Modification of Deoxyribonucleic Acid with Indole-Linked Nucleotides Induces BZ- and Z‑Conformation and Alters Its Sensitivity to Enzymatic Cleavage.

ABSTRACT: We report the synthesis of C-5 indole-tagged pyrimidine and C-8 indole-tagged purine nucleoside phosphoramidites and their incorporation into a 15-base antiparallel DNA duplex. The resulting modified duplexes adopt noncanonical conformations, including modified B-DNA conformations, BZ junctions, and left-handed Z-DNA, under physiological conditions, bypassing the specific sequence requirements and high salt concentrations typically required for BZ or Z-DNA formation. Using a panel of twenty-three duplexes containing one to five indole-modified bases linked via either propyl or propargyl linkers, we demonstrate that overall duplex conformation is strongly influenced by propyl-linked indole modifications at dA/dU positions. Among the two linker types tested, the flexible propyl linker promot

SUBMITTER: Lingala S 

PROVIDER: S-EPMC12509113 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature