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

• DOI: 10.1021/acschembio.9b00208
• Publication Date: 2019-06-04T18:03:18Z
• Authors: Maryam Imani Nejad; Nathan E. Price; Tuhin Haldar; Calvin Lewis; Yinsheng Wang; Kent S. Gates
• Keywords: Residue (chemistry)

Efficient methods for the site-specific installation of structurally defined interstrand cross-links in duplex DNA may be useful a wide variety fields. The work described here developed high-yield synthesis chemically stable resulting from reductive amination reaction between an abasic site and noncanonical nucleobase 2-aminopurine DNA. Results footprinting, liquid chromatography-mass spectrometry, stability studies support formation N2-alkylamine attachment residue Ap site. performs best when on opposing strand is offset 1 nt to 5'-side cross-link confers substantial resistance thermal denaturation (melting). cross-linking fast (complete 4 h), employs only commercially available reagents, can used generate cross-linked duplexes sufficient quantities biophysical, structural, repair studies.