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Park, Cheol-Min
Synthetic and Medicinal Chemistry Lab.
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Programmable site-selective labeling of oligonucleotides based on carbene catalysis

Author(s)
Lee, Yang-HaYu, EunsooPark, Cheol-Min
Issued Date
2021-03
DOI
10.1038/s41467-021-21839-4
URI
https://scholarworks.unist.ac.kr/handle/201301/52748
Fulltext
https://www.nature.com/articles/s41467-021-21839-4
Citation
NATURE COMMUNICATIONS, v.12, no.1, pp.1681
Abstract
Site-selective modification of oligonucleotides serves as an indispensable tool in many fields of research including research of fundamental biological processes, biotechnology, and nanotechnology. Here we report chemo- and regioselective modification of oligonucleotides based on rhodium(I)-carbene catalysis in a programmable fashion. Extensive screening identifies a rhodium(I)-catalyst that displays robust chemoselectivity toward base-unpaired guanosines in single and double-strand oligonucleotides with structurally complex secondary structures. Moreover, high regioselectivity among multiple guanosines in a substrate is achieved by introducing guanosine-bulge loops in a duplex. This approach allows the introduction of multiple unique functional handles in an iterative fashion, the utility of which is exemplified in DNA-protein cross-linking in cell lysates. The methods for investigation of DNA-binding proteins require site-selective chemical modifications to be introduced into oligonucleotides. Here, the authors report a chemo- and regioselective method for the modification of unpaired guanosines in single- and double-stranded oligonucleotides, based on Rh(I)-carbene catalysis.
Publisher
NATURE RESEARCH
ISSN
2041-1723

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