Replication of a synthetic oligomer using chameleon base-pairs

Abstract

An oligomer equipped with benzoic acid recognition units templates the polymerization of monomers with amidine recognition units, but cleavage of ester linkers in the resulting copy transforms the amidine recognition units into benzoic acids.

Macromolecular Information Transfer

“…One example was reported very recently by Hunter and co‐worker using supramolecular salt bridges Figure 2). [35] That system was designed to synthesize an exact copy of the parent strand (mechanism (i) in Figure 1a). One crucial aspect in supramolecular strategies is that the non‐covalent associations between the monomers and the parent strand are strong enough to be stable in the dilute conditions used for daughter strand polymerization.…”

Sequence-selective duplex formation and template effect in recognition-encoded oligoanilines

“…[26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45] DNA directed synthesis of non-natural oligomers has been performed using amide coupling, 46,47 and reductive amination. 48,49 Templated synthesis of triazole oligomers have been recently reported using H-bond, 50 salt bridges 51 and covalent ester base-pair. [52][53][54][55][56] We have recently developed a class of duplex forming oligomers based on the H-bond base pair 2-triuoromethylphenol-phosphine oxide and an aniline backbone, that can be synthesized using a two-step reductive amination (imine formation and reduction) between aldehyde monomers and aniline linkers.…”

“…26–45 DNA directed synthesis of non-natural oligomers has been performed using amide coupling, 46,47 and reductive amination. 48,49 Templated synthesis of triazole oligomers have been recently reported using H-bond, 50 salt bridges 51 and covalent ester base-pair. 52–56…”