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Synthesis, structure and imaging of oligodeoxyribonucleotides with tellurium-nucleobase derivatization

Journal Article · · Nucleic Acids Research
DOI:https://doi.org/10.1093/nar/gkq1288· OSTI ID:1025495

We report here the first synthesis of 5-phenyl-telluride-thymidine derivatives and the Te-phosphoramidite. We also report here the synthesis, structure and STM current-imaging studies of DNA oligonucleotides containing the nucleobases (thymine) derivatized with 5-phenyl-telluride functionality (5-Te). Our results show that the 5-Te-DNA is stable, and that the Te-DNA duplex has the thermo-stability similar to the corresponding native duplex. The crystal structure indicates that the 5-Te-DNA duplex structure is virtually identical to the native one, and that the Te-modified T and native A interact similarly to the native T and A pair. Furthermore, while the corresponding native showed weak signals, the DNA duplex modified with electron-rich tellurium functionality showed strong topographic and current peaks by STM imaging, suggesting a potential strategy to directly image DNA without structural perturbation.

Research Organization:
BROOKHAVEN NATIONAL LABORATORY (BNL)
Sponsoring Organization:
DOE - OFFICE OF SCIENCE
DOE Contract Number:
AC02-98CH10886
OSTI ID:
1025495
Report Number(s):
BNL--95413-2011-JA; KP1605010
Journal Information:
Nucleic Acids Research, Journal Name: Nucleic Acids Research Journal Issue: 9 Vol. 39; ISSN 0305-1048; ISSN NARHAD
Country of Publication:
United States
Language:
English

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