Site-specific inter-strand cross-links of DNA duplexes. Ye, M., Guillaume, J., Liu, Y., Sha, R., Wang, R., Seeman, N., C., & Canary, J., W. CHEMICAL SCIENCE, 4(3):1319-1329, ROYAL SOC CHEMISTRY, 2013.
abstract   bibtex   
We report the development of technology that allows inter-strand coupling across various positions within one turn of DNA. Four 2'-modified nucleotides were synthesized as protected phosphoramidites and incorporated into DNA oligonucleotides. The modified nucleotides contain either 5-atom or 16-atom linker components, with either amine or carboxylic acid functional groups at their termini, forming 10 or 32 atom (11 or 33 bond) linkages. Chemical coupling of the amine and carboxylate groups in designed strands resulted in the formation of an amide bond. Coupling efficiency as a function of trajectory distance between the individual linker components was examined. For those nucleotides capable of forming inter-strand cross-links (ICLs), coupling yields were found to depend on temperature, distance, and linker length, enabling several approaches that can control regioselective linkage. In the most favorable cases, the coupling yields are quantitative. Spectroscopic measurements of strands that were chemically cross-linked indicate that the global structure of the DNA duplex does not appear to be distorted from the B form after coupling. Thermal denaturing profiles of those strands were shifted to somewhat higher temperatures than those of their respective control duplexes. Thus, the robust amide ICLs formed by this approach are site-specific, do not destabilize the rest of the duplex, and only minimally perturb the secondary structure.
@article{
 title = {Site-specific inter-strand cross-links of DNA duplexes},
 type = {article},
 year = {2013},
 identifiers = {[object Object]},
 pages = {1319-1329},
 volume = {4},
 publisher = {ROYAL SOC CHEMISTRY},
 city = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND},
 id = {817b2900-b327-315b-a657-38608361bcc2},
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 last_modified = {2017-03-14T12:30:08.401Z},
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 abstract = {We report the development of technology that allows inter-strand
coupling across various positions within one turn of DNA. Four
2'-modified nucleotides were synthesized as protected phosphoramidites
and incorporated into DNA oligonucleotides. The modified nucleotides
contain either 5-atom or 16-atom linker components, with either amine or
carboxylic acid functional groups at their termini, forming 10 or 32
atom (11 or 33 bond) linkages. Chemical coupling of the amine and
carboxylate groups in designed strands resulted in the formation of an
amide bond. Coupling efficiency as a function of trajectory distance
between the individual linker components was examined. For those
nucleotides capable of forming inter-strand cross-links (ICLs), coupling
yields were found to depend on temperature, distance, and linker length,
enabling several approaches that can control regioselective linkage. In
the most favorable cases, the coupling yields are quantitative.
Spectroscopic measurements of strands that were chemically cross-linked
indicate that the global structure of the DNA duplex does not appear to
be distorted from the B form after coupling. Thermal denaturing profiles
of those strands were shifted to somewhat higher temperatures than those
of their respective control duplexes. Thus, the robust amide ICLs formed
by this approach are site-specific, do not destabilize the rest of the
duplex, and only minimally perturb the secondary structure.},
 bibtype = {article},
 author = {Ye, Miao and Guillaume, Johan and Liu, Yu and Sha, Ruojie and Wang, Risheng and Seeman, Nadrian C and Canary, James W},
 journal = {CHEMICAL SCIENCE},
 number = {3}
}

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