Vicinal Diol-Tethered Nucleobases as Targets for DNA Redox Labeling with Osmate Complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F20%3A00120577" target="_blank" >RIV/00216224:14740/20:00120577 - isvavai.cz</a>
Alternative codes found
RIV/68081707:_____/20:00520341 RIV/61388963:_____/20:00520341 RIV/00216208:11310/20:10396912
Result on the web
<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.201900388" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cbic.201900388</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/cbic.201900388" target="_blank" >10.1002/cbic.201900388</a>
Alternative languages
Result language
angličtina
Original language name
Vicinal Diol-Tethered Nucleobases as Targets for DNA Redox Labeling with Osmate Complexes
Original language description
Six-valent osmium (osmate) complexes with nitrogenous ligands have previously been used for the modification and redox labeling of biomolecules involving vicinal diol moieties (typically, saccharides or RNA). In this work, aliphatic (3,4-dihydroxybutyl and 3,4-dihydroxybut-1-ynyl) or cyclic (6-oxo-6-(cis-3,4-dihydroxypyrrolidin-1-yl)hex-2-yn-1-yl, PDI) vicinal diols are attached to nucleobases to functionalize DNA for subsequent redox labeling with osmium(VI) complexes. The diol-linked 2 '-deoxyribonucleoside triphosphates were used for the polymerase synthesis of diol-linked DNA, which, upon treatment with K2OsO3 and bidentate nitrogen ligands, gave the desired Os-labeled DNA, which were characterized by means of the gel-shift assay and ESI-MS. Through ex situ square-wave voltammetry at a basal plane pyrolytic graphite electrode, the efficiency of modification/labeling of individual diols was evaluated. The results show that the cyclic cis-diol (PDI) was a better target for osmylation than that of the flexible aliphatic ones (alkyl- or alkynyl-linked). The osmate adduct-specific voltammetric signal obtained for Os-VI-treated DNA decorated with PDI showed good proportionality to the number of PDI per DNA molecule. The Os-VI reagents (unlike OsO4) do not attack nucleobases; thus offering specificity of modification on the introduced glycol targets.
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
10608 - Biochemistry and molecular biology
Result continuities
Project
—
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chembiochem
ISSN
1439-4227
e-ISSN
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Volume of the periodical
21
Issue of the periodical within the volume
1-2
Country of publishing house
DE - GERMANY
Number of pages
10
Pages from-to
171-180
UT code for WoS article
000481172600001
EID of the result in the Scopus database
2-s2.0-85070713153