Furan-based (photo)oxidation reactions and their application in nucleic acid and protein targeting
- Author
- Jack Barr (UGent) , Gertjan Colpaert (UGent) , Enrico Cadoni (UGent) and Annemieke Madder (UGent)
- Organization
- Project
-
- Conformationally locked G4-decoy oligonucleotides for selective telomerase inhibition and development of a nucleic acid-based anti-telomerase PROTAC strategy
- Crosslinking Aptamers for Covalent Protein Targeting
- Furan and porphyrin containing crosslinking ligands for covalent stabilisation of G quadruplexes as cell-permeable anti-cancer aptamers
- MOLECULAR DESIGN OF ‘FROZEN’ APTAMERS: Aptamers with enhanced properties by covalent and non-covalent stabilization using functionalized nucleotides: a combined modelling, NMR and electrochemistry approach
- Abstract
- Oligonucleotides (ODNs) find applications as diagnostic and therapeutic tools due to their unique ability to interact, thanks to Watson-Crick base pairing, with a specific DNA or RNA target strand. Although most of the tools available today rely on mere hydrogen bond formation, chemical modifications to enable covalent interstrand-crosslinking (ICL) have been reported, and are gaining a place under the spotlight as they potentially offer a series of advantages over the state of the art, including a higher potency and selectivity. This methodological paper focuses on the use of a pro-reactive furan moiety and its subsequent oxidation for applications in ODN targeting. The design of effective capture and targeting probes to ensure high ICL yields is discussed and the mechanisms underlying the (photo)chemical oxidation of furan are explained. Furthermore, examples of furan-containing DNAs designed for different applications, including DNA-DNA or DNA-RNA ICL and DNA-peptide/protein targeting, are provided. The paper highlights the advantages of using different oxidative chemical triggers, such as N-bromosuccinimide or singlet oxygen, to offer additional selectivity control over the ICL reaction.
- Keywords
- CROSS-LINK FORMATION, DNA, RNA, PROBES, PHOTOSENSITIZERS, THERAPEUTICS, DIAGNOSTICS, LIMITATIONS, ANALOGS, BINDING
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-01HRCAQ1BBBVJNFX5YZPB9E123
- MLA
- Barr, Jack, et al. “Furan-Based (Photo)Oxidation Reactions and Their Application in Nucleic Acid and Protein Targeting.” METHODS, vol. 218, 2023, pp. 189–97, doi:10.1016/j.ymeth.2023.08.011.
- APA
- Barr, J., Colpaert, G., Cadoni, E., & Madder, A. (2023). Furan-based (photo)oxidation reactions and their application in nucleic acid and protein targeting. METHODS, 218, 189–197. https://doi.org/10.1016/j.ymeth.2023.08.011
- Chicago author-date
- Barr, Jack, Gertjan Colpaert, Enrico Cadoni, and Annemieke Madder. 2023. “Furan-Based (Photo)Oxidation Reactions and Their Application in Nucleic Acid and Protein Targeting.” METHODS 218: 189–97. https://doi.org/10.1016/j.ymeth.2023.08.011.
- Chicago author-date (all authors)
- Barr, Jack, Gertjan Colpaert, Enrico Cadoni, and Annemieke Madder. 2023. “Furan-Based (Photo)Oxidation Reactions and Their Application in Nucleic Acid and Protein Targeting.” METHODS 218: 189–197. doi:10.1016/j.ymeth.2023.08.011.
- Vancouver
- 1.Barr J, Colpaert G, Cadoni E, Madder A. Furan-based (photo)oxidation reactions and their application in nucleic acid and protein targeting. METHODS. 2023;218:189–97.
- IEEE
- [1]J. Barr, G. Colpaert, E. Cadoni, and A. Madder, “Furan-based (photo)oxidation reactions and their application in nucleic acid and protein targeting,” METHODS, vol. 218, pp. 189–197, 2023.
@article{01HRCAQ1BBBVJNFX5YZPB9E123,
abstract = {{Oligonucleotides (ODNs) find applications as diagnostic and therapeutic tools due to their unique ability to interact, thanks to Watson-Crick base pairing, with a specific DNA or RNA target strand. Although most of the tools available today rely on mere hydrogen bond formation, chemical modifications to enable covalent interstrand-crosslinking (ICL) have been reported, and are gaining a place under the spotlight as they potentially offer a series of advantages over the state of the art, including a higher potency and selectivity. This methodological paper focuses on the use of a pro-reactive furan moiety and its subsequent oxidation for applications in ODN targeting. The design of effective capture and targeting probes to ensure high ICL yields is discussed and the mechanisms underlying the (photo)chemical oxidation of furan are explained. Furthermore, examples of furan-containing DNAs designed for different applications, including DNA-DNA or DNA-RNA ICL and DNA-peptide/protein targeting, are provided. The paper highlights the advantages of using different oxidative chemical triggers, such as N-bromosuccinimide or singlet oxygen, to offer additional selectivity control over the ICL reaction.}},
author = {{Barr, Jack and Colpaert, Gertjan and Cadoni, Enrico and Madder, Annemieke}},
issn = {{1046-2023}},
journal = {{METHODS}},
keywords = {{CROSS-LINK FORMATION,DNA,RNA,PROBES,PHOTOSENSITIZERS,THERAPEUTICS,DIAGNOSTICS,LIMITATIONS,ANALOGS,BINDING}},
language = {{eng}},
pages = {{189--197}},
title = {{Furan-based (photo)oxidation reactions and their application in nucleic acid and protein targeting}},
url = {{http://doi.org/10.1016/j.ymeth.2023.08.011}},
volume = {{218}},
year = {{2023}},
}
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