Lietard, Jory; Ittig, Damian; Leumann, Christian J. (2011). Synthesis, binding and cellular uptake properties of oligodeoxynucleotides containing cationic bicyclo-thymidine residues. Bioorganic & medicinal chemistry, 19(19), pp. 5869-5875. Amsterdam: Elsevier 10.1016/j.bmc.2011.08.022
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The synthesis and incorporation into oligodeoxynucleotides of two novel derivatives of bicyclothymidine carrying a cationic diaminopropyl or lysine unit in the C(6′)-β position is described. Compared to unmodified DNA these oligonucleotides show Tm-neutral behavior when paired against complementary DNA and are destabilizing when paired against RNA. Unaided uptake experiments of a decamer containing five lys-bcT units into HeLa and HEK293T cells showed substantial internalization with mostly cytosolic distribution which was not observed in the case of an unmodified control oligonucleotide.
Item Type: |
Journal Article (Original Article) |
|---|---|
Division/Institute: |
08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP) |
UniBE Contributor: |
Lietard, Jory, Ittig, Damian, Leumann, Christian |
Subjects: |
500 Science > 570 Life sciences; biology 500 Science > 540 Chemistry |
ISSN: |
0968-0896 |
Publisher: |
Elsevier |
Language: |
English |
Submitter: |
Christian Leumann |
Date Deposited: |
04 Oct 2013 14:26 |
Last Modified: |
05 Dec 2022 14:07 |
Publisher DOI: |
10.1016/j.bmc.2011.08.022 |
Web of Science ID: |
000295426400014 |
BORIS DOI: |
10.7892/boris.9416 |
URI: |
https://boris.unibe.ch/id/eprint/9416 (FactScience: 215149) |
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