Interstrand DNA Cross-Links Derived from Reaction of a 2-Aminopurine Residue with an Abasic Site
العنوان: | Interstrand DNA Cross-Links Derived from Reaction of a 2-Aminopurine Residue with an Abasic Site |
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المؤلفون: | Kent S. Gates, Nathan E. Price, Calvin D. Lewis, Maryam Imani Nejad, Tuhin Haldar, Yinsheng Wang |
المصدر: | ACS Chem Biol |
بيانات النشر: | American Chemical Society (ACS), 2019. |
سنة النشر: | 2019 |
مصطلحات موضوعية: | Models, Molecular, 0301 basic medicine, Dna duplex, Stereochemistry, 2-Aminopurine, Nucleic Acid Denaturation, 01 natural sciences, Biochemistry, Article, 03 medical and health sciences, chemistry.chemical_compound, Residue (chemistry), AP site, Amination, 010405 organic chemistry, Chemistry, DNA, General Medicine, 0104 chemical sciences, Cross-Linking Reagents, 030104 developmental biology, Nucleic Acid Conformation, Molecular Medicine, Oxidation-Reduction |
الوصف: | Efficient methods for the site-specific installation of structurally-defined interstrand cross-links in duplex DNA may be useful in a wide variety of fields. The work described here developed a high-yield synthesis of chemically stable interstrand cross-links resulting from a reductive amination reaction between an abasic site and the noncanonical nucleobase 2-aminopurine in duplex DNA. Results from footprinting, LC-MS, and stability studies support the formation of an N(2)-alkylamine attachment between the 2-aminopurine residue and the Ap site. The reaction performs best when the 2-aminopurine residue on the opposing strand is offset 1 nt to the 5’-side of the abasic site. The cross-link confers substantial resistance to thermal denaturation (melting). The cross-linking reaction is fast (complete in 4 h), employs only commercially available reagents, and can be used to generate cross-linked duplexes in sufficient quantities for biophysical, structural, and DNA repair studies. |
تدمد: | 1554-8937 1554-8929 |
URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::45c07c43f50ebdba565af3724f56d7ec https://doi.org/10.1021/acschembio.9b00208 |
حقوق: | OPEN |
رقم الأكسشن: | edsair.doi.dedup.....45c07c43f50ebdba565af3724f56d7ec |
قاعدة البيانات: | OpenAIRE |
تدمد: | 15548937 15548929 |
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