Green‐Light Activatable BODIPY and Coumarin 5’‐Caps for Oligonucleotide Photocaging

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Abstract: We synthesized two green‐light activatable 5’‐caps for oligonucleotides based on the BODIPY and coumarin scaffold. Both bear an alkyne functionality allowing their use in numerous biological applications. They were successfully incorporated in oligonucleotides via solid‐phase synthesis. Copper‐catalyzed alkyne‐azide cycloaddition (CuAAC) using a bisazide photo‐tether gave cyclic oligonucleotides that could be relinearized by activation with green light and were shown to exhibit high stability against exonucleases. Chemical ligation as another example for bioconjugation yielded oligonucleotides with an internal strand break site. Irradiation at 530 nm or 565 nm resulted in complete photolysis of both caging groups.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Green‐Light Activatable BODIPY and Coumarin 5’‐Caps for Oligonucleotide Photocaging ; day:17 ; month:05 ; year:2022 ; extent:1
Chemistry - a European journal ; (17.05.2022) (gesamt 1)

Creator: Kaufmann, Janik
Müller, Patricia
Andreadou, Eleni
Heckel, Alexander

DOI: 10.1002/chem.202200477

URN: urn:nbn:de:101:1-2022051815224776312566

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:30 AM CEST

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Associated

Kaufmann, Janik
Müller, Patricia
Andreadou, Eleni
Heckel, Alexander

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