Stimuli-responsive oligonucleotides in prodrug-based approaches for gene silencing

• Françoise Debart,
• Christelle Dupouy and
• Jean-Jacques Vasseur

Beilstein J. Org. Chem. 2018, 14, 436–469, doi:10.3762/bjoc.14.32

• explained by the partial loss of terminal photoreactive units due to nuclease degradation. Friedman et al. have first improved their system using phosphorothioate (PS) internucleoside linkages to enhance nuclease resistance near the terminal caged phosphates preventing unwanted loss of the photoreactive

Photorelease of phosphates: Mild methods for protecting phosphate derivatives

• Sanjeewa N. Senadheera,
• Abraham L. Yousef and
• Richard S. Givens

Beilstein J. Org. Chem. 2014, 10, 2038–2054, doi:10.3762/bjoc.10.212

• to completion. The 2,6-naphthyl ketone platform instead remains intact whereas the quinolin-5-yl ketone fragments to a much more complex, highly absorbing reaction mixture that competes for the incident light. Keywords: caged phosphates; hydroxynaphthylacetyl; organophosphorus; photo-Favorskii

• GTP) were among the first to be covalently bound to chromophores in a cage or PPG format that were demonstrably released upon photolysis. Benzoin caged cAMP and o-nitrophenethyl caged ATP, seminal examples of caged phosphates, are often the two classic caged biochemical substrates cited [6][7][8][9

• disfavoring photorelease. A summary of the most frequently encountered examples of caged phosphates is given in Table 4. The data are reported for DEP leaving groups, when available, since DEP has proven to be a commonly employed test leaving group for PPG comparisons. It is generally found that the DEP model