Acid‐Stable Nucleobase Protection for a Strongly Pairing Pyridone C‐Nucleoside Suitable for Solid‐Phase Synthesis of Oligonucleotides
نویسندگان
چکیده
Oligonucleotides are indispensable tools in diagnostics, therapeutic applications and molecular biology. The low base pairing strength of thymine with adenine complicates their use. Ethynylpyridone C -nucleoside analogs thymidine that pair more strongly improved selectivity, sequences containing these show target affinity but routine use is hampered by diminished yields solid-phase syntheses the known building blocks. A partial loss protecting groups during acidic deblocking step chain extension cycles was identified as cause lower yields. Here we report synthesis an phosphoramidite block featuring a pivaloyloxymethyl (POM) group. This gives oligonucleotides ethynylmethylpyridone high yield purity via solid phase synthesis.
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2022
ISSN: ['1434-193X', '1099-0690']
DOI: https://doi.org/10.1002/ejoc.202200611