Preparation of fluorinated RNA nucleotide analogs potentially stable to enzymatic hydrolysis in RNA and DNA polymerase assays.
Analogs of ribonucleotides (RNA) stable to enzymatic hydrolysis were prepared and characterized. Computational investigations revealed that this class of compounds with a modified triphosphate exhibits the correct polarity and minimal steric effects compared to the natural molecule. Non-hydrolysable properties as well as the ability of the modified nucleotide to be recognized by enzymes were probed by performing single-turnover gap filling assays with T7 RNA polymerase and DNA polymerase β.
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-1661, United States.
Anton
A
Shakhmin
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-1661, United States.
John-Paul
JP
Jones
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-1661, United States.
Inessa
I
Bychinskaya
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-1661, United States.
Mikhail
M
Zibinsky
Department of Biological Sciences, University of Southern California, Los Angeles, CA 90089-1661, United States.
Keriann
K
Oertell
Department of Biological Sciences, University of Southern California, Los Angeles, CA 90089-1661, United States.
Myron F
MF
Goodman
Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, CA 90089-1661, United States.
G K Surya
GK
Prakash
Fluorinated phosphonate; Isostericity and isopolarity; Non-hydrolysable nucleotide analogs; Ribonucleotides; Single-turnover gap filling assay