Generation of DNA Interstrand Cross-Links by Post-Synthetic Reductive Amination
نویسندگان
چکیده
منابع مشابه
Generation of DNA interstrand cross-links by post-synthetic reductive amination.
DNA interstrand cross-links (ICLs) are the clinically most relevant adducts formed by many antitumor agents. To facilitate the study of biological responses triggered by ICLs, we developed a new approach toward the synthesis of mimics of nitrogen mustard ICLs. 7-Deazaguanine residues bearing acetaldehyde groups were incorporated into complementary strands of DNA and cross-link formation induced...
متن کاملDNA-catalyzed reductive amination.
Deoxyribozymes are particular DNA sequences that have catalytic ability, analogous to protein enzymes as functional amino acid sequences. The discovery of natural RNA enzymes (ribozymes) spurred the search for artificial deoxyribozymes, which are identified by in vitro selection. Most deoxyribozyme-catalyzed reactions involve phosphodiester bond cleavage or ligation, although other reactions su...
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Abasic sites (1, Scheme 1), which are generated by hydrolysis of the glycosidic bonds connecting the heterocyclic nucleobases to the deoxyribose backbone, represent the most common type of damage suffered by genomic DNA.1 Spontaneous hydrolysis yields approximately 10,000 abasic sites per cell per day. In addition, exposure of DNA to radiation, mutagens, and anticancer drugs can lead to the gen...
متن کاملStructure of a DNA glycosylase that unhooks interstrand cross-links.
DNA glycosylases are important editing enzymes that protect genomic stability by excising chemically modified nucleobases that alter normal DNA metabolism. These enzymes have been known only to initiate base excision repair of small adducts by extrusion from the DNA helix. However, recent reports have described both vertebrate and microbial DNA glycosylases capable of unhooking highly toxic int...
متن کاملRearrangement of interstrand cross-links into intrastrand cross-links in cis-diamminedichloroplatinum(II)-modified DNA.
In the reaction of the anticancer drug cis-diamminedichloroplatinum(II) (cis-DDP) with DNA, bifunctional intrastrand and interstrand cross-links are formed. In this work, we show that at 37 degrees C interstrand cross-links (ICL) are labile and rearrange into intrastrand cross-links. The ICL instability was first studied with a 10 base pairs (bp) double-stranded oligonucleotide containing a uni...
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2009
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol802719a