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Updated: Jun 23, 2025
Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
Enhancing Binding Affinity to CGG/CGG Triad: Optimizing Naphthyridine Carbamate Dimer Derivatives with Varied Linker
Tomonori Shibata1, Ayano Nakamachi1, Kazuhiko Nakatani1
1Department of Regulatory Bioorganic Chemistry, SANKEN, The University of Osaka, 8-1 Mihogaoka, Ibaraki, 567-0047, Japan.
Abstract:
This study examines the binding properties of six naphthyridine carbamate dimer (NCD) derivatives with varying linker lengths to the CGG/CGG triad, a non-canonical DNA structure linked to repeat expansion disorders. By altering the linker length from 2 to 4 methylene groups, we found changes in thermal stability of the ligand-bound complexes while maintaining a consistent 2 : 1 binding stoichiometry. Among the derivatives, CC23 showed superior binding affinity compared to the parent molecule CC33 (NCD). Spectroscopic analyses revealed that linker length influences the conformational equilibrium of NCD derivatives. Thermal melting temperature measurements demonstrated CC23's enhanced thermal stability over CC33. These findings underscore the potential of optimized NCD derivatives, like CC23, as tools to modulate CGG repeat structures, offering insights for therapeutic strategies targeting repeat expansion disorders.
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