Sequence-selective duplex formation and template effect in recognition-encoded oligoanilines† † Electronic supplementary information (ESI) available: Synthesis detail, complete product characterizations, NMR titrations, extra NMR experiments and templated experiments. See DOI: https://doi.org/10.1039/d3sc00880k

ABSTRACT: A new family of duplex-forming recognition encoded oligomers, capable of sequence selective duplex formation and template directed synthesis, was developed. Monomers equipped with both amine and aldehyde groups were functionalized with 2-trifluoromethylphenol or phosphine oxide as H-bond recognition units. Duplex formation and assembly properties of homo- and hetero-oligomers were studied by 19F and 1H NMR experiments in chloroform. The designed backbone prevents the undesired 1,2-folding allowing sequence-selective duplex formation, and the stability of the antiparallel duplex is 3-fold higher than the parallel arrangement. Dynamic combinatorial chemistry was exploited for the templated synthesis of complementary oligomers, showing that an aniline dimer can template the formation of the c

SUBMITTER: Rosa-Gastaldo D 

PROVIDER: S-EPMC10445429 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature