Formation of Hypoxanthine Tetrad by Reaction with Sodium Chloride: From Planar to Stereo

Chong Chen, Pengcheng Ding, manuela mura, Yanghan Chen, Ye Sun, Lev N. Kantorovich, Henkjan Gersen, Flemming Besenbacher, Miao Yu

Research output: Contribution to journalArticle (Academic Journal)peer-review

9 Citations (Scopus)
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By reacting with NaCl on Au(111), the formation of hypoxanthine (HX) tetrads is demonstrated at the atomic scale in real space. These results directly demonstrate that alternative purine tetrads can be formed in both planar and non-planar configuration, and that ionic bonding plays a crucial role for the formation and planar-to-stereo transformation of the tetrads, providing deeper insight for constructing artificial DNA/RNA quadruplexes. Moreover, both the tilted HXs and Na show strong charge transfer with the substrate in the non-planar phase. The insights gained by this work also open up new routes to tune the electrostatic nature of metal–organic interfaces and design stereo-nanostructures on surfaces.
Original languageEnglish
Pages (from-to)16015-16019
Number of pages5
JournalAngewandte Chemie - International Edition
Issue number49
Early online date17 Nov 2018
Publication statusPublished - 3 Dec 2018


  • hypoxanthine
  • tetrad
  • non-planarity
  • ionic bonding
  • Scanning tunneling microscopy


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