2University of Bern (Hochschulstrasse 4, 3012 Bern, Switzerland - Switzerland)
Abstract : The incorporation of nucleotides equipped with C-glycosidic aromatic nucleobases into DNA and RNA is an alluring strategy for a number of practical applications including fluorescent labelling of oligonucleotides, expansion of the genetic alphabet for the generation of aptamers and semi-synthetic organisms, or the modulation of excess electron transfer within DNA. However, the generation of C-nucleoside containing oligonucleotides relies mainly on solid-phase synthesis which is quite labor intensive and restricted to short sequences. Here, we explore the possibility of constructing biphenyl-modified DNA sequences using enzymatic synthesis. The presence of multiple biphenyl-units or biphenyl residues modified with electron donors and acceptors permits the incorporation of a single dBphMP nucleotide. Moreover, templates with multiple abasic sites enable the incorporation of up to two dBphMP nucleotides, while TdT-mediated tailing reactions produce single-stranded DNA oligonucleotides with four biphenyl residues appended at the 3'-end.
https://hal-pasteur.archives-ouvertes.fr/pasteur-02625707
Contributor : Marcel Hollenstein <>
Submitted on : Monday, July 6, 2020 - 11:38:54 AM Last modification on : Wednesday, July 15, 2020 - 12:57:58 PM Long-term archiving on: : Friday, September 25, 2020 - 1:34:54 PM