Protected 2 '-deoxyribonucleoside triphosphate building blocks for the photocaging of epigenetic 5-(hydroxymethyl)cytosine in DNA

0492199 - ÚOCHB 2019 RIV GB eng J - Journal Article
Boháčová, Soňa - Vaníková, Zuzana - Poštová Slavětínská, Lenka - Hocek, Michal
Protected 2 '-deoxyribonucleoside triphosphate building blocks for the photocaging of epigenetic 5-(hydroxymethyl)cytosine in DNA.
Organic & Biomolecular Chemistry. Roč. 16, č. 30 (2018), s. 5427-5432. ISSN 1477-0520. E-ISSN 1477-0539
R&D Projects: GA ČR(CZ) GA17-03419S
Grant - others:AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institutional support: RVO:61388963
Keywords : nucleic acid modifications * restriction endonucleases * gene expression
OECD category: Organic chemistry
Impact factor: 3.490, year: 2018
http://pubs.rsc.org/en/content/articlehtml/2018/ob/c8ob01106k

2'-Deoxyribonucleoside triphosphates (dNTPs) containing 5-(hydroxymethyl)cytosine (5hmC) protected with photocleavable groups (2-nitrobenzyl or 6-nitropiperonyl) were prepared and studied as substrates for the enzymatic synthesis of oligonucleotides and DNA containing a photocaged epigenetic 5hmC base. DNA probes containing photocaged or free 5hmC in the recognition sequence of restriction endonucleases were prepared and used for the study of the photorelease of caged DNA by UV or visible light at different wavelengths. The nitrobenzyl-protected dNTP was a slightly better substrate for DNA polymerases in primer extension or PCR, whereas the nitropiperonyl-protected nucleotide underwent slightly faster photorelease at 400 nm. However, both photocaged building blocks can be used in polymerase synthesis and the photorelease of 5hmC in DNA.
Permanent Link: http://hdl.handle.net/11104/0285744