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).
- Klíčová slova
- DNA polymerases, bioconjugations, cross-linking reactions, nucleotides, proteins,
- MeSH
- arginin chemie MeSH
- DNA chemická syntéza chemie MeSH
- histony chemie MeSH
- ketony chemická syntéza chemie MeSH
- nádorový supresorový protein p53 chemie MeSH
- peptidy chemie MeSH
- proteiny chemie MeSH
- reagencia zkříženě vázaná chemická syntéza chemie MeSH
- sérový albumin hovězí chemie MeSH
- skot MeSH
- thiminnukleotidy chemická syntéza chemie MeSH
- zvířata MeSH
- Check Tag
- skot MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- arginin MeSH
- DNA MeSH
- histony MeSH
- ketony MeSH
- nádorový supresorový protein p53 MeSH
- peptidy MeSH
- proteiny MeSH
- reagencia zkříženě vázaná MeSH
- sérový albumin hovězí MeSH
- thiminnukleotidy MeSH
Ten DNA fragments containing self-complementary alternating sequences of adenine and thymine differing in length and the starting nucleotide were studied by c.d. spectroscopy. It was found that d(TATATATA) but not d(ATATATAT), d(TATATA), d(CTATATAG) or (dT-dA)20 isomerized into the unusual X-DNA double helix at molar concentrations of CsF in solution. But in contrast to poly(dA-dT), the octamer (dT-dA)4, isomerized very slowly, at relatively low CsF concentrations and the isomerization was strongly dependent on the octamer concentration. A model is proposed to account for the observed properties of the B-to-X isomerization on the oligomer level.
- MeSH
- adeninnukleotidy chemie MeSH
- cesium chemie MeSH
- cirkulární dichroismus MeSH
- DNA chemie MeSH
- fluoridy * MeSH
- isomerie MeSH
- konformace nukleové kyseliny MeSH
- makromolekulární látky MeSH
- molekulární modely MeSH
- molekulární sekvence - údaje MeSH
- oligonukleotidy chemie MeSH
- polynukleotidy chemie MeSH
- sekvence nukleotidů MeSH
- spektrofotometrie ultrafialová MeSH
- thiminnukleotidy chemie MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- adeninnukleotidy MeSH
- cesium fluoride MeSH Prohlížeč
- cesium MeSH
- DNA MeSH
- fluoridy * MeSH
- makromolekulární látky MeSH
- oligonukleotidy MeSH
- polynukleotidy MeSH
- thiminnukleotidy MeSH
