Synthesis of N6-dA Damaged DNAs to Probe the Replication Ability of Human Translesion Polymerases

Synthesis of N6-dA Damaged DNAs to Probe the Replication Ability of Human Translesion Polymerases

The DNA adducts formed by the alkenylbenzene natural products, safrole (SF) and methyleugenol (MEG) are primarily attributed to their reported carcinogenic properties. Herein, we report a concise strategy to access N6-Ac-SF/MEG-dA phosphoramidites, which were selectively incorporated into DNA oligon...

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Veröffentlicht in:Journal of organic chemistry 2025-01
Hauptverfasser: Bagale, Siddharam Shivappa, Deshmukh, Priyanka U, Mandal, Soumyadeep, Malvi, Harshada, Kondabagil, Kiran, Pradeepkumar, P I
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container_title Journal of organic chemistry
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creator Bagale, Siddharam Shivappa
Deshmukh, Priyanka U
Mandal, Soumyadeep
Malvi, Harshada
Kondabagil, Kiran
Pradeepkumar, P I
description The DNA adducts formed by the alkenylbenzene natural products, safrole (SF) and methyleugenol (MEG) are primarily attributed to their reported carcinogenic properties. Herein, we report a concise strategy to access N6-Ac-SF/MEG-dA phosphoramidites, which were selectively incorporated into DNA oligonucleotides by solid-phase DNA synthesis. The replication studies using human polymerases hpolκ and hpolη showed that both polymerases replicate these adducts error-free, which indicates that these polymerases do not contribute to the adduct-induced mutagenicity.The DNA adducts formed by the alkenylbenzene natural products, safrole (SF) and methyleugenol (MEG) are primarily attributed to their reported carcinogenic properties. Herein, we report a concise strategy to access N6-Ac-SF/MEG-dA phosphoramidites, which were selectively incorporated into DNA oligonucleotides by solid-phase DNA synthesis. The replication studies using human polymerases hpolκ and hpolη showed that both polymerases replicate these adducts error-free, which indicates that these polymerases do not contribute to the adduct-induced mutagenicity.
doi_str_mv 10.1021/acs.joc.4c01683
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