Wavelength-Selective Uncaging of dA and dC Residues

Wavelength-Selective Uncaging of dA and dC Residues

Nitrodibenzofuran (NDBF) groups are used as photolabile “caging” groups to temporarily mask the Watson−Crick interaction of dA and dC residues. They show improved masking capabilities and are photodeprotected 12 times more efficiently than 1-(o-nitrophenyl)-ethyl (NPE) caging groups in these positio...

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Veröffentlicht in:Organic letters 2011-03, Vol.13 (6), p.1450-1453
Hauptverfasser: Schäfer, Florian, Joshi, Khashti Ballabh, Fichte, Manuela A. H, Mack, Timo, Wachtveitl, Josef, Heckel, Alexander
Format: Artikel
Sprache:eng
Schlagworte:
Benzofurans - chemistry
DNA - chemistry
DNA - radiation effects
Molecular Structure
Oligonucleotides - chemistry
Oligonucleotides - radiation effects
Photochemical Processes
Spectrophotometry, Ultraviolet
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Zusammenfassung:Nitrodibenzofuran (NDBF) groups are used as photolabile “caging” groups to temporarily mask the Watson−Crick interaction of dA and dC residues. They show improved masking capabilities and are photodeprotected 12 times more efficiently than 1-(o-nitrophenyl)-ethyl (NPE) caging groups in these positions. Furthermore, NDBF groups can be removed wavelength-selectively in the presence of NPE groups. This will allow more complex (un)caging strategies of oligonucleotides − beyond the usual irreversible triggering.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol200141v