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Flexible Alkyne-Linked Thymidine Phosphoramidites and Triphosphates for Chemical or Polymerase Synthesis and Fast Postsynthetic DNA Functionalization through Copper-Catalyzed Alkyne Azide 1,3-Dipolar Cycloaddition
- 1.0492075 - ÚOCHB 2019 RIV US eng J - Článek v odborném periodiku
Panattoni, Alessandro - Pohl, Radek - Hocek, Michal
Flexible Alkyne-Linked Thymidine Phosphoramidites and Triphosphates for Chemical or Polymerase Synthesis and Fast Postsynthetic DNA Functionalization through Copper-Catalyzed Alkyne Azide 1,3-Dipolar Cycloaddition.
Organic Letters. Roč. 20, č. 13 (2018), s. 3962-3965. ISSN 1523-7060. E-ISSN 1523-7052
Grant CEP: GA MŠMT(CZ) EF16_019/0000729; GA ČR(CZ) GA18-03305S
GRANT EU: European Commission(XE) 642023 - ClickGene
Grant ostatní: AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:61388963
Klíčová slova: click reaction * nucleic acids * oligonucleotides
Obor OECD: Organic chemistry
Impakt faktor: 6.555, rok: 2018
https://pubs.acs.org/doi/10.1021/acs.orglett.8b01533
Two alternative flexible alkyne-linked thymine nucleosides (propargyl-diethylene glycol- or undecyn-linked 5-hydroxymethyluracil derivatives), as well as their phosphoramidites and triphosphates, were designed and synthesized. The nucleoside 3'-O-phosphoramidites were successfully incorporated into oligonucleotides on a solid support, whereas the nucleoside triphosphates served as good substrates for polymerase synthesis of modified DNA, which underwent fast and efficient copper-catalyzed alkyne azide 1,3-dipolar cycloaddition (CuAAC) reactions.
Trvalý link: http://hdl.handle.net/11104/0285955
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