1,3-Diketone-Modified Nucleotides and DNA for Cross-Linking with Arginine-Containing Peptides and Proteins
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F21%3A00544074" target="_blank" >RIV/61388963:_____/21:00544074 - isvavai.cz</a>
Alternative codes found
RIV/00216208:11310/21:10439208
Result on the web
<a href="https://doi.org/10.1002/anie.202105126" target="_blank" >https://doi.org/10.1002/anie.202105126</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/anie.202105126" target="_blank" >10.1002/anie.202105126</a>
Alternative languages
Result language
angličtina
Original language name
1,3-Diketone-Modified Nucleotides and DNA for Cross-Linking with Arginine-Containing Peptides and Proteins
Original language description
Linear or branched 1,3-diketone-linked thymidine 5′-O-mono- and triphosphate were synthesized through CuAAC click reaction of diketone-alkynes with 5-azidomethyl-dUMP or -dUTP. The triphosphates were good substrates for KOD XL DNA polymerase in primer extension synthesis of modified DNA. The nucleotide bearing linear 3,5-dioxohexyl group (HDO) efficiently reacted with arginine-containing peptides to form stable pyrimidine-linked conjugates, whereas the branched 2-acetyl-3-oxo-butyl (PDO) group was not reactive. Reaction with Lys or a terminal amino group formed enamine adducts that were prone to hydrolysis. This reactive HDO modification in DNA was used for bioconjugations and cross-linking with Arg-containing peptides or proteins (e.g. histones).
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
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Angewandte Chemie - International Edition
ISSN
1433-7851
e-ISSN
1521-3773
Volume of the periodical
60
Issue of the periodical within the volume
32
Country of publishing house
DE - GERMANY
Number of pages
5
Pages from-to
17383-17387
UT code for WoS article
000669114800001
EID of the result in the Scopus database
2-s2.0-85109000031