Interstrand DNA Cross-Links Derived from Reaction of a 2-Aminopurine Residue with an Abasic Site

التفاصيل البيبلوغرافية
العنوان: Interstrand DNA Cross-Links Derived from Reaction of a 2-Aminopurine Residue with an Abasic Site
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