84283-08-9Relevant academic research and scientific papers
Synthesis of DNA strands site-specifically damaged by C8-arylamine purine adducts and effects on various DNA polymerases
Boege, Nicolas,Jacobsen, Maike I.,Szombati, Zita,Baerns, Sabrina,Di Pasquale, Francesca,Marx, Andreas,Meier, Chris
experimental part, p. 11194 - 11208 (2009/11/30)
C8-Arylamine-dG and C8-arylamine-dA adducts have been prepared using palladium cross-coupling chemistry. These adducts were subsequently converted into the corresponding 5′-O-DMTr-C8-arylamine-3′-O-phosphoramidites and then used for the automated synthesi
Synthesis of DNA-oligonucleotides damaged by arylamine-modified 2′-deoxyguanosine
Boege,Szombati,Meier
, p. 705 - 708 (2008/09/17)
C8-Arylamine-dG adducts bearing a labile N-formamidine group at the exocyclic amino function were converted into their corresponding 5′-O-DMTr-3′-O-phosphoramidite-C8-arylamine-dG derivatives. These compounds were used for the automated synthesis of site-
Quantification of N-(deoxyguanosin-8-yl)-4-aminobiphenyl adducts in human lymphoblastoid TK6 cells dosed with N-hydroxy-4-acetylaminobiphenyl and their relationship to mutation, toxicity, and gene expression profiling
Ricicki, Elaine M.,Luo, Wen,Fan, Wenhong,Zhao, Lue Ping,Zarbl, Helmut,Vouros, Paul
, p. 6422 - 6432 (2007/10/03)
Gene expression profiles that are anchored to phenotypic endpoints may lead to the identification of signatures that predict mutagenicity or carcinogenicity. The study presented here describes the analysis of DNA adducts in the human TK6 lymphoblastoid ce
Site-specific synthesis and properties of oligonucleotides containing C8-deoxyguanosine adducts of the dietary mutagen IQ
Elmquist, C. Eric,Stover, James S.,Wang, Zhiwei,Rizzo, Carmelo J.
, p. 11189 - 11201 (2007/10/03)
The site-specific synthesis of oligonucleotides containing the C8-deoxyguanosine adduct of the highly mutagenic heterocyclic amine 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) has been achieved, and the oligonucleotides were characterized by UV melting te
A practical approach for the chemical synthesis of 2′-deoxyguanosine-C8 adducts with mutagenic/carcinogenic amino- or nitro-arenes
Takamura-Enya, Takeji,Ishikawa, Satoko,Mochizuki, Masataka,Wakabayashi, Keiji
, p. 5969 - 5973 (2007/10/03)
Synthetic methods for the preparation of 2′-deoxyguanosine-C8 (dG-C8) adducts with several mutagenic and carcinogenic amino- or nitro-arenes were developed using the palladium-mediated cross-coupling reaction of protected 8-amino-dG with bromoarenes in ar
Synthesis and characterization of nucleoside derivatives, N-(benzoyl)-N-(deoxyguanosin-8-yl)-4-aminobiphenyl and N-(2′-deoxyguanosin-8-yl)-4-aminobiphenyl via α-phenyl-N-(4-biphenyl)nitrone
Mallesha,Ravi Kumar,Rangappa
, p. 385 - 392 (2007/10/03)
Lead tetraacetate (LTA) oxidation of α-Phenyl-N-(4-biphenyl)nitrone (8) to give a new ultimate carcinogen, N-acetoxy-N-benzoyl-4-aminobiphenyl (9) which was reacted with deoxyguanosine (dG) at pH 6.9 to give nucleoside derivative, N-(benzoyl)-N-(deoxyguan
Reactivity of the 4-biphenylyl and 2-fluorenylnitrenium ions with heterocyclic and carbon nucleophiles
McClelland, Robert A.,Kahley, Mary Jo,Adriaan Davidse
, p. 355 - 360 (2007/10/03)
The carcinogens 4-aminobiphenyl, 2-aminofluorene and their N-acetyl derivatives form DNA adducts in vivo with the aryl nitrogen attached at C-8 of guanine. These adducts are proposed to arise through the reaction with the DNA base of a nitrenium ion obtai
