High Fidelity Enzyme-Free Primer Extension with an Ethynylpyridone Thymidine Analog.

Autor: Han J; Institut für Organische Chemie, Universität Stuttgart, 70569, Stuttgart, Germany., Kervio E; Institut für Organische Chemie, Universität Stuttgart, 70569, Stuttgart, Germany., Richert C; Institut für Organische Chemie, Universität Stuttgart, 70569, Stuttgart, Germany.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2021 Nov 17; Vol. 27 (64), pp. 15918-15921. Date of Electronic Publication: 2021 Oct 08.
DOI: 10.1002/chem.202102996
Abstrakt: High fidelity base pairing is important for the transmission of genetic information. Weak base pairs can lower fidelity, complicating sequencing, amplification and replication of DNA. Thymidine 5'-monophosphate (TMP) is the most weakly pairing nucleotide among the canonical deoxynucleotides, causing high errors rates in enzyme-free primer extension. Here we report the synthesis of an ethynylpyridone C-nucleoside analog of 3'-amino-2',3'-dideoxythymidine monophosphate and its incorporation in a growing strand by enzyme-free primer extension. The ethynylpyridone C-nucleotide accelerates extension more than five-fold, reduces misincorporation and readily displaces TMP in competition experiments. The results bode well for the use of the C-nucleoside as replacements for thymidine in practical applications.
(© 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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