Unit

UNIT 8.6 Synthesis of Dimeric 2-Amino-1,8-Naphthyridine and Related DNA-Binding Molecules

  1. Kazuhiko Nakatani,
  2. Hanping He,
  3. Shin-nosuke Uno,
  4. Tsuyoshi Yamamoto,
  5. Chikara Dohno

Published Online: 1 MAR 2008

DOI: 10.1002/0471142700.nc0806s32

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

Nakatani, K., He, H., Uno, S.-n., Yamamoto, T. and Dohno, C. 2008. Synthesis of Dimeric 2-Amino-1,8-Naphthyridine and Related DNA-Binding Molecules. Current Protocols in Nucleic Acid Chemistry. 32:8.6:8.6.1–8.6.21.

Author Information

  1. Osaka University, Ibaraki, Japan

Publication History

  1. Published Online: 1 MAR 2008
  2. Published Print: MAR 2008

Abstract

The synthetic protocols for dimeric 2-amino-1,8-naphthyridine and related compounds are described in this unit. These compounds represent a novel class of compounds that bind selectively to mismatched base pairs. The compounds consist of two main components: the heterocycles and a linker. Connecting two heterocycles by a linker was found to modulate the binding selectivity. This unit describes the synthesis of dimeric 2-amino-1,8-naphthyridine (which binds to the G-G mismatch), naphthyridine-azaquinolone (for the G-A mismatch), N-alkyl naphthyridine dimer (for the C-C mismatch), and naphthyridine carbamate dimer (for G-G mismatches in the (CGG)n trinucleotide repeat). Protocols for connecting the short linker to these molecules providing the compounds suitable for immobilization on solid surface are also described. Curr. Protoc. Nucleic Acid Chem. 32:8.6.1-8.6.21. © 2008 by John Wiley & Sons, Inc.

Keywords:

  • naphthyridine;
  • DNA binding;
  • mismatch;
  • linker;
  • azaquinolone