Identification of new DNA adducts of phenylnitrenium
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43899857" target="_blank" >RIV/60461373:22310/15:43899857 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/acs.chemrestox.5b00120" target="_blank" >http://dx.doi.org/10.1021/acs.chemrestox.5b00120</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.chemrestox.5b00120" target="_blank" >10.1021/acs.chemrestox.5b00120</a>
Alternative languages
Result language
angličtina
Original language name
Identification of new DNA adducts of phenylnitrenium
Original language description
Phenylnitrenium ion (PhNH+) may bind to nucleophiles through nitrogen as well as through C2 or C4 carbons. However, only adducts of the former type have been hitherto reported after its reaction with purine nucleosides. In this study, reactions of N-acetoxyaniline (PhNHOAc), a precursor to PhNH+, with 2'-deoxyadenosine (dA), 2'-deoxyguanosine (dG), and with DNA in vitro at physiological conditions are described. The reaction of PhNHOAc with dA followed by a hydrolytic deribosylation afforded 8-phenylaminoadenine (C8-PhNHA) together with a smaller amount of N-6-(4-aminophenyl)adenine (N-6-4APA). A similar reaction with dG afforded 8-phenylaminoguanine (C8-PhNHG) together with traces of 7-(4-aminophenyl)guanine (N7-4APG). The same adducts were found alsoin the DNA treated with PhNHOAc, and all of them were identified by comparison of their HPLC retention times and MSMS spectra with a set of synthesized authentic adenine adducts at C2, C8, N7, and N-6 positions and guanine adducts at C8,
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—
Result continuities
Project
—
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chemical Research in Toxicology
ISSN
0893-228X
e-ISSN
—
Volume of the periodical
28
Issue of the periodical within the volume
6
Country of publishing house
US - UNITED STATES
Number of pages
9
Pages from-to
1317-1325
UT code for WoS article
000356467300024
EID of the result in the Scopus database
—