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Updated: Nov 9, 2025

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
Effect of linker length on photo-cross-linking position mediated by click chemistry via [2 + 2] photocycloaddition†
Kenzo Fujimoto1, Kenta Ishida2, Li Xue2
1School of advanced Science and Technology, Japan Advanced Institute Science and Technology, Asahidai 1-1, Nomi, Ishikawa, 923-1292, Japan. kenzo@jaist.ac.jp.
Abstract:
Ultrafast reversible DNA/RNA photo-cross-linking is a powerful tool for regulating the target strand in living cells. In particular, 3-cyanovinylcarbazole (CNVK) and 3-cyanovinylcarbazole modified by D-threoninol (CNVD) can photo-cross-link to pyrimidine bases within a few seconds of photoirradiation. However, these photo-cross-linkers can only cross-link to the counter base if it is adjacent to the 5'-side (-1 position). In this study, we synthesized novel photo-cross-linkers with varying linker lengths capable of photo-cross-linking with pyrimidine bases at locations other than the -1 position via click chemistry. The photo-cross-linking site was dependent on linker length.
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