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Visual Detection of pH and Biomolecular Interactions at Micromolar Concentrations Aided by a Trivalent Diacetylene‐Based Vesicle
Author(s) -
Singh Yashapal,
Jayaraman Narayanaswamy
Publication year - 2017
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201700039
Subject(s) - diacetylene , chemistry , monomer , polymerization , thermochromism , tris , polymer chemistry , photochemistry , vesicle , photopolymer , organic chemistry , polymer , biochemistry , membrane
A trivalent tris‐(alkylenediynoic acid) is developed as a new monomer to prepare a poly(tris‐(diacetylene)). Alkylenediynoic moieties, covalently linked to the gallic acid, lead to a high propensity for polymerization, resulting in blue poly(tris‐(diacetylene)), within less than 20 s of UV irradiation as aq. vesicle solution and as thin film. The vesicle undergoes reversible thermochromism between room temperature and 95 °C. The corresponding chromism changes are blue‐to‐red‐to‐orange during heating and reverse on cooling. This reversible chromism also occurs to thin film between room temperature and 220 °C. The polymerized aq. vesicle exhibits pH‐induced chromism in the alkaline range. In order to identify polymerization‐induced chromatic transitions beneficial to a biosensing process, derivatization of the monomer with α‐ d ‐mannopyranoside moieties is conducted. Chromatic properties of sugar‐derivatized tris‐(alkylenediynoic acid) vesicle are established first. Poly(tris‐(diacetylene)) vesicles, prepared from either pure or mixed monomer systems, exhibit blue phase, which do not undergo change in chromism when the sugar–lectin interaction is initiated. Whereas, when the monomer vesicle is prepared in the presence of the lectin and polymerized subsequently, chromism of the resulting poly(tris‐(diacetylene)) solution is pink, as a result of ligand–lectin interaction. The chromism change can be conducted at ≈10 × 10 −6 m each of both vesicle and the lectin.