[Affiliation]"

Acetaldehyde (AA) is the major metabolite of ethanol and may be responsible for an increased gastrointestinal cancer risk associated with alcohol beverage consumption. Furthermore, AA is one of the most abundant carcinogens in tobacco smoke and induces tumors of the respiratory tract in laboratory animals. AA binding to DNA induces Schiff base adducts at the exocyclic amino group of dG, N2-ethylidene-dG, which are reversible on the nucleoside level but can be stabilized by reduction to N2-ethyl-dG.

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Article Synopsis
  • DNA-DNA cross-linking by 1,2,3,4-diepoxybutane (DEB) leads to the formation of harmful DNA lesions, initiating its cytotoxic and genotoxic effects.
  • Researchers identified a new bifunctional DNA lesion called N1HX-N7G-BD, created when DEB interacts with guanine and adenine, and developed a standard for further analysis.
  • The presence of N1HX-N7G-BD in DEB-treated DNA was confirmed through various analytical techniques, suggesting it could contribute to mutations even though it is less common than other types of DNA damage.
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1,2,3,4-Diepoxybutane (DEB) is a key carcinogenic metabolite of the important industrial chemical 1,3-butadiene. DEB is a bifunctional alkylating agent capable of reacting with DNA and proteins. Initial DNA alkylation by DEB produces N7-(2'-hydroxy-3',4'-epoxybut-1'-yl)-guanine monoadducts, which can react with another nucleophilic site to form cross-linked adducts.

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1,2,3,4-Diepoxybutane (DEB) is a bifunctional alkylating agent that exhibits both cytotoxic and promutagenic properties. DEB is the ultimate carcinogenic species of the major industrial chemical 1,3-butadiene (BD), as well as the active form of the antitumor prodrug treosulfan. DEB is tumorigenic in laboratory animals and is capable of inducing a variety of genotoxic outcomes, including point mutations, large deletions, and chromosomal aberrations.

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The location of carcinogen-modified nucleobases (DNA adducts) within DNA sequences is a critical factor affecting their promutagenic properties and persistence in DNA. We now report the use of controlled exonuclease digestion followed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) to directly map modified nucleobases within DNA. The DNA sequence is determined by mass spectral analysis of the DNA ladders produced by sequential removal of nucleotides with either 5'-->3' or 3'-->5' exonuclease.

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