Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinkingw
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منابع مشابه
Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking.
2'-O-(3-(Furan-2-yl)propyl)adenosine was synthesized and evaluated for interstrand crosslink (ICL) formation in DNA duplexes. In situ oxidation of the furan moiety with NIS showed rapid crosslink formation to dA and dC, while dT and dG were inactive.
متن کاملUnprecedented C-selective interstrand cross-linking through in situ oxidation of furan-modified oligodeoxynucleotides.
Chemical reagents that form interstrand cross-links have been used for a long time in cancer therapy. They covalently link two strands of DNA, thereby blocking transcription. Cross-link repair enzymes, however, can restore the transcription processes, causing resistance to certain anti-cancer drugs. The mechanism of these cross-link repair processes has not yet been fully revealed. One of the o...
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Over the past decades, peptide nucleic acid/DNA (PNA:DNA) duplex stability has been improved via backbone modification, often achieved via introducing an amino acid side chain at the α- or γ-position in the PNA sequence. It was previously shown that interstrand cross-linking can further enhance the binding event. In this work, we combined both strategies to fine-tune PNA crosslinking towards si...
متن کاملFine-tuning furan toxicity: fast and quantitative DNA interchain cross-link formation upon selective oxidation of a furan containing oligonucleotide.
Oligonucleotides containing a furan modified internal nucleoside have been synthesized; selective in situ oxidation of the furan moiety to a reactive enal species in the presence of a complementary DNA strand gives rise to fast and efficient formation of an interstrand cross-link.
متن کاملA modified thymine for the synthesis of site-specific thymine-guanine DNA interstrand crosslinks
DNA interstrand crosslinks (ICLs) are highly cytotoxic lesions formed by a variety of important anti-tumor agents. Despite the clinical importance of ICLs, the mechanisms by which these lesions are repaired in mammalian cells have so far remained elusive. One of the obstacles in the study of ICL repair has been the limited availability of suitable methods for the synthesis of defined site-speci...
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تاریخ انتشار 2017