Unusual chromatic properties observed from polymerized dipeptide diacetylenes

Abstract

The chromatic properties of a few dipeptide polydiacetylenes were found to change dramatically with very slight structural variations of dipeptides, leading to the proposal of a non-coplanar packing model to explain the chromatic behavior of polydiacetylenes.

Sensing cell adhesion using polydiacetylene-containing peptide amphiphile fibres

“…By manipulating the C-terminal amino acid of the spacer amphiphile (C 25 Gly-Ala-Gly-Ala-Xaa), we aimed to tune the stability of the fibres and thus the susceptibility of the polydiacetylene backbone to colour change ( Fig. 11,39 In order to allow for cell adhesion on the surface of the fibres we synthesised an amphiphile with the sequence 10,12 C 25 -Gly-Ala-Gly-Ala-Lys-Arg-Gly-Asp-Ser (RGDS amphiphile) and as a control an amphiphile with the scrambled cell adhesion sequence 10,12 C 25 -Gly-Ala-Gly-Ala-Lys-Asp-Gly-Ser-Arg (scrambled amphiphile) ( Fig. Previous studies have shown that the amino acid sequence of the peptide segment in these fibres can have a marked effect on the sensitivity of the diacetylene backbone to environmental changes.…”

“…In addition to absorbing light in the visible region they can undergo a colour change in response to external stimuli, which makes them promising molecular probes for sensing their environment. 5 Systems in which these requirements are met include fibres, 6-8 monolayers, [9][10][11] and vesicles 12,13 Charych et al were first to utilize the sensing properties of polydiacetylenes by decorating polydiacetylene-based liposomes with sialic acid and monitoring the colour change of the polydiacetylene backbone upon addition of the influenza virus. 4 However, their formation is subject to the distance between the monomers and the angle between the moieties, which must be B4.9 Å and B451 respectively.…”

Supramolecular self-assembly study of a flexible perylenetetracarboxylic diimide dimer in Langmuir and Langmuir–Blodgett films

“…In contrast to the traditional belief that hydrogen bonding is not so efficient in aqueous solution, studies by a few research groups demonstrated that a highly ordered and rigid linear network was formed between amphiphilic barbituric acid and melamine with its complementary components in Langmuir and Langmuir-Blodgett films [31][32][33][34]. Moreover, it was reported by Huo et al that such a linear hydrogen bonding network could have a dramatic effect on the photopolymerization of a diacetylene monolayer film and the properties of the resulting polydiacetylene film [35,36].…”

Unique Effects of Cyclodextrins on the Formation and Colorimetric Transition of Polydiacetylene Vesicles

“…[2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18] Unlike other conjugated polymers, polydiacetylenes are very unique in terms of their preparation and structure, as well as the output signals they produce upon environmental stimulation. In most cases, polydiacetylenebased chemosensors are prepared by UV irradiation of selfassembled monomers in aqueous solutions or of LangmuirBlodgett/Langmuir-Schaefer films on solid substrates.…”