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Methylated Nucleobases: Synthesis and Evaluation for Base Pairing In Vitro and In Vivo.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Jabgunde, Amit M. Jaziri, Faten Bande, Omprakash Froeyen, Matheus Abramov, Mikhail Nguyen, Hoai Schepers, Guy Lescrinier, Eveline Pinheiro, Vitor B. Pezo, Valérie Marliere, P. Herdewijn, Piet |
| Copyright Year | 2018 |
| Abstract | The synthesis, base pairing properties and in vitro (polymerase) and in vivo (E. coli) recognition of 2'-deoxynucleotides with a 2-amino-6-methyl-8-oxo-7,8-dihydro-purine (X), a 2-methyl-6-thiopurine (Y) and a 6-methyl-4-pyrimidone (Z) base moiety are described. As demonstrated by Tm measurements, the X and Y bases fail to form a self-complementary base pair. Despite this failure, enzymatic incorporation experiments show that selected DNA polymerases recognize the X nucleotide and incorporate this modified nucleotide versus X in the template. In vivo, X is mainly recognized as a A/G or C base; Y is recognized as a G or C base and Z is mostly recognized as T or C. Replacing functional groups in nucleobases normally involved in W-C recognition (6-carbonyl and 2-amino group of purine; 6-carbonyl of pyrimidine) readily leads to orthogonality (absence of base pairing with natural bases). |
| Starting Page | 12695 |
| Ending Page | 12707 |
| Page Count | 13 |
| File Format | PDF HTM / HTML |
| DOI | 10.1002/chem.201802304 |
| PubMed reference number | 29883012 |
| Journal | Medline |
| Volume Number | 24 |
| Issue Number | 48 |
| Alternate Webpage(s) | http://discovery.ucl.ac.uk/10067423/1/Jabgunde_et_al-2018-Chemistry_-_A_European_Journal.pdf |
| Alternate Webpage(s) | https://doi.org/10.1002/chem.201802304 |
| Journal | Chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
