Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F18%3A10374846" target="_blank" >RIV/00216208:11310/18:10374846 - isvavai.cz</a>
Alternative codes found
RIV/68081707:_____/18:00488410 RIV/61388963:_____/18:00488410 RIV/00216224:14740/18:00104757
Result on the web
<a href="https://doi.org/10.1002/elan.201700702" target="_blank" >https://doi.org/10.1002/elan.201700702</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/elan.201700702" target="_blank" >10.1002/elan.201700702</a>
Alternative languages
Result language
angličtina
Original language name
Butylacrylate-nucleobase Conjugates as Targets for Two-step Redox Labeling of DNA with an Osmium Tetroxide Complex
Original language description
Modification of nucleic acids with osmium tetroxide reagents (Os,L, such as OsO4,2,2-bipyridine, Os,bpy) has been applied in redox DNA labeling, in probing DNA structure as well as in studies of DNA interactions with other molecules. In natural DNA, primarily thymine residues form adducts with the Os,bpy in a structure selective manner. In this paper we introduce a new two-step technique of DNA modification with the electroactive Os,bpy, consisting in enzymatic construction of DNA bearing butyl acrylate (BA) moieties attached to uracil at C5 or to 7-deaza adenine at C7, followed by chemical modification of a reactive C=C double bond in the acrylate residue. We demonstrate a facile modification of the BA conjugates in both single- and double-stranded (ds) DNA under conditions when modification within the nucleobase rings in ds DNA is hindered. Various DNA-Os,bpy adducts can easily be analyzed electrochemically and distinguished by different redox potentials. The two-step procedure appears to be applicable in osmium redox labelling of ds DNA.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Electroanalysis
ISSN
1040-0397
e-ISSN
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Volume of the periodical
30
Issue of the periodical within the volume
2
Country of publishing house
DE - GERMANY
Number of pages
7
Pages from-to
371-377
UT code for WoS article
000424874800024
EID of the result in the Scopus database
2-s2.0-85039037844