A New 1,5-Disubstituted Triazole DNA Backbone Mimic with Enhanced Polymerase Compatibility
| Autor: | Lapatrada Taemaitree, Aman Modi, Agnes E. S. Tyburn, Tom Brown, Afaf H. El-Sagheer, Przemyslaw Wanat, Ewa Wȩgrzyn, Diallo Traoré, Arun Shivalingam, Ysobel R Baker, Sven Epple |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Phosphoramidite
biology DNA polymerase Oligonucleotide Molecular Mimicry Triazole Rational design General Chemistry DNA DNA-Directed DNA Polymerase Triazoles Biochemistry Combinatorial chemistry Article Catalysis chemistry.chemical_compound Colloid and Surface Chemistry chemistry Phosphodiester bond biology.protein Polymerase Dinucleoside Phosphates |
| Zdroj: | Journal of the American Chemical Society |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | Triazole linkages (TLs) are mimics of the phosphodiester bond in oligonucleotides with applications in synthetic biology and biotechnology. Here we report the RuAAC-catalyzed synthesis of a novel 1,5-disubstituted triazole (TL2) dinucleoside phosphoramidite as well as its incorporation into oligonucleotides and compare its DNA polymerase replication competency with other TL analogues. We demonstrate that TL2 has superior replication kinetics to these analogues and is accurately replicated by polymerases. Derived structure-biocompatibility relationships show that linker length and the orientation of a hydrogen bond acceptor are critical and provide further guidance for the rational design of artificial biocompatible nucleic acid backbones. |
| Databáze: | OpenAIRE |
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