Two-component assembly of recognition-encoded oligomers that form stable H-bonded duplexes

Abstract

Imine chemistry was used to assemble oligomers displaying phenol and phosphine oxide side chains that selectively base-pair to give duplexes, which are stable in chloroform solution.

High-Fidelity Sequence-Selective Duplex Formation by Recognition-Encoded Melamine Oligomers

“…This value is similar to the values of EM that we have reported previously for duplex formation by several different kinds of recognition-encoded oligomer. 41 − 46 where K ref is the association constant for formation of a single intermolecular H-bond, which is measured using the A · D complex, and the statistical factor of 2 represents the degeneracy of the duplex.…”

Single-site binding of pyrene to poly(ester-imide)s incorporating long spacer-units: prediction of NMR resonance-patterns from a fractal model

“…4,5 Indeed, some very significant progress in devising a synthetic "information chemistry" has been made in recent years, notably with the development of sequence-specic polymerisation (i.e. sequence-writing) methodologies and mass-spectrometric sequencing techniques, [6][7][8] information-transfer protocols, [9][10][11] and the use of small "readermolecules" to recognise and report copolymer sequenceinformation. [12][13][14][15] Using the latter technique, we recently showed that highly sequence-dependent 1 H NMR complexation shis are produced in the spectra of copolyimides based on 1,4,5,8-naphthalene tetracarboxylic diimide (NDI) on complexation of an aromatic "probe" molecule such as pyrene or perylene.…”

Single-Site Binding of Pyrene to Poly(ester-Imide)s Incorporating Long Spacer Units: Prediction of NMR Resonance-Patterns from a Fractal Model

“…4,5 Indeed, some very significant progress in devising a synthetic "information chemistry" has been made in recent years, notably with the development of sequence-specific polymerisation (i.e. sequence-writing) methodologies and mass-spectrometric sequencing techniques, [6][7][8] information-transfer protocols, [9][10][11] and the use of small "reader-molecules" to recognise and report copolymer sequence-information. [12][13][14][15] Using the latter technique, we recently showed that highly sequence-dependent 1 H NMR complexation shifts are produced in the spectra of copolyimides based on 1,4,5,8-naphthalene tetracarboxylic diimide (NDI) on complexation of an aromatic "probe" molecule such as pyrene or perylene.…”

“…Synthetic and characterisation details for the other copolymers reported in this work(11,12 and 13: x = 6, 7 and 8 respectively) are given in the ESI. The new copolymers were found to be soluble in mixed solvents containing chlorocarbons (CHCl 3 or CH 2 Cl 2 ) and proton-donor solvents such as trifluoroethanol or hexafluoropropan-2-ol, but were insoluble in standard GPC solvents such as THF or DMF.…”