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Chemical Morphing of DNA Containing Four Noncanonical Bases

Chemical Morphing of DNA Containing Four Noncanonical Bases

Elena Eremeeva, Michail Abramov, Lia Margamuljana, Jef Rozenski, Valerie Pezo, Philippe Marlière, Piet Herdewijn

Angew Chem Int Ed Engl. 2016 Jun 20;55(26):7515-9.

PMID: 27159019

Abstract:

The ability of alternative nucleic acids, in which all four nucleobases are substituted, to replicate in vitro and to serve as genetic templates in vivo was evaluated. A nucleotide triphosphate set of 5-chloro-2'-deoxyuridine, 7-deaza-2'-deoxyadenosine, 5-fluoro-2'-deoxycytidine, and 7-deaza-2'deoxyguanosine successfully underwent polymerase chain reaction (PCR) amplification using templates of different lengths (57 or 525mer) and Taq or Vent (exo-) DNA polymerases as catalysts. Furthermore, a fully morphed gene encoding a dihydrofolate reductase was generated by PCR using these fully substituted nucleotides and was shown to transform and confer trimethoprim resistance to E. coli. These results demonstrated that fully modified templates were accurately read by the bacterial replication machinery and provide the first example of a long fully modified DNA molecule being functional in vivo.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP10356760	5−Fluoro−2′−deoxycytidine		10356-76-0	Price

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