A solid-phase CuAAC strategy for the synthesis of PNA containing nucleobase surrogates

PNA Molecular Beacons Assembled by Post‐Synthetic Click Chemistry Functionalization

“…Characterization of the oligomer PNA‐Ir by LC‐HRMS‐ESI showed that two units of iridium complexes were successfully incorporated into the PNA oligomer quantitatively on the solid support (Table S1). This is in addition to our demonstration of successful insertion of single fluorenyl and pyrenyl moieties, as well as a dual pyridyl‐modified PNA …”

“…To apply solid‐phase click chemistry to developing PNA MBs, we designed and synthesized an azide PNA monomer in which a nucleobase was replaced with an azide group (Scheme ). One or more azide monomers can be inserted into a PNA sequence by automated SPPS in any position without concern for incompatibility.…”

Furan-PNA: a mildly inducible irreversible interstrand crosslinking system targeting single and double stranded DNA

“…1 and 2). The same approach was then used for the production of a PNA probe similar to PNA F, but using an azide-containing monomer, which was earlier exploited in the solid phase insertion of nucleobase surrogates 29 or the production of molecular beacons, 30 and which allowed subsequent modification in solution to give PNA f (Fig. 1).…”

Semiflexible polymer scaffolds: an overview of conjugation strategies

“…93 Another approach was developed by Hudson and coworkers, who synthesized an azide containing PNA monomer without nucleobases (Figure 13C). 94 Hudson and coworkers argue that conjugation of a modified base to the monomer backbone is laborious and leads to loss of material during purification, which can be circumvented by the use of a reactive monomer that can be transformed into a variety of derivatives. To this end, azidoacetic acid was directly conjugated to the PNA backbone (Figure 13B).…”