0587089 - ÚOCHB 2025 RIV DE eng J - Journal Article
Krömer, Matouš - Poštová Slavětínská, Lenka - Hocek, Michal
Glyco-DNA: Enzymatic Synthesis of Base-modified and Hypermodified DNA Displaying up to Four Different Monosaccharide Units in the Major Groove.
Chemistry - A European Journal. Roč. 30, č. 48 (2024), č. článku e202402318. ISSN 0947-6539. E-ISSN 1521-3765
R&D Projects: GA ČR(CZ) GX20-00885X
Institutional support: RVO:61388963
Keywords : DNA synthesis * nucleotides * carbohydrates * lectins * glycopolymers
OECD category: Organic chemistry
Impact factor: 3.9, year: 2023 ; AIS: 0.89, rok: 2023
Method of publishing: Open access
Result website:
https://doi.org/10.1002/chem.202402318DOI: https://doi.org/10.1002/chem.202402318

A portfolio of six modified 2'-deoxyribonucleoside triphosphate (dNTP) derivatives derived from 5-substituted pyrimidine or 7- substituted 7-deazapurine bearing different carbohydrate units (D-glucose, D-galactose, D-mannose, L-fucose, sialic acid and N-Ac-Dgalactosamine) tethered through propargyl-glycoside linker was designed and synthesized via the Sonogashira reactions of halogenated dNTPs with the corresponding propargyl-glycosides. The nucleotides were found to be good substrates for DNA polymerases in enzymatic primer extension and PCR synthesis of modified and hypermodified DNA displaying up to four different sugars. Proof of concept binding study of sugar-modified oligonucleotides with concanavalin A showed positive effect of avidity and sugar units count.
Permanent Link: https://hdl.handle.net/11104/0354386