Journal
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
Volume 29, Issue 7, Pages 562-573Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/15257770.2010.494650
Keywords
Deuterated nucleosides; oligonucleotides; solution state NMR; DNA lesions
Categories
Funding
- NIH [CA47995, ES004068]
- NIH/NCRR [1 S10 RR023680-1]
- NATIONAL CANCER INSTITUTE [P01CA047995] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES [P01ES004068, R01ES017368] Funding Source: NIH RePORTER
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A procedure has been elaborated for stereoselective deuterium substitution of one of the diastereotopic 5'-protons in 2'-deoxynucleotides. The synthetic scheme uses the reduction of the 5-oxosugar derivative with deuterated Alpine-Borane. The resulting deuterosugar is converted into pyrimidine nucleosides and incorporated into DNA using standard protocols. Comparison of two-dimensional NMR spectra of the fully protonated and partially deuterated duplexes allowed us to assign diastereotopic 5' protons, increasing the number of experimental restraints used for structure determination.
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