Glucosylated 5-Hydroxymethylpyrimidines as Epigenetic DNA Bases Regulating Transcription and Restriction Cleavage

0556981 - ÚOCHB 2023 RIV DE eng J - Journal Article
Chakrapani, Aswathi - Ruiz-Larrabeiti, Olatz - Pohl, Radek - Svoboda, Martin - Krásný, Libor - Hocek, Michal
Glucosylated 5-Hydroxymethylpyrimidines as Epigenetic DNA Bases Regulating Transcription and Restriction Cleavage.
Chemistry - A European Journal. Roč. 28, č. 31 (2022), č. článku e202200911. ISSN 0947-6539. E-ISSN 1521-3765
R&D Projects: GA ČR(CZ) GX20-00885X; GA MŠMT(CZ) EF16_019/0000729; GA ČR(CZ) GA22-12023S
Institutional support: RVO:61388963 ; RVO:61388971
Keywords : epigenetics * glycosylations * nucleobases * nucleotides * transcription
OECD category: Biochemistry and molecular biology; Organic chemistry (MBU-M)
Impact factor: 4.3, year: 2022
Method of publishing: Limited access
https://doi.org/10.1002/chem.202200911

5-(beta-D-Glucopyranosylmmethyl)-2'-demuridine andcytidine 5'-O-triphosphates were prepared and used for polymerase-mediated (primer extension or PCR) synthesis of DNA containing glucosylated 5-hydroxymethyluracil (5hmU) or 5-hydroxymethyluracil (5hmC). The presence of any glucosylated pyrimidines fully protected DNA from cleavage by type II restriction endonucleases. On the other hand, while the presence of glucosylated 5hmU completely inhibited transcription by bacterial (Escherichia coli) RNA polymerase, the DNA containing the corresponding glucosylated 5hmC allowed a similar level of transcription as natural DNA. This suggests different roles of these hypermodified bases in the epigenetic regulation of transcription in bacteriophages or kinetoplastid parasites. Consequently, enzymatic glucosylation of 5hmC-containing DNA can be used for tuning of transcription activity.
Permanent Link: http://hdl.handle.net/11104/0331105